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磷酸异丙基苯二苯酯 | 64532-94-1

中文名称
磷酸异丙基苯二苯酯
中文别名
2-异丙基苯基二苯基磷酸酯;异丙苯基二苯基磷酸酯
英文名称
isopropyl diphenyl phosphate
英文别名
2-isopropyl-phenyl diphenyl phosphate;2-isopropylphenyl diphenyl phosphate;diphenyl 2-isopropylphenyl phosphate;diphenyl isopropylphenyl phosphate;Isopropylphenyldiphenylphosphat;Isopropylphenyl diphenyl phosphate;diphenyl (2-propan-2-ylphenyl) phosphate
磷酸异丙基苯二苯酯化学式
CAS
64532-94-1;28108-99-8;66797-44-2
化学式
C21H21O4P
mdl
——
分子量
368.369
InChiKey
JJXNVYMIYBNZQX-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:
    220-230°C
  • 物理描述:
    Isopropylphenyl diphenyl phosphate is a viscous light yellow liquid. (NTP, 1992)
  • 闪点:
    greater than 200 °F (NTP, 1992)
  • 溶解度:
    Water solubility: 2.2 ppm at 25 °C
  • 蒸汽压力:
    3.515X10-7 mm Hg at 25 °C (est).
  • 保留指数:
    2495.1

计算性质

  • 辛醇/水分配系数(LogP):
    6.1
  • 重原子数:
    26
  • 可旋转键数:
    7
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.14
  • 拓扑面积:
    44.8
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

毒理性
  • 解毒与急救
一个昏迷的病人,全身出汗,瞳孔缩小,衣物或呼吸中有杀虫剂的气味,并且肌肉出现颤动,这是有机磷中毒的典型表现。... 管理的具体步骤包括以下内容。1. 去污。... 2. 气道。如有必要,建立气道。... 3. 呼吸状态。事实上,这些病人由于多种原因经常出现呼吸窘迫。... 4. 心脏监测。... 5. 胆碱酯酶水平。... 6. 普瑞洛昔姆。普瑞洛昔姆是有机磷中毒的首选治疗方法,应几乎用于所有临床上有显著有机磷中毒的病人,特别是那些肌肉颤动和虚弱的病人。... 7. 阿托品。阿托品是有机磷中毒的生理性拮抗剂。当怀疑有机磷中毒时,应基于临床情况给予试验剂量的阿托品。/有机磷中毒/
A comatose patient who is diaphoretic, has pinpoint pupils and the odor of an insecticide on clothing or breath, and is noted to have muscle fasciculations represents the classic presentation of organophosphate poisoning. ... Specific steps in management include the following. 1. Decontamination. ... 2 Airway. Establish an airway if necessary. ... 3. Respiratory Status. Respiratory distress, in fact, is commonly found in these patients from multiple causes. ... 4. Cardiac Monitoring. ... 5. Cholinesterase Level. ... 6. Pralidoxime. Pralidoxime is the treatment of choice for organophosphate poisoning and should be used for nearly all patients with clinically significant orgnophosphate poisoning,particularly whose patients with muscular fasciculations and weakness. ... 7. Atropine. Atropine is the physiologic antidote for organophosphate poisoning. A trial dose of atropine should be instituted on clinical ground when one suspects organophosphate intoxication. /Organophosphate poisoning/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
有机磷化合物可能会产生皮肤刺激,但大多数是弱致敏剂。/有机磷酸盐化合物/
Organophosphorus cmpd can produce dermal irritation but most are weak sensitizers. /Organophosphate cmpd/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
一位处于34至35周妊娠的女性出现急性呼吸窘迫,伴有发绀、呼吸急促、双肺湿啰音和爆裂音。她的心率为每分钟78次,血压为120/80毫米汞柱,胎儿心率为每分钟140次。这位母亲明显流涎,瞳孔缩小至“针尖大小”。诊断为未经校正的代谢性酸中毒。血清和红细胞乙酰胆碱酯酶的测定值接近于零。认为胆碱酯酶抑制剂中毒是引起病症的可能原因。静脉注射阿托品2.4毫克并输注0.02毫克/千克/小时导致胎儿心动过速无法接受。在不得不停止阿托品之前,这位女性的合作性和分泌控制有所增加。通过剖宫产手术娩出一个肌张力减退的婴儿,1分钟Apgar评分为3。婴儿接受了2天的机械通气,并在8天内以0.1毫克/千克/小时的剂量接受了阿托品治疗。母亲需要8天的机械通气和11天的阿托品治疗。在这个案例中,婴儿似乎比母亲受到的假定有机磷暴露中毒程度较轻。/有机磷中毒/
A women at 34 to 35 weeks' gestation presented in acute respiratory distress with cyanosis and tachypnea and bilateral rhonchi and crepitation. Her heart rate was 78 beats per minute and her blood pressure 120/80 mm Hg, with a fetal heart rate of 140 beats per minute. The mother was salivating markedly and her pupils were reduced to "pinpoint size." An uncorrected metabolic acidosis was diagnosed. Serum and erythrocyte acetylcholinesterase determinations were near zero. Cholinesterase inhibitor poisoning was felt to be the likely cause of disorders. Administration of atropine 2.4 mg intravenous bolus with infusion of 0.02 mg/kg/hr lead to unacceptable fetal tachycardia. The woman had shown increased cooperativeness and secretion control until the atropine had to be stopped. A cesarean section was performed for delivery of a hypotonic infant with a 1-minute Apgar score of 3. The baby was mechanically ventilated for 2 days and required atropine therapy at 0.1 mg/kg/hr for 8 days. The mother required 8 days of mechanical ventilation and 11 days of atropine therapy. In this case, the infant appeared relatively less poisoned than the mother by a presumed organophosphate exposure. /Organophosphate poisoning/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
有机磷化合物的中毒症状是由于乙酰胆碱积聚,因此导致副交感神经系统过度刺激。通常将它们分为三个类别:毒蕈碱样、烟碱样和中枢样。毒蕈碱样症状包括过度流涎、流泪、出汗和鼻涕。瞳孔缩小、呼吸困难、呕吐、腹泻和尿频...烟碱样效应包括肌肉纤维颤动、无力和麻痹。中枢神经系统效应包括紧张、焦虑、共济失调、惊厥和昏迷。死亡是由于呼吸衰竭,有时是心脏骤停。不同有机磷化合物产生的症状差别不大,但吸收途径可能会更多地影响一个系统而不是另一个。/有机磷化合物/
The signs of poisoning due to organophosphorus cmpd are those due to accumulation of acetylcholine & hence overstimulation of parasympathetic nervous system. It is usual to divide them under 3 headings: muscarinic, nicotinic & central. Muscarinic signs ... consist of hypersalivation, lacrimation, sweating & nasal discharge. Miosis, dyspnea, vomiting, diarrhea & frequency of urination ... Nicotinic effects consist of fasciculation of muscles, weakness & paralysis. Central nervous system effects include nervousness, apprehension, ataxia, convulsions & coma. Death is due to resp failure, or sometimes cardiac arrest. There is little difference between signs produced by different organophosphorus compounds, but route of absorption may influence one system more than another. /Organophosphorus cmpd/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
研究了异丙基三苯基磷酸酯在母鸡中引起迟发型神经毒性的可能性,并使用了多种技术。异丙基三苯基磷酸酯含有O,O,O-三苯基磷酸(24%)、O-O-异丙基苯基O,O-二苯基磷酸(25%)、O,O-二异丙基-苯基O-苯基磷酸(20%)、O-O, p-二异丙基苯基O,O-二苯基磷酸(18%)和O-p-异丙基苯基O,O-二苯基磷酸(6%)。母鸡两次接受异丙基三苯基磷酸酯的剂量,间隔3周,剂量高达11.7克/千克,没有出现迟发型神经毒性的临床迹象,只表现出轻微的一般毒性迹象。此外,没有任何一只母鸡出现暗示迟发型神经毒性的细微神经组织学变化。异丙基三苯基磷酸酯以剂量依赖性方式抑制了母鸡血浆胆碱酯酶和脑神经毒性酯酶。由于神经毒性酯酶抑制被证明是预测产生迟发型神经毒性的有机磷化合物的可靠指标,因此研究继续进行。在给予三邻甲苯基磷酸挑战之前,先给予异丙基三苯基磷酸酯,以确定它是否改变了三邻甲苯基磷酸迟发型神经毒性的发展。异丙基三苯基磷酸酯既没有增强也没有减少三邻甲苯基磷酸产生的神经毒性的发作或严重程度。比较了异丙基三苯基磷酸酯和三邻甲苯基磷酸对脑和脊髓神经毒性酯酶抑制的时间过程,发现它们是不同的。异丙基三苯基磷酸酯(剂量高达11.7克/千克)产生的最大脑神经毒性酯酶抑制从未完全(总是小于90%),而脊髓神经毒性酯酶抑制显著低于脑中的抑制。相比之下,500毫克/千克三邻甲苯基磷酸产生的脑和脊髓抑制是相等的,且大于90%。这一测试方案表明,异丙基三苯基磷酸酯在生化水平上对神经毒性酯酶产生了影响,而没有在处理的母鸡中产生临床或神经组织学异常。此外,这种生化效应与迟发型神经毒剂三邻甲苯基磷酸产生的效应在性质上是不同的。/异丙基三苯基磷酸酯/
The potential of isopropyl triphenyl phosphate to produce delayed neurotoxicity in hens was examined using several techniques. Isopropyl triphenyl phosphate contained O,O,O-triphenyl phosphate (24%), O-O-isopropylphenyl O,O-diphenyl phosphate (25%), O,O-diisopropyl-phenyl O-phenyl phosphate (20%), O-O, p-diisopropylphenyl O,O-diphenyl phosphate (18%) and O-p-isopropylphenyl O,O-diphenyl phosphate (6%). Hens treated twice, 3 wk apart, with doses of isopropyl triphenyl phosphate as high as 11.7 g/kg showed no clinical signs of delayed neurotoxicity and only mild signs of general toxicity. Furthermore, none showed even subtle neurohistologic changes suggestive of delayed neurotoxicity. Isopropyl triphenyl phosphate produced dose-dependent inhibition of hen plasma cholinesterase and brain neurotoxic esterase. The study was continued because neurotoxic esterase inhibition has been shown to be a reliable predictor of organophosphates that produce delayed neurotoxicity. Isopropyl triphenyl phosphate was administered prior to tri-o-tolyl phosphate challenge in order to determine if it altered development of tri-o-tolyl phosphate delayed neurotoxicity. Isopropyl triphenyl phosphate neither enhanced nor reduced the onset or severity of neurotoxicity produced by tri-o-tolyl phosphate. The time-course for brain and spinal cord neurotoxic esterase inhibition by isopropyl triphenyl phosphate and tri-o-tolyl phosphate were compared and found to be different. The maximum brain neurotoxic esterase inhibition produced by isopropyl triphenyl phosphate (dose up to 11.7 g/kg) was never complete (always less than 90%), and spinal cord neurotoxic esterase inhibition was significantly less than that produced in the brain. In contrast, brain and spinal cord inhibition produced by 500 mg/kg tri-o-tolyl phosphate were equal and greater than 90%. This testing regimen showed that isopropyl triphenyl phosphate produced an effect on neurotoxic esterase at the biochemical level without producing clinical or neurohistologic abnormalities in treated hens. Furthermore, this biochemical effect was qualitatively different than that produced by the delayed neurotoxicant tri-o-tolyl phosphate. /Isopropyl triphenyl phosphate/
来源:Hazardous Substances Data Bank (HSDB)

SDS

SDS:ed6dc308cb93b9d94dc9ae5f02b6c14b
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制备方法与用途

用途:用于添加型阻燃增塑剂

反应信息

  • 作为产物:
    参考文献:
    名称:
    Effects of triaryl phosphates on mouse and human nuclear receptors
    摘要:
    The constitutively active receptor (CAR) is a crucial regulator of genes encoding for enzymes active in drug/steroid oxidation, conjugation, and transport. In our attempt to isolate the endogenous inhibitory ligand(s) for the mouse CAR, we found surprisingly that the inhibitory activity was associated with di- and tri-isopropylated phenyl phosphates that were present in livers of untreated mice. Transactivation experiments in mammalian cells with synthetic compounds verified that mouse CAR was inhibited by various isopropylated phenyl phosphates (40-80%). Such triaryl phosphates are widely used as fire retardants, lubricants, and plasticizers, and some of them are known to disturb reproduction by currently unknown mechanisms. Equipped with the finding that these compounds could interact with mouse CAR, we proceeded to determine their functional effects on other nuclear receptors. Human CAR and pregnane X receptor (PXR) were variably activated (2-5-fold) by triaryl phosphates while mouse PXR, peroxisome proliferator-activated receptor-alpha, and vitamin D receptor were refractory. Among steroid hormone receptors, the human androgen receptor was inhibited by triphenyl phosphate and di-ortho-isopropylated phenyl phosphate (40-50%) and activated by di- and tri-para-substituted phenyl phosphates (2-fold). Our results add to the list of CAR and PXR activators and suggest steroid-dependent biological pathways that may contribute to the reproductive effects of triaryl phosphates. (C) 2003 Elsevier Inc. All rights reserved.
    DOI:
    10.1016/j.bcp.2003.08.037
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文献信息

  • Low Triphenylphosphate, High Phosphorous Content Isopropyl Phenyl Phosphates With High Ortho Alkylation
    申请人:Layman William J.
    公开号:US20120004438A1
    公开(公告)日:2012-01-05
    The present invention relates to low triphenyl phosphate, high phosphorous content aryl phosphates with high ortho alkylation that are suitable for use as flame retardant compositions, processes for their preparation, and their use as flame retardants.
    本发明涉及低三苯基磷酸酯、高磷含量芳基磷酸酯,具有高度正位烷基化,适用于用作阻燃剂组合物,以及其制备过程和用作阻燃剂的用途。
  • ANTI-WEAR AGENTS WITH A REDUCED NEUROTOXICITY
    申请人:Frapin Pascal
    公开号:US20120101015A1
    公开(公告)日:2012-04-26
    Described is a lubricating composition of an anti-wear agent or a combination of anti-wear agents having a reduced neurotoxicity, the anti-wear agent(s) being selected from triaryl phosphate compounds preferably substituted with one or more linear or branched alkyl group(s) including from 2 to 12 carbon atoms.
    描述了一种具有降低神经毒性的抗磨剂或抗磨剂组合的润滑组合物,所述抗磨剂被选择自三芳基磷酸酯化合物,最好是取代有一个或多个线性或支链烷基基团(包括2至12个碳原子)的化合物。
  • [EN] MONOHYDROXY CYCLIC PHOSPHONATE SUBSTANTIALLY FREE OF POLYHYDOXY PHOSPHONATE, PROCESS FOR MAKING SAME AND FLAME RETARDANT FLEXIBLE POLYURETHANE FOAM OBTAINED THEREFROM<br/>[FR] PHOSPHONATE MONOHYDROXY CYCLIQUE SENSIBLEMENT EXEMPT DE PHOSPHONATE POLYHYDROXY, SON PROCÉDÉ DE FABRICATION ET MOUSSE SOUPLE DE POLYURÉTHANNE IGNIFUGE OBTENUE AVEC CE COMPOSÉ
    申请人:ICL IP AMERICA INC
    公开号:WO2012040074A1
    公开(公告)日:2012-03-29
    A monohydroxy cyclic phosphonate substantially free of polyhydroxy phosphonate is employed as a reactive flame retardant in flexible polyurethane.
    在柔性聚氨酯中,使用基本上不含多羟基膦酸酯的单羟基环状膦酸酯作为反应性阻燃剂。
  • RESIN COMPOSITION, CURED PRODUCT THEREOF, FIBRE-REINFORCED PLASTIC, AND FIBRE-REINFORCED PLASTIC FLAMEPROOFING METHOD
    申请人:ADEKA CORPORATION
    公开号:US20210163733A1
    公开(公告)日:2021-06-03
    Provided is a resin composition that is capable of producing a cured product having excellent environmental suitability, high strength, and excellent flame retardancy, and that is suitably usable as a matrix resin for fiber-reinforced plastics. A resin composition contains (A) an epoxy resin, (B) a cyanate resin, (C) an aromatic amine curing agent that is liquid at 25° C., and (D) a phosphorus-containing compound represented by formula (1). Preferably, in formula (1), R 1 and R 2 each independently represent an alkyl group or an aryl group, and X and Y are an oxygen atom.
    提供的是一种树脂组成物,能够产生具有优良环境适应性、高强度和优异阻燃性的固化产品,适合用作纤维增强塑料的基体树脂。该树脂组成物包含(A)环氧树脂,(B)氰酸酯树脂,(C)在25℃下为液态的芳香胺固化剂,以及(D)由公式(1)表示的含磷化合物。在公式(1)中,最好是R1和R2各自独立地表示烷基或芳基,而X和Y则是氧原子。
  • NUCLEATING AGENT, SYNTHETIC-RESIN COMPOSITION CONTAINING SAME, AND MOLDED OBJECT THEREOF
    申请人:ADEKA CORPORATION
    公开号:US20210395209A1
    公开(公告)日:2021-12-23
    Provided are: a novel nucleating agent capable of imparting excellent transparency to synthetic resins; a synthetic resin composition containing the same; and a molded object of the synthetic resin composition. The nucleating agent contains at least one triazine compound represented by Formula (1), wherein Ar 1 , Ar 2 and Ar 3 each independently represent an unsubstituted phenyl group or a substituted phenyl group. In Formula (1), for example, the number of substituents of the substituted phenyl group is preferably 1, and Ar 1 , Ar 2 and Ar 3 are preferably all different groups.
    提供了一种新型成核剂,能够为合成树脂赋予卓越的透明度;一种含有该成核剂的合成树脂组合物;以及该合成树脂组合物的成型物。该成核剂包含至少一种由式(1)表示的三嗪化合物,其中Ar1、Ar2和Ar3各自独立地表示未取代苯基或取代苯基。在式(1)中,例如,取代苯基的取代基数目最好为1,且Ar1、Ar2和Ar3最好都是不同的基团。
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