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邻苯二甲酸丁苄酯 | 85-68-7

中文名称
邻苯二甲酸丁苄酯
中文别名
邻苯二甲酸苄基丁基酯;酞酸丁基苄酯;邻苯二甲酸丁基苄酯;苄基正丁基邻苯二甲酸酯;1,2-苯二甲酸丁苄酯;BBP
英文名称
Butyl benzyl phthalate
英文别名
benzyl n-butyl phthalate;benzyl butyl phthalate;BBP;2-O-benzyl 1-O-butyl benzene-1,2-dicarboxylate
邻苯二甲酸丁苄酯化学式
CAS
85-68-7
化学式
C19H20O4
mdl
MFCD00009440
分子量
312.365
InChiKey
IRIAEXORFWYRCZ-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    370°C
  • 密度:
    1.1 g/mL at 25 °C(lit.)
  • 蒸气密度:
    10.8 (vs air)
  • 闪点:
    >230 °F
  • 溶解度:
    二甲基亚砜:100 mg/ml(320.14 mM)
  • LogP:
    4.84 at 20℃
  • 物理描述:
    Butyl benzyl phthalate appears as a clear colorless liquid with a mild odor. Primary hazard is to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates the soil to contaminate groundwater and nearby waterways.
  • 颜色/状态:
    Clear, oil liquid
  • 气味:
    Slight odor
  • 味道:
    Bitter
  • 熔点:
    -35 °C
  • 蒸汽密度:
    10.8 (NTP, 1992) (Relative to Air)
  • 蒸汽压力:
    8.25X10-6 mm Hg at 25 °C
  • 稳定性/保质期:
    与大多数树脂有良好的相容性,具有较强的溶剂化作用。
  • 自燃温度:
    425 °C
  • 分解:
    When heated to decomposition, it emits acrid smoke and irritating fumes.
  • 燃烧热:
    -14,550 BTU/LB= -8,090 CAL/G= -338X10+5 JOULES/KG
  • 折光率:
    Index of refraction: 1.535-1.540 at 25 °C/D
  • 保留指数:
    2327;2271;2290.6;2287;2287;2290;2290;2327

计算性质

  • 辛醇/水分配系数(LogP):
    4.9
  • 重原子数:
    23
  • 可旋转键数:
    9
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.263
  • 拓扑面积:
    52.6
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

代谢
BBP在胆汁中没有被发现,但存在单丁基葡萄糖苷酸和单苄基邻苯二甲酸葡萄糖苷酸(分别占剂量的26%和13%)以及微量的自由单酯(占剂量的2%)和未识别的代谢物(占剂量的14%)。尽管BBP是一种非对称二酯,具有形成相等量的单丁基邻苯二甲酸和单苄基邻苯二甲酸的潜力,但形成的单丁基邻苯二甲酸量更大(单丁基邻苯二甲酸=44%比单苄基邻苯二甲酸=16%的剂量)……
BBP was not found in the bile, but monobutyl glucuronide and monobenzyl phthalate glucuronide (26 and 13% of the dose, respectively) and trace amounts of free monoesters (2% of the dose) and unidentified metabolites (14% of the dose) were present. Although BBP is an asymetrical diester with the potential of forming equal amounts of monobutyl phthalate and monobenzyl phthalate, larger quantities of monobutyl phthalate were formed (monobutyl phthalate= 44% vs monobenzyl phthalate= 16% of the dose). ...
来源:Hazardous Substances Data Bank (HSDB)
代谢
在1999-2000年期间,对参加国家健康和营养调查(NHANES)的大约2540名6岁及以上的参与者收集的样本中,测量了七种常见邻苯二甲酸酯的尿单酯代谢物。在超过75%的样本中发现了代谢物单乙基邻苯二甲酸酯(MEP)、单丁基邻苯二甲酸酯(MBP)、单苄基邻苯二甲酸酯(MBzP)和单(2-乙基己基)邻苯二甲酸酯(MEHP)的可检测水平,这表明在美国普遍暴露于二乙基邻苯二甲酸酯、二丁基邻苯二甲酸酯或二异丁基邻苯二甲酸酯、苄基丁基邻苯二甲酸酯和二(2-乙基己基)邻苯二甲酸酯。单异壬基邻苯二甲酸酯、单环己基邻苯二甲酸酯和单正辛基邻苯二甲酸酯检测频率较低,这表明人类对二异壬基邻苯二甲酸酯、二辛基邻苯二甲酸酯和二环己基邻苯二甲酸酯的暴露低于上述物质,或者暴露途径、路线或药物动力学因素如吸收、分布、代谢和消除不同。非裔美国人的MEP浓度显著高于墨西哥裔美国人和非西班牙裔白人。与青少年和成人相比,儿童体内的MBP、MBzP和MEHP水平显著较高,但MEP浓度显著较低。女性的MEP和MBzP浓度显著高于男性,但MEHP水平相似。特别有趣的是,所有年龄段的女性生殖毒性MBP的浓度显著高于所有年龄段的男性;然而,育龄妇女(即20-39岁)的浓度与少女和40岁的女性相似...
The urinary monoester metabolites of seven commonly used phthalates /were measured/ in approximately 2,540 samples collected from participants of the National Health and Nutrition Examination Survey (NHANES), 1999-2000, who were greater than or equal to 6 years of age. ... Detectable levels of metabolites monoethyl phthalate (MEP), monobutyl phthalate (MBP), monobenzyl phthalate (MBzP), and mono-(2-ethylhexyl) phthalate (MEHP) /were found/ in > 75% of the samples, suggesting widespread exposure in the United States to diethyl phthalate, dibutyl phthalate or diisobutylphthalate, benzylbutyl phthalate, and di-(2-ethylhexyl) phthalate, respectively. ... Monoisononyl phthalate, mono-cyclohexyl phthalate, and mono-n-octyl phthalate /were detected infrequently/, suggesting that human exposures to di-isononyl phthalate, dioctylphthalate, and dicyclohexyl phthalate, respectively, are lower than those listed above, or the pathways, routes of exposure, or pharmacokinetic factors such as absorption, distribution, metabolism, and elimination are different. Non-Hispanic blacks had significantly higher concentrations of MEP than did Mexican Americans and non-Hispanic whites. Compared with adolescents and adults, children had significantly higher levels of MBP, MBzP, and MEHP but had significantly lower concentrations of MEP. Females had significantly higher concentrations of MEP and MBzP than did males, but similar MEHP levels. Of particular interest, females of all ages had significantly higher concentrations of the reproductive toxicant MBP than did males of all ages; however, women of reproductive age (i.e., 20-39 years of age) had concentrations similar to adolescent girls and women 40 years of age...
来源:Hazardous Substances Data Bank (HSDB)
代谢
三组各八名志愿者服用了稳定同位素标记的...苄基丁基邻苯二甲酸酯。...对于苄基丁基邻苯二甲酸酯,有67%和78%以单苄基邻苯二甲酸酯形式排出,只有6%(仅在高剂量中测量到)以单丁基邻苯二甲酸酯形式排出。...
Three groups of eight volunteers were administered stable isotope-labelled ... benzylbutylphthalate. ... For benzylbutylphthalate, 67% and 78% was eliminated as monobenzylphthalate and only 6% (measured for the high dose only) was eliminated as monobutylphthalate. ...
来源:Hazardous Substances Data Bank (HSDB)
代谢
邻苯二甲酸丁苄酯(BBP)... 已通过口服给雌性Wistar大鼠四种剂量(150、475、780和1500毫克/千克体重/天),连续3天。在24、48和72小时后,通过气相色谱-质谱(GC-MS)分析尿液中回收的代谢物。确定了六种代谢物。单丁基邻苯二甲酸酯(MBuP)和单苄基邻苯二甲酸酯(MBeP)分别占总回收代谢物的29-34%和7-12%。苯甲酸的主要代谢物马尿酸是第二主要代谢物(51-56%)。邻苯二甲酸、苯甲酸和MBuP的ω-氧化代谢物也少量回收在尿液中。BBP在尿液中从未被鉴定。在最初的24小时内,尿液中的总代谢物回收量占给药剂量的56%。然而,随着剂量的增加,总回收率降低(在780毫克/千克体重/天时为43%,在1500毫克/千克体重/天时仅为30%)。无论时间如何,尿液中的BBP代谢物在两个最低剂量下都存在并且比例相同。随着MBuP、MBeP和马尿酸在第3天的回收量显著增加,用最高BBP剂量处理的鼠尿液中代谢物数量差异消失。...
n-Butyl benzyl phthalate (BBP) ... has been orally administered to female Wistar rats with four doses (150, 475, 780 and 1500 mg/kg body weight/day) for 3 consecutive days. Metabolites recovered in urine were analyzed by gas chromatography-mass spectrometry (GC-MS) after 24, 48 and 72 hours. Six metabolites were identified. Mono-n-butyl phthalate (MBuP) and mono-n-benzyl phthalate (MBeP) represented respectively 29-34% and 7-12% of the total recovered metabolites. Hippuric acid, the main metabolite of benzoic acid, represented the second major metabolite (51-56%). Phthalic acid, benzoic acid and an omega-oxidized metabolite of MBuP were also recovered in urine but in small quantities. BBP was never identified in urine. Total urinary metabolites recovery represented 56% of the dose administered in the first 24 hours. However, total recovery decreased when the dose increases (43% at 780 mg/kg body weight/day, only 30% at 1500 mg/kg body weight/day). Whatever the time was, BBP metabolites recovered in urine were all present and in the same proportions for the two lowest doses. Discrepancy in metabolites quantities expressed as percentages of the dose observed in urine of rat treated with the highest BBP dose disappeared with time as MBuP, MBeP and hippuric acid recovery has significantly increased at day 3. ...
来源:Hazardous Substances Data Bank (HSDB)
代谢
邻苯二甲酸酯首先被水解为其单酯衍生物。一旦形成,单酯衍生物可以在体内进一步水解为邻苯二甲酸或与葡萄糖醛酸结合,这两种物质随后可以被排出体外。单酯中的末端或倒数第二个碳原子也可以被氧化成醇,这种醇可以原样排出,或者先被氧化成醛、酮或羧酸。单酯和氧化代谢物通过尿液和粪便排出体外。(A2884)
Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (A2884)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 毒性总结
识别和使用:丁基苯基邻苯二甲酸酯(BBP)是一种无色油状液体,主要用作聚氯乙烯的塑化剂,用于乙烯基地板砖、乙烯基泡沫和地毯背衬,以及纤维素塑料和聚氨酯。人类暴露和毒性:在志愿者的皮肤贴片测试中,BBP并未观察到是主要的刺激物或致敏物。产前暴露于BBP可能会影响幼儿早期发展湿疹的风险。BBP也与儿童的气道炎症正相关。在用于测量MCF-7细胞(一种人类乳腺癌细胞系)增殖的E-Screen试验中,BBP呈阳性。在另一项研究中,评估了暴露于BBP的人肝癌细胞(HepG2)分泌的蛋白质的蛋白质组变化。这些蛋白质被发现参与凋亡、信号传导、肿瘤进展、能量代谢以及细胞结构和运动。用BBP处理浆细胞样DC细胞抑制了IFN-γ的产生,但增强了CD4+ T细胞的IL-13产生。动物研究:这种化合物的急性毒性较低,大鼠口服LD50值大于2 g/kg体重。急性暴露后的靶器官包括血液和中央神经系统。大鼠重复剂量毒性研究表明,体重增加减少,器官体重比增加,尤其是肾脏和肝脏。还观察到对胰腺和肾脏的组织病理学影响和血液学影响。在较高剂量下,对睾丸的退行性影响,偶尔对肝脏的组织病理学影响已有报道。在专门研究中,肝脏的过氧化物增殖已被注意到。BBP在大鼠和小鼠中的慢性毒性和致癌性生物检测表明,有一些证据表明对雄性大鼠具有致癌性,基于胰腺肿瘤发生率的增加,而对雌性大鼠的证据是模棱两可的,基于胰腺和膀胱肿瘤的边缘增加。饮食限制阻止了胰腺肿瘤的完全表达。没有证据表明BBP对小鼠具有致癌性。BBP不具有遗传毒性。在一系列研究中,包括旨在调查BBP对雄性大鼠睾丸和内分泌激素的影响的研究,修改交配方案和一代研究,只有在高于诱导其他器官(如肾脏和肝脏)影响的剂量下,通常才会观察到对睾丸的负面影响,从而影响生育能力,尽管在诱导肾脏和肝脏影响的相似剂量下观察到了精子数量的减少。在子宫内和哺乳期暴露的大鼠后代中,报告了相对低水平的睾丸重量和每日精子产生减少。在大鼠和小鼠中,BBP或其主要代谢物并未在体内对子宫产生营养作用。在几项在大鼠和小鼠中进行的良好研究中,丁基苯基邻苯二甲酸酯诱导了明显的发展效应,但只有在诱导显著母体毒性的剂量水平下。BBP管理扰乱了大鼠的正常学习和社交行为,这些效应可能与杏仁核功能的改变有关。生态毒性研究:对水生生物进行的一系列毒性测试表明,在暴露浓度超过100微克/升时会发生不良影响。在亚致死BBP暴露后,观察到鱼类的行为改变。
IDENTIFICATION AND USE: Butyl benzyl phthalate (BBP) is a clear oily liquid that is used as a plasticizer mainly in polyvinyl chloride for vinyl floor tile, vinyl foams and carpet backing and in cellulose plastics and polyurethane. HUMAN EXPOSURE AND TOXICITY: BBP was not observed to be a primary irritant or sensitizer in skin patch tests with volunteers. Prenatal exposure to BBP may influence the risk of developing eczema in early childhood. BBP was also positively associated with airway inflammation in children. BBP was positive in E-Screen assay used to measure the proliferation of MCF-7 cells, a human breast cancer cell line. In another study proteomic changes in proteins secreted by human hepatocellular carcinomas (HepG2) cells exposed to BBP were evaluated. These proteins were found to be involved in apoptosis, signaling, tumor progression, energy metabolism, and cell structure and motility. BBP treatment of plasmacytoid DC cells suppressed IFN-gamma but enhanced IL-13 production by CD4+ T cells. ANIMAL STUDIES: The acute toxicity of this compound is low, with oral LD50 values in rats being greater than 2 g/kg body weight. Target organs following acute exposure include the hematological and central nervous systems. Repeated dose toxicity studies of this compound in the rat show decreases in body weight gain and increases in organ to body weight ratios, particularly for the kidney and liver. Histopathological effects on the pancreas and kidney and hematological effects have also been observed. At higher doses, degenerative effects on the testes and, occasionally histopathological effects on the liver have been reported. In specialized investigations, peroximal proliferation in the liver has been noted. The chronic toxicity and carcinogenicity of BBP bioassays in rats and mice, indicated that there was some evidence of carcinogenicity in male rats, based on an increased incidence of pancreatic tumors, and equivocal evidence in female rats, based on marginal increases in pancreatic and bladder tumors. Dietary restriction prevented full expression of the pancreatic tumors. There was no evidence for the carcinogenicity of BBP in mice. BBP is not genotoxic. In a range of studies, including those designed to investigate the reproductive effects of BBP on the testes and endocrine hormone in male rats, a modified mating protocol and a one generation study, adverse effects on the testes and, consequently fertility have generally been observed only at doses higher than those that induce effects on other organs (such as the kidney and liver), although decreases in sperm counts have been observed at doses similar to those that induce effects in the kidney and liver. Reduction in testes weight and daily sperm production in the offspring were reported at relatively low level in rats exposed in utero and during lactation. Neither BBP nor its principal metabolites have been uteritrophic in vivo in rats or mice, In several well conducted studies in rats and mice, butyl benzyl phthalate induced marked developmental effects, but only at dose levels that induce significant maternal toxicity. BBP administration disrupts normal learning and social behavior in rats, and these effects could be related to alterations of amygdala function. ECOTOXICITY STUDIES: A range of toxicity tests with aquatic organisms has indicated the adverse effects occur at exposure concentrations greater than 100 ug/L. Behavioral changes in fish were noted after sublethal BBP exposure.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性总结
邻苯二甲酸酯类是内分泌干扰物。它们会降低胎儿睾丸的睾酮生产,并通过降低mRNA表达来减少类固醇生成基因的表达。一些邻苯二甲酸酯还被证明可以减少胰岛素样肽3(insl3)的表达,这是由莱迪希细胞分泌的一种重要激素,对胎儿发育中的阴囊韧带至关重要。动物研究显示,这些效果会干扰生殖发育,并可能导致受影响的幼崽出现多种畸形。(A2883)
Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (A2883)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 致癌性证据
分类:C;可能的人类致癌物。分类依据:基于雌性大鼠单核细胞白血病统计学显著增加;雄性大鼠的反应不确定,小鼠没有此类反应。人类致癌性数据:无。动物致癌性数据:有限。
CLASSIFICATION: C; possible human carcinogen. BASIS FOR CLASSIFICATION: Based on statistically significant increase in mononuclear cell leukemia in female rats; the response in male rats was inconclusive and there was no such response in mice. HUMAN CARCINOGENICITY DATA: None. ANIMAL CARCINOGENICITY DATA: Limited.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌性证据
评价:对于丁基苯基邻苯二甲酸酯在人类中的致癌性,证据不足。在实验动物中,对于丁基苯基邻苯二甲酸酯的致癌性证据有限。总体评价:丁基苯基邻苯二甲酸酯的致癌性不能对人进行分类(第3组)。
Evaluation: There is inadequate evidence in humans for the carcinogenicity of butyl benzyl phthalate. There is limited evidence in experimental animals for the carcinogenicity of butyl benzyl phthalate. Overall evaluation: Butyl benzyl phthalate is not classifiable as to its carcinogenicity to humans (Group 3).
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌物分类
国际癌症研究机构致癌物:丁基苯基邻苯二甲酸酯
IARC Carcinogenic Agent:Butyl benzyl phthalate
来源:International Agency for Research on Cancer (IARC)
吸收、分配和排泄
这项研究检查了一系列邻苯二甲酸酯二酯在大鼠皮肤吸收的程度。测试的包括二甲、二乙、二丁、二异丁、二己、二(2-乙基己基)、二癸基和苄基丁基邻苯二甲酸酯。从雄性F344大鼠背部的皮肤区域(直径1.3厘米)剪下毛发,应用14C-邻苯二甲酸酯二酯,剂量为157微摩尔/千克,并在涂抹区域覆盖多孔帽。大鼠被限制在一个代谢笼中,该笼允许分别收集尿液和粪便,持续7天。每隔24小时收集一次尿液和粪便,排出的碳-14的量作为经皮吸收的指标。在24小时时,二乙基邻苯二甲酸酯显示出最大的排泄量(26%)。随着烷基侧链长度的增加,第一个24小时内排出的碳-14的量显著减少。7天内累积百分比剂量排泄最多的是二乙、二丁和二异丁基邻苯二甲酸酯,约为应用的14C的50-60%;而对于二甲、苄基丁基和二己基邻苯二甲酸酯,排泄量则是中等(20-40%)。除二癸基邻苯二甲酸酯外,所有邻苯二甲酸酯二酯的主要排泄途径是尿液。这种化合物的吸收很差,几乎不通过尿液排泄。7天后,每种邻苯二甲酸酯在体内的剩余百分比剂量最小,并且没有特定的组织分布。大部分未排泄的剂量留在应用区域。这些数据表明,邻苯二甲酸酯二酯的结构决定了皮肤吸收的程度。随着烷基侧链长度的增加,吸收在二乙基邻苯二甲酸酯达到最大,然后显著减少。
This study examined the extent of dermal absorption of a series of phthalate diesters in the rat. Those tested were dimethyl, diethyl, dibutyl, diisobutyl, dihexyl, di(2-ethylhexyl), diisodecyl, and benzyl butyl phthalate. Hair from a skin area (1.3 cm in diameter) on the back of male F344 rats was clipped, the 14C-phthalate diester was applied in a dose of 157 umol/kg, and the area of application was covered with a perforated cap. The rat was restrained and housed for 7 days in a metabolic cage that allowed separate collection of urine and feces. Urine and feces were collected every 24 hr, and the amount of carbon-14 excreted was taken as an index of the percutaneous absorption. At 24 hr, diethyl phthalate showed the greatest excretion (26%). As the length of the alkyl side chain increased, the amount of carbon-14 excreted in the first 24 hr decreased significantly. The cumulative percentage dose excreted in 7 days was greatest for diethyl, dibutyl, and diisobutyl phthalate, about 50-60% of the applied 14C; and intermediate (20-40%) for dimethyl, benzyl butyl, and dihexyl phthalate. Urine was the major route of excretion of all phthalate diesters except for diisodecyl phthalate. This compound was poorly absorbed and showed almost no urinary excretion. After 7 days, the percentage dose for each phthalate that remained in the body was minimal and showed no specific tissue distribution. Most of the unexcreted dose remained in the area of application. These data show that the structure of the phthalate diester determines the degree of dermal absorption. Absorption maximized with diethyl phthalate and then decreased significantly as the alkyl side chain length increased.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
雄性Fischer-344大鼠口服或静脉注射碳-14标记的丁基苯基邻苯二甲酸酯(BBP)2、20、200或2000毫克/千克,以检测剂量对排泄速率和途径的影响。在24小时内,2-200毫克/千克剂量中有61-74%通过尿液排出,13-19%通过粪便排出。在2000毫克/千克的剂量下,16%的碳-14通过尿液排出,57%通过粪便排出。尿液中的碳-14主要由单邻苯二甲酸酯葡萄糖苷酸衍生物(MP:剂量的10-42%)和单邻苯二甲酸酯葡萄糖苷酸(剂量的2-21%)组成。在静脉注射BBP(20毫克/千克)4小时后,麻醉大鼠的胆汁中排出了53-58%的剂量。胆汁中没有发现BBP,但存在单丁基葡萄糖苷酸和单苯基邻苯二甲酸酯葡萄糖苷酸(分别占剂量的26%和13%)以及微量的自由单酯(剂量的2%)和未识别的代谢物(剂量的14%)。BBP、MP和总碳-14在血液中的半衰期(20毫克/千克,静脉注射)分别为10分钟、5.9小时和6.3小时。
... Male Fischer-344 rats were dosed with (14)C-labeled butyl benzyl phthalate (BBP) at 2, 20, 200, or 2000 mg/kg orally or 20 mg/kg iv to detect the effects of dose on rates and routes of excretion. In 24 hr, 61-74% of the dose was excreted in the urine and 13-19% in the feces at 2-200 mg/kg. At 2000-mg/kg, 16% of the (14)C was excreted in the urine and 57% in the feces. Urinary (14)C was composed of monophthalate glucuronides derivatives (MP: 10-42% of the dose) and monophthalate glucuronides (2-21% of the dose). At 4 hr after iv administration of BBP (20 mg/kg), 53-58% of the dose was excreted in the bile of anesthetized rats. BBP was not found in the bile, but monobutyl glucuronide and monobenzyl phthalate glucuronide (26 and 13% of the dose, respectively) and trace amts of free monoesters (2% of the dose) and unidentified metabolites (14% of the dose) were present. ... The half-lives of BBP, MP, and total (14)C in blood (20 mg/kg, iv) were 10 min, 5.9 hr, and 6.3 hr, respectively. ...
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
静脉注射20 mg/kg的(14)C-BBP后,55%的剂量被排入胆汁中,34%被排入尿液中。
Following intravenous administration of 20 mg/kg of (14)C-BBP, 55% of the dose was excreted into bile and 34% was excreted into the urine.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
比格犬以5克/千克体重的剂量口服了丁基苄基邻苯二甲酸盐,分四次在4小时内给予。在粪便中未改变的丁基苄基邻苯二甲酸盐占剂量的88-91%。虽然尿液中没有检测到丁基苄基邻苯二甲酸盐,但约有4.2%的剂量以邻苯二甲酸的形式存在。
Beagle dogs were given a 5 g/kg bw oral dose of butyl benzyl phthalate divided over a 4 hr period. Unchanged butyl benzyl phthalate in the feces comprised 88-91% of the dose. While butyl benzyl phthalate was not present in the urine, some 4.2% of the dose was present as phthalic acid
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • TSCA:
    Yes
  • 危险等级:
    9
  • 危险品标志:
    T,N
  • 安全说明:
    S45,S53,S60,S61
  • 危险类别码:
    R62,R50/53,R61
  • WGK Germany:
    2
  • 海关编码:
    29173400
  • 危险品运输编号:
    UN 3082 9/PG 3
  • 危险类别:
    9
  • RTECS号:
    TH9990000
  • 包装等级:
    III
  • 危险标志:
    GHS08,GHS09
  • 危险性描述:
    H360Df,H410
  • 危险性防范说明:
    P201,P273,P308 + P313,P501
  • 储存条件:
    密封于4℃、干燥且避光的环境中保存。应存放在室内通风干燥的地方,确保容器密封以防止水分侵入。本产品易燃,请远离火源,并避免与氧化剂或爆炸性物质共同储存。

SDS

SDS:bd37bc928ef0d84d3b64759ad8775b91
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第一部分:化学品名称
化学品中文名称: 酞酸苄基丁酯;邻苯二甲酸苄基丁基酯
化学品英文名称: Benzyl butyl phthalate;Butyl benzyl phthalate
中文俗名或商品名:
Synonyms:
CAS No.: 85-68-7
分子式: C 19 H 20 O 4
分子量: 312.39
第二部分:成分/组成信息
纯化学品 混合物
化学品名称:酞酸苄基丁酯;邻苯二甲酸苄基丁基酯
有害物成分 含量 CAS No.
第三部分:危险性概述
危险性类别:
侵入途径: 吸入 食入 经皮吸收
健康危害: 吸入、摄入或经皮肤吸收后对身体有害。对眼睛、皮肤和粘膜有刺激作用。
环境危害: 对环境有危害。
燃爆危险: 本品可燃,具刺激性。
第四部分:急救措施
皮肤接触: 用肥皂水及清水彻底冲洗。就医。
眼睛接触: 拉开眼睑,用流动清水冲洗15分钟。就医。
吸入: 脱离现场至空气新鲜处。就医。
食入: 误服者,饮适量温水,催吐。就医。
第五部分:消防措施
危险特性: 遇明火、高热可燃。与氧化剂可发生反应。
有害燃烧产物: 一氧化碳、二氧化碳。
灭火方法及灭火剂: 消防人员须佩戴防毒面具、穿全身消防服,在上风向灭火。尽可能将容器从火场移至空旷处。喷水保持火场容器冷却,直至灭火结束。处在火场中的容器若已变色或从安全泄压装置中产生声音,必须马上撤离。灭火剂:雾状水、二氧化碳、干粉。
消防员的个体防护:
禁止使用的灭火剂:
闪点(℃): 199
自燃温度(℃): 240
爆炸下限[%(V/V)]:
爆炸上限[%(V/V)]:
最小点火能(mJ):
爆燃点:
爆速:
最大燃爆压力(MPa):
建规火险分级:
第六部分:泄漏应急处理
应急处理: 疏散泄漏污染区人员至安全区,禁止无关人员进入污染区,建议应急处理人员戴好防毒面具,穿化学防护服。用砂土、干燥石灰或苏打灰混合,收集于一个密闭的容器中,运至废物处理场所。用水刷洗泄漏污染区,经稀释的污水放入废水系统。如大量泄漏,利用围堤收容,然后收集、转移、回收或无害处理后废弃。
第七部分:操作处置与储存
操作注意事项: 密闭操作,局部排风。防止蒸气泄漏到工作场所空气中。操作人员必须经过专门培训,严格遵守操作规程。建议操作人员佩戴自吸过滤式防毒面具(半面罩),戴化学安全防护眼镜,穿防毒物渗透工作服,戴橡胶手套。远离火种、热源,工作场所严禁吸烟。使用防爆型的通风系统和设备。在清除液体和蒸气前不能进行焊接、切割等作业。避免产生烟雾。避免与氧化剂、碱类接触。配备相应品种和数量的消防器材及泄漏应急处理设备。倒空的容器可能残留有害物。
储存注意事项: 储存于阴凉、通风的库房。远离火种、热源。防止阳光直射。保持容器密封。应与氧化剂、碱类分开存放,切忌混储。配备相应品种和数量的消防器材。储区应备有泄漏应急处理设备和合适的收容材料。
第八部分:接触控制/个体防护
最高容许浓度: 中 国 MAC:未制订标准前苏联 MAC:未制订标准美国TLV—TWA:未制订标准
监测方法:
工程控制: 密闭操作,局部排风。
呼吸系统防护: 可能接触其蒸气时,应该佩戴防毒口罩。紧急事态抢救或逃生时,建议佩戴防毒面具。
眼睛防护: 戴化学安全防护眼镜。
身体防护: 穿相应的防护服。
手防护: 戴防化学品手套。
其他防护: 工作后,淋浴更衣。保持良好的卫生习惯。
第九部分:理化特性
外观与性状: 透明油状液体,微具芳香味。
pH:
熔点(℃): <-35
沸点(℃): 370
相对密度(水=1): 1.116(25℃)
相对蒸气密度(空气=1): 10.8
饱和蒸气压(kPa):
燃烧热(kJ/mol):
临界温度(℃):
临界压力(MPa):
辛醇/水分配系数的对数值:
闪点(℃): 199
引燃温度(℃): 240
爆炸上限%(V/V):
爆炸下限%(V/V):
分子式: C 19 H 20 O 4
分子量: 312.39
蒸发速率:
粘性:
溶解性: 不溶于水,溶于多数有机溶剂。
主要用途: 用作聚氯乙烯、氯乙烯共聚物、纤维素树脂、天然橡胶和合成橡胶的增塑剂。
第十部分:稳定性和反应活性
稳定性: 在常温常压下 稳定
禁配物: 强氧化剂、强碱。
避免接触的条件:
聚合危害: 不能出现
分解产物: 一氧化碳、二氧化碳。
第十一部分:毒理学资料
急性毒性: LD50:2330mg/kg(大鼠经口) LC50:
急性中毒:
慢性中毒:
亚急性和慢性毒性:
刺激性:
致敏性:
致突变性:
致畸性:
致癌性:
第十二部分:生态学资料
生态毒理毒性:
生物降解性:
非生物降解性:
生物富集或生物积累性:
第十三部分:废弃处置
废弃物性质:
废弃处置方法: 建议用焚烧法处置。在能利用的地方重复使用容器或在规定场所掩埋。
废弃注意事项:
第十四部分:运输信息
危险货物编号:
UN编号:
包装标志:
包装类别:
包装方法:
运输注意事项: 储存于阴凉、通风仓间内。远离火种、热源。保持容器密封。防止阳光曝晒。应与碱类、氧化剂等分开存放。搬运时要轻装轻卸,防止包装及容器损坏。操作现场不得吸烟、饮水、进食。分装和搬运作业要注意个人防护。
RETCS号:
IMDG规则页码:
第十五部分:法规信息
国内化学品安全管理法规: 化学危险物品安全管理条例 (1987年2月17日国务院发布),化学危险物品安全管理条例实施细则 (化劳发[1992] 677号),工作场所安全使用化学品规定 ([1996]劳部发423号)等法规,针对化学危险品的安全使用、生产、储存、运输、装卸等方面均作了相应规定。
国际化学品安全管理法规:
第十六部分:其他信息
参考文献: 1.周国泰,化学危险品安全技术全书,化学工业出版社,1997 2.国家环保局有毒化学品管理办公室、北京化工研究院合编,化学品毒性法规环境数据手册,中国环境科学出版社.1992 3.Canadian Centre for Occupational Health and Safety,CHEMINFO Database.1998 4.Canadian Centre for Occupational Health and Safety, RTECS Database, 1989
填表时间: 年月日
填表部门:
数据审核单位:
修改说明:
其他信息: 6
MSDS修改日期: 年月日

制备方法与用途

特点

邻苯二甲酸丁苄酯是一种透明的油状液体,带有轻微的芳香气味。它具有强大的溶剂能力,并且在散发泡性能、耐油抽出性方面表现优异。此外,该物质还表现出良好的抗污染性和低挥发性,拥有低水抽出性及抗迁移性,塑化速度快。

应用

邻苯二甲酸丁苄酯是一种性能优良的外增塑剂,在塑料制品加工成型工艺中得到广泛应用。它能够改善树脂的塑性和流动性,并溶解有机颜料,使成品具有良好的透明度和光滑表面。

生物活性

Butyl benzyl phthalate (BBP, 1,2-benzenedicarboxylic acid, butyl phenylmethyl ester) 是一种邻苯二甲酸酯类物质,已被确认为有毒物质,并常作为增塑剂添加到塑料制品中。体外研究表明,Benzyl butyl phthalate (BBP) 会诱导侧群体(S1PR3)细胞中的组蛋白修饰,但不会对非侧群体(non-SP)细胞产生相同效果。

化学性质

邻苯二甲酸丁苄酯是一种无色透明的油状液体,带有轻微芳香气味。该物质不溶于水,但能溶解在大多数有机溶剂中,并且与多种树脂有良好的相容性,具有很强的溶剂化能力。

用途

邻苯二甲酸丁苄酯主要用作增塑剂,常用于聚氯乙烯、氯乙烯共聚物、纤维素树脂、天然和合成橡胶等材料。它具有强大的溶解能力和良好的耐污染性、快速的塑化速度以及大填充容量,适用于制作薄膜、板材及管材等塑料制品,并能赋予成品优良的透明性和光滑表面。

生产方法

通过将苯酐与丁醇进行酯化反应制得邻苯二甲酸单丁酯[131-70-4],随后在碳酸钠的存在下与氯化苄进行第二次酯化。经过液碱中和、水洗及减压蒸馏处理后即可得到目标产物。每吨原料消耗为:苯酐(98%)560公斤、丁醇290公斤、氯化苄620公斤、碳酸钠320公斤。

类别

易燃液体

毒性分级

中毒

  • 急性毒性
    • 大鼠口服 LD50: 2330 毫克/公斤
    • 小鼠口服 LD50: 4170 毫克/公斤
爆炸物危险特性

与氧化剂激烈反应

可燃性危险特性

遇明火、高温或强氧化剂、酸较易燃;燃烧时排放刺激烟雾

储运特性
  • 包装完整,轻装轻放
  • 库房通风良好,远离明火和高温环境
  • 与氧化剂及酸类物质分开存放
灭火剂

泡沫、二氧化碳、干粉

职业标准
  • 时间加权平均容许浓度 (TWA): 3 毫克/公斤
  • 短时间接触极限 (STEL): 5 毫克/公斤

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    邻苯二甲酸丁苄酯氨基磺酸溶剂黄146乙酸酐 作用下, 以 甲苯 为溶剂, 以71.2%的产率得到乙酸苄酯
    参考文献:
    名称:
    利用邻苯二甲酸丁苄酯精馏低沸物制备乙酸苄 酯的方法
    摘要:
    本发明公开了一种利用邻苯二甲酸丁苄酯精馏低沸物制备乙酸苄酯的方法,该方法包括以下步骤:1)将邻苯二甲酸丁苄酯精馏低沸物、醋酸、第一催化剂和带水剂投入反应器中,升温至90~130℃回流反应并分水,直至分相器无水分出;2)再向反应器中加入醋酸酐和第二催化剂,继续升温至130~160℃回流反应,气相色谱跟踪,待反应物料中残留的苄基丁基醚小于0.2%时停止加热;3)将反应所得产物进行减压精馏除去杂质,再用重量百分含量为15~25%的碳酸钠溶液洗至中性,然后经水洗、精馏得到成品乙酯苄酯。实践证明,该方法操作简便、效率高、生产成本低、适于工业化生产。
    公开号:
    CN104003871B
  • 作为产物:
    描述:
    苯酐乙醇 作用下, 生成 邻苯二甲酸丁苄酯
    参考文献:
    名称:
    Butyl esters of phthalic acid
    摘要:
    公开号:
    US01554032A1
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文献信息

  • [EN] HEMI-AMINAL ETHERS AND THIOETHERS OF N-ALKENYL CYCLIC COMPOUNDS<br/>[FR] ÉTHERS ET THIOÉTHERS HÉMIAMINAUX DE COMPOSÉS CYCLIQUES N-ALCÉNYLIQUES
    申请人:ISP INVESTMENTS INC
    公开号:WO2014116560A1
    公开(公告)日:2014-07-31
    Described herein are hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds that may be produced through a reaction comprising: (A) at least one first reactant represented by a structure (I), wherein X is a functionalized or unfunctionalized C1-C5 alkylene group optionally having one or more heteroatoms, and each R1, R2, and R3 is independently selected from the group consisting of hydrogen and functionalized and unfunctionalized alkyl groups optionally having one or more heteroatoms, and (B) at least one second reactant having at least one hydroxyl moiety or thiol moiety. The hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds may comprise a polymerizable moiety, in which case they may be left as-is or used to create homopolymers or non-homopolymers, or they may not comprise a polymerizable moiety. A wide variety of formulations may be created using the hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds, including personal care, oilfield, and construction formulations.
    本文描述了可以通过反应制备的N-烯基环状化合物的半胺醚和硫醚,所述反应包括:(A)至少一个由结构(I)表示的第一反应物,其中X是一个官能化或非官能化的C1-C5烷基烯烃基团,可选地具有一个或多个杂原子,每个R1、R2和R3分别独立地选自氢和官能化和非官能化的烷基基团,可选地具有一个或多个杂原子;和(B)至少一个具有至少一个羟基基团或硫醇基团的第二反应物。N-烯基环状化合物的半胺醚和硫醚可能包括一个可聚合的基团,此时它们可以保持原样或用于制备同聚物或非同聚物,或者它们可能不包括可聚合的基团。可以使用N-烯基环状化合物的半胺醚和硫醚制备各种配方,包括个人护理、油田和建筑配方。
  • METHODS OF TREATING A BLOOD VESSEL
    申请人:Kerber Charles W.
    公开号:US20090137981A1
    公开(公告)日:2009-05-28
    Described herein are methods for treating a blood vessel. In an embodiment, the method of treating a blood vessel comprises providing at least one manipulable tool in a blood vessel, depositing a non-solid polymerizable material into a deposition area of the vessel, wherein the polymerizable liquid hardens over time upon contact with blood in the blood vessel, and altering the shape of the polymerizable material while it hardens by manipulating the tool.
    描述了治疗血管的方法。在一个实施例中,治疗血管的方法包括在血管中提供至少一个可操作的工具,将非固体聚合材料沉积到血管的沉积区,其中聚合液体在与血管中的血液接触后随时间硬化,并通过操作工具在材料硬化时改变其形状。
  • BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
    申请人:SENOMYX, INC.
    公开号:US20160376263A1
    公开(公告)日:2016-12-29
    The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.
    本发明涵盖已知用于改变苦味感知的化合物和组合物,以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种:冷却剂;无活性药物成分;活性药用成分;食品添加剂或食品;调味剂或调味增强剂;食品或饮料产品;苦味化合物;甜味剂;苦味剂;酸味调味剂;咸味调味剂;鲜味调味剂;植物或动物产品;已知用于宠物护理产品中的化合物;已知用于个人护理产品中的化合物;已知用于家用产品中的化合物;制药制剂;局部制剂;大麻衍生或与大麻相关的产品;已知用于口腔护理产品中的化合物;饮料;香味、香水或除臭剂;已知用于消费品中的化合物;硅化合物;磨料;表面活性剂;发热剂;吸烟物品;脂肪、油脂或乳化剂;和/或益生菌或补充剂。
  • Heterocylic fluoroalkenyl thioethers and the use thereof as pesticides (IV)
    申请人:——
    公开号:US20030187259A1
    公开(公告)日:2003-10-02
    The present invention relates to novel heterocyclic fluoroalkenyl thioethers of the formula (I) 1 in which m represents integers from 3 to 10, n represents 0, 1 or 2 and Het represents the following, in each case optionally substituted, groupings: 2 and to processes for their preparation and to their use as pesticides.
    本发明涉及公式(I)的新型杂环氟烯基硫醚化合物 其中 m代表从3到10的整数, n代表0、1或2,以及 Het代表以下各种情况下可选取代的基团: 并且涉及它们的制备方法以及它们作为杀虫剂的用途。
  • Use of riboflavin and flavin derivatives as chitinase inhibitors
    申请人:——
    公开号:US20030191091A1
    公开(公告)日:2003-10-09
    The invention relates to the use of riboflavin and of flavin derivatives with chitinase-inhibitory action for controlling arthropods, nematodes and chitin-containing fungi.
    这项发明涉及利用核黄素和具有几丁质酶抑制作用的黄素衍生物来控制节肢动物、线虫和含壳质真菌。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
hnmr
mass
cnmr
ir
raman
  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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