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磷酸二丁基苯基脂 | 2528-36-1

中文名称
磷酸二丁基苯基脂
中文别名
磷酸二丁苯酯;5-溴-2-糠酸甲酯
英文名称
dibutyl phenyl phosphate
英文别名
Dibutyl-phenyl-phosphat
磷酸二丁基苯基脂化学式
CAS
2528-36-1
化学式
C14H23O4P
mdl
——
分子量
286.308
InChiKey
YICSVBJRVMLQNS-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:
    131-132 °C
  • 密度:
    1.0691 g/cm3(Temp: 25 °C)
  • 溶解度:
    可溶于氯仿(少许)、甲醇(少许)
  • 物理描述:
    Dibutylphenyl phosphate is a clear colorless liquid. (NTP, 1992)
  • 颜色/状态:
    Clear slightly yellow liquid
  • 气味:
    Butanolic
  • 闪点:
    129 °C (closed cup); 177 °C (open cup)
  • 蒸汽压力:
    1.4X10-5 mm Hg at 25 °C (est)
  • 分解:
    When heated to decomposition it emits toxic fumes of phosphorous oxides.
  • 保留指数:
    1889

计算性质

  • 辛醇/水分配系数(LogP):
    4.3
  • 重原子数:
    19
  • 可旋转键数:
    10
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.57
  • 拓扑面积:
    44.8
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

毒理性
  • 毒性总结
识别和使用: dibutyl phenyl phosphate是一种澄清的微黄色液体。它用于防火飞机液压油。人类暴露和毒性:接触后眼睛明显疼痛;然而,这种接触并未被报道会损害眼睛。长时间接触皮肤后,有皮肤刺激的描述。暴露于气溶胶或蒸汽会产生鼻和喉咙刺激,伴有咳嗽和喘息。动物研究:在兔子的眼睛中没有刺激,但在同一物种的重复皮肤接触时会产生皮肤刺激。在兔子和长期暴露后的大鼠中,它显著降低了血浆胆碱酯酶活性。这种化学物质没有在成年母鸡中引起有机磷化合物诱导的迟发性神经毒性(OPIDN)。在大鼠胃内给予dibutyl phenyl phosphate后,未观察到其后代有致畸或胎儿毒性效应。当在以下系统中评估时,未观察到dibutyl phenyl phosphate的诱变性:5株Salmonella和1株Saccharomyces酵母的微生物分析,体外诱导L5178Y TK小鼠淋巴瘤细胞,以及肝细胞原代培养/DNA修复分析。在中国仓鼠卵巢(CHO)细胞中,它没有诱变性。
IDENTIFICATION AND USE: Dibutyl phenyl phosphate is a clear slightly yellow liquid. It is used in fire-resistant aircraft hydraulic fluids. HUMAN EXPOSURE AND TOXICITY: It produced marked pain in the eyes following contact; however, such contact has not been reported to cause damage to the eyes. Skin irritation has been described after prolonged skin contact. Exposure to aerosols or vapors produced nose and throat irritation accompanied by coughing and wheezing. ANIMAL STUDIES: It was not irritating to the eye in rabbits, but produced skin irritation upon repeated skin contact in the same species. It caused significant reduction of plasma cholinesterase activity in rabbits and in rats after prolonged exposure. The chemical did not cause organophosphorus compound-induced delayed neurotoxicity (OPIDN) in the adult hen. No teratogenic or fetotoxic effects were observed in the offspring of rats administered dibutyl phenyl phosphate by gavage. No mutagenic activity was seen when dibutyl phenyl phosphate was evaluated in the following systems: microbial assays with five Salmonella strains and one strain of Saccharomyces yeast, in vitro induction of L5178Y TK mouse lymphoma cells, and a hepatocyte primary culture/DNA repair assay. It was not mutagenic in Chinese hamster ovary (CHO) cells.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 副作用
职业性肝毒素 - 第二性肝毒素:在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。
Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 毒性数据
大鼠的LC(致死浓度)> 7毫克/立方米
LC (rat) > 7mg/m3
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 解毒与急救
/SRP:/ 立即急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩,按训练操作。如有必要,执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐,让患者向前倾或将其置于左侧(如果可能的话,头部向下)以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗救助。 /毒物A和B/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 基本治疗:建立专利气道(如有需要,使用口咽或鼻咽气道)。如有必要,进行吸痰。观察呼吸不足的迹象,如有需要,辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿,如有必要,进行治疗……。监测休克,如有必要,进行治疗……。预防癫痫发作,如有必要,进行治疗……。对于眼睛污染,立即用水冲洗眼睛。在运输过程中,用0.9%的生理盐水(NS)持续冲洗每只眼睛……。不要使用催吐剂。对于摄入,如果患者能吞咽、有强烈的干呕反射且不流口水,则用温水冲洗口腔,并给予5毫升/千克,最多200毫升的水进行稀释……。在去污后,用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/
/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 海关编码:
    2919900090

SDS

SDS:8df7d10b05ca30870960457271a428e7
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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
    —— phosphoric acid dibutyl ester-phenyl ester 3266-57-7 C14H23O3P 270.309

反应信息

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文献信息

  • Interrogation of the Substrate Profile and Catalytic Properties of the Phosphotriesterase from <i>Sphingobium</i> sp. Strain TCM1: An Enzyme Capable of Hydrolyzing Organophosphate Flame Retardants and Plasticizers
    作者:Dao Feng Xiang、Andrew N. Bigley、Zhongjie Ren、Haoran Xue、Kenneth G. Hull、Daniel Romo、Frank M. Raushel
    DOI:10.1021/acs.biochem.5b01144
    日期:2015.12.29
    The most familiar organophosphorus compounds are the neurotoxic insecticides and nerve agents. A related group of organophosphorus compounds, the phosphotriester plasticizers and flame retardants, has recently become widely used. Unlike the neurotoxic phosphotriesters, the plasticizers and flame retardants lack an easily hydrolyzable bond. While the hydrolysis of the neurotoxic organophosphates by phosphotriesterase enzymes is well-known, the lack of a labile bond in the flame retardants and plasticizers renders them inert to typical phosphotriesterases. A phosphotriesterase from Sphingobium sp. strain TCM1 (Sb-PTE) has recently been reported to catalyze the hydrolysis of organophosphorus flame retardants. This enzyme has now been expressed in Escherichia coli, and the activity with a wide variety of organophosphorus substrates has been characterized and compared to the activity of the well-known phosphotriesterase from Pseudomonas diminuta (Pd-PTE). Structure prediction suggests that Sb-PTE has a β-propeller fold, and homology modeling has identified a potential mononuclear manganese binding site. Sb-PTE exhibits catalytic activity against typical phosphotriesterase substrates such as paraoxon, but unlike Pd-PTE, Sb-PTE is also able to effectively hydrolyze flame retardants, plasticizers, and industrial solvents. Sb-PTE can hydrolyze both phosphorus–oxygen bonds and phosphorus–sulfur bonds, but not phosphorus–nitrogen bonds. The best substrate for Sb-PTE is the flame retardant triphenyl phosphate with a kcat/Km of 1.7 × 106 M–1 s–1. Quite remarkably, Sb-PTE is also able to hydrolyze phosphotriesters with simple alcohol leaving groups such as tributyl phosphate (kcat/Km = 40 M–1 s–1), suggesting that this enzyme could be useful for the bioremediation of a wide variety of organophosphorus compounds.
    最常见的有机磷化合物是神经毒性杀虫剂和神经毒剂。与其相关的一组有机磷化合物,即磷酰三酯增塑剂和阻燃剂,近来已被广泛使用。与神经毒性磷酰三酯不同,增塑剂和阻燃剂缺乏易于水解的键。尽管磷酰三酯酶对神经毒性有机磷酸盐的水解已为人所熟知,但阻燃剂和增塑剂中缺乏活性键使得它们对典型的磷酰三酯酶不起反应。近期有报道称,来自淡紫拟青霉菌株TCM1(Sb-PTE)的一种磷酰三酯酶能够催化有机磷阻燃剂的水解。这种酶现已在大肠杆菌中表达,其对多种有机磷底物的活性已被鉴定并与其从矮小假单胞菌(Pd-PTE)中提取的活性进行了比较。结构预测表明,Sb-PTE具有β-螺旋桨折叠结构,同源建模揭示了一个潜在的单核锰结合位点。Sb-PTE表现出对如对氧磷等典型磷酰三酯酶底物的催化活性,但与Pd-PTE不同,Sb-PTE还能有效水解阻燃剂、增塑剂和工业溶剂。Sb-PTE能够水解磷氧键和磷硫键,但不是磷氮键。Sb-PTE的最佳底物是阻燃剂三苯基磷酸酯,其kcat/Km值为1.7 × 106 M–1 s–1。非常值得注意的是,Sb-PTE还能够水解具有简单醇离去基团的磷酰三酯,如三丁基磷酸酯(kcat/Km = 40 M–1 s–1),这表明该酶在广泛的有机磷化合物生物修复方面可能非常有用。
  • CDI-promoted direct esterification of P(O)-OH compounds with phenols
    作者:Biquan Xiong、Chenghong Hu、Haotian Li、Congshan Zhou、Pangliang Zhang、Yu Liu、Kewen Tang
    DOI:10.1016/j.tetlet.2017.05.036
    日期:2017.6
    efficient N,N′-carbonyl diimidazole-catalyzed protocol for the direct esterification of P(O)-OH compounds using phenols as efficient esterification reagents is illustrated. It is a simple way to synthesis a broad spectrum of functionalized O-aryl phosphinates, phosphonates, and phosphates from basic starting materials with moderate to excellent yields.
    说明了一种新颖且有效的N,N'-羰基二咪唑催化的方法,用于使用酚作为有效酯化剂的P(O)-OH化合物的直接酯化。这是一种简单的方法,可以从碱性原料中以中等到极好的收率合成各种功能化的O-芳基次膦酸酯,膦酸酯和磷酸盐。
  • Silylated polycarbonate polymers, method of making, and articles
    申请人:Lens Jan Pleun
    公开号:US20080306294A1
    公开(公告)日:2008-12-11
    A silylated dihydroxy aromatic compound of the formula (1a); wherein G a and G b are each independently C 1-12 alkyl, —OSi(C 1-12 alkyl) 3 , C 1-12 arylalkyl, or —OSi(C 1-12 arylalkyl) 3 ; Z a and Z b are each independently a straight or branched C 2-18 alkylene, a C 8-18 arylalkylene, or a C 8-18 alkylarylene, X a is a direct bond, a heteroatom-containing group, or a C 1-18 organic group, and r and s are each independently 1 or 2 is disclosed.
    一种具有式(1a)的硅烷化二羟基芳香族化合物;其中Ga和Gb各自独立地为C1-12烷基、—OSi(C1-12烷基)3、C1-12芳基烷基或—OSi(C1-12芳基烷基)3;Za和Zb各自独立地为直链或支链的C2-18亚烷基、C8-18芳基亚烷基或C8-18烷基芳基亚烷基,Xa为直接键、含杂原子基团或C1-18有机基团,且r和s各自独立地为1或2。
  • DICARBOXYLIC ACID MONOMERS AND METHODS OF MAKING AND USING THE SAME
    申请人:SABIC Global Technologies B.V.
    公开号:US20150336869A1
    公开(公告)日:2015-11-26
    Disclosed herein are phenylindane dicarboxylic acid (PIDA) monomers, polymer compositions comprising the PIDA monomers, and methods of preparing PIDA monomers. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.
    本文披露了苯基茚二羧酸(PIDA)单体、包含PIDA单体的聚合物组合物,以及制备PIDA单体的方法。本摘要旨在作为在特定领域进行搜索的扫描工具,并不限制本披露的内容。
  • Copper-catalyzed direct esterification of P(O)–OH compounds with phenols
    作者:Biquan Xiong、Kui Zeng、Shanshan Zhang、Yongbo Zhou、Chak-Tong Au、Shuang-Feng Yin
    DOI:10.1016/j.tet.2015.10.028
    日期:2015.12
    A novel copper-catalyzed method for the direct esterification of P(O)–OH compounds using phenols as efficient esterification reagents is illustrated. It is a simple way to generate a broad spectrum of functionalized O-aryl phosphinates, phosphonates, and phosphates from basic starting materials with moderate to excellent yields.
    (O)-OH使用酚类作为有效酯化试剂被示为化合物P的直接酯化一种新颖的铜催化方法。它是一个简单的方法来生成的广谱官能ø -芳基次膦酸盐,膦酸盐,和磷酸盐从基础原料与中度至良好的产率。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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  • 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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