(1Z)-1,2,3-trichloroprop-1-ene | 13116-57-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (1Z)-1,2,3-trichloroprop-1-ene
• 英文别名: Z-1,2,3-trichloro-1-propene；cis-1,2,3-trichloropropene；(Z)-1,2,3-trichloro-propene；1t,2,3-trichloro-propene；(Z)-1,2,3-Trichlor-propen；1t,2,3-Trichlor-propen；1,2,3-Trichloropropene；(Z)-1,2,3-trichloroprop-1-ene
• CAS: 13116-57-9
• 化学式: C₃H₃Cl₃
• 分子量: 145.416
• InChiKey: HIILBTHBHCLUER-IWQZZHSRSA-N

物化性质

• 沸点：
  87 °C(Press: 100 Torr)
• 密度：
  1.4238 g/cm3(Temp: 425 °C)
• 物理描述：
  1,2,3-trichloropropene appears as an amber liquid. May be absorbed through the skin. Vapors are heavier than air. Contact with vapors or liquid may cause burns or irritation.
• 闪点：
  185 °F (Open cup)
• 溶解度：
  VERY SOL IN CHLOROFORM
• 蒸汽压力：
  vapor pressure = 4.4 mm Hg @ 25 °C
• 分解：
  WHEN HEATED TO DECOMP, IT PRODUCES TOXIC FUMES.
• 折光率：
  INDEX OF REFRACTION: 1.5030 @ 20 °C/D
• 保留指数：
  852.8

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

毒理性

• 副作用

神经毒素 - 急性溶剂综合征 职业性肝毒素 - 继发性肝毒素：职业环境中毒性效应的潜力基于人类摄入或动物实验的中毒案例。 皮肤毒素 - 皮肤烧伤。

Neurotoxin - Acute solvent syndrome 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. Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 毒性数据

LCLo（大鼠）= 500 ppm/4小时

LCLo (rat) = 500 ppm/4h

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 非人类毒性摘录

该化合物在外部对兔子的眼睛进行了测试，根据24小时后观察到的伤害程度，在1到10的等级上进行评分。最严重伤害的物质被评为了10。1,2,3-三氯丙烯在兔眼上的评分为5。

The compound was tested externally on the eyes of rabbits, and, according to the degree of injury observed after 24 hours, rated on a scale of 1 to 10. The most severely injurious substances have been rated 10. 1,2,3-Trichloropene rated 5 on rabbit eyes.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

Sprague-Dawley 大鼠和金色叙利亚仓鼠每天暴露于25 ppm浓度6小时，每周5天，持续94天，结果显示眼睛和上呼吸道有刺激性；雄性仓鼠和两种性别的大鼠体重下降；大鼠的SGPT升高，雄性仓鼠的肝细胞体积减小。

SPRAGUE-DAWLEY RATS, GOLDEN SYRIAN HAMSTERS EXPOSED TO 25 PPM 6 HR DAILY, 5 DAYS/WK, 94 DAYS, REVEALED EYE & UPPER RESP TRACT IRRITATION; DECR BODY WT IN MALE HAMSTERS & BOTH SEXES OF RATS; ELEVATED SGPT IN RATS, DECR LIVER CELL SIZE IN MALE HAMSTER LIVERS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在大鼠和叙利亚仓鼠单次吸入暴露后，肝脏非蛋白巯基（NPSH）检测显示，随着剂量的增加，大鼠和仓鼠的肝脏NPSH浓度均有所下降，但在重复暴露后并未观察到这种现象。

HEPATIC NONPROTEIN SULFHYDRYL (NPSH) ASSAYS IN SPRAGUE-DAWLEY RATS & SYRIAN HAMSTERS GIVEN SINGLE INHALATION EXPOSURES PRODUCED DOSE-RELATED DECR OF HEPATIC NPSH CONCN IN BOTH RATS & HAMSTERS, WHICH WAS NOT OBSERVED AFTER REPEATED EXPOSURES.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  (1Z)-1,2,3-trichloroprop-1-ene 在 lithium aluminium tetrahydride 作用下， 生成 (E)-1,3-二氯丙-1-烯
  参考文献：
  名称：

  Allylic Chlorides. XV. Preparation and Properties of the 1,2,3-Trichloropropenes¹

  摘要：

  DOI：

  10.1021/ja01121a029
• 作为产物：
  描述：

  2,3-二氯丙-2-烯-1-醇 在 吡啶 、 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 2.33h， 以38%的产率得到(1Z)-1,2,3-trichloroprop-1-ene
  参考文献：
  名称：

  Preparation of (Z)-1,2-dichloroalkenes from terminal alkynes

  摘要：

  (Z)-1,2-二卤代烯烃是两种立体异构体中热力学上不受青睐的。本文报告了从黏液氯酸合成一些(Z)-1,2-二氯代烯烃类似物的方法。更通用的方法是通过氯硼化末端炔烃来获得相应的(Z)-氯硼酸作为第一步。将有机硼酸与氟化氢钾处理，然后再用四丁基铵三氯化物处理，以立体特异性的方式中等到良好的产率获得(Z)-1,2-二氯代烯烃。

  DOI：

  10.1139/v2012-041

文献信息

• Benzamide compounds as apo b secretion inhibitors
  申请人：——

  公开号：US20040058903A1

  公开（公告）日：2004-03-25

  The present invention relates to compounds of the formula (I) wherein R 1 and R 2 are each independently lower alkyl lower alkenyl, acyl, amino, lower alkoxy, lower cycloalkyloxy, aryl, aryloxy, sulfooxy, mercapto, sulfo, hydrogen, halogen, nitro, cyano or hydroxy, or may form a ring structure; Q 1 is N or CH; L is optionally substituted unsaturated 3 to 10-membered heterocyclic group; X is optionally substituted monocyclic arylene or monocyclic heteroarylene; Y is -(A 1 ) m -(A 2 ) n -(A 4 ) k -; Z is directbond, —CH2-, —NH— or —O—; and R is hydrogen or lower alkyl, or a salt thereof The compounds of the present invention inhibit apolipoprotein B (Apo B) secretion and are useful as a medicament for prophylactic and treatment of diseases or conditions resulting from elevated circulating levels of Apo B.

  本发明涉及式(I)的化合物，其中R1和R2分别独立地为较低的烷基较低的烯基、酰基、氨基、较低的烷氧基、较低的环烷氧基、芳基、芳氧基、磺氧基、巯基、磺基、氢、卤素、硝基、氰基或羟基，或者可以形成环结构；Q1为N或CH；L是可选的取代的不饱和的3到10元杂环基；X是可选的取代的单环芳基或单环杂芳基；Y是-(A1)m-(A2)n-(A4)k-；Z是直键，-CH2-，-NH-或-O-；R为氢或较低的烷基，或其盐。本发明的化合物抑制载脂蛋白B（Apo B）的分泌，并可用作预防和治疗由于载脂蛋白B循环水平升高而导致的疾病或症状的药物。
• [EN] PROCESS FOR THE PRODUCTION OF CHLORINATED PROPENES<br/>[FR] PROCÉDÉ POUR LA PRODUCTION DE PROPÈNES CHLORÉS
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：WO2012166394A1

  公开（公告）日：2012-12-06

  Processes for the production of chlorinated propenes are provided. The present processes make use of 1,2-dichloropropane, a by-product in the production of chlorohydrin, as a low cost starting material, alone or in combination with 1,2,3-trichloropropane. The present processes can also generate anhydrous HCl as a byproduct that can be removed from the process and used as a feedstock for other processes, providing further time and cost savings. Finally, the processes are advantageously conducted in the liquid phase, thereby presenting additional savings as compared to conventional, gas phase processes.

  提供了生产氯代丙烯的工艺。目前的工艺利用1,2-二氯丙烷，这是氯水合物生产中的副产品，作为低成本的起始原料，单独或与1,2,3-三氯丙烷结合使用。目前的工艺还可以产生无水HCl作为副产品，可以从工艺中去除并用作其他工艺的原料，进一步节省时间和成本。最后，这些工艺有利地在液相中进行，因此与传统的气相工艺相比，提供了额外的节省。
• [EN] PROCESS FOR THE MANUFACTURE OF (+)-BIOTIN<br/>[FR] PROCÉDÉ DE FABRICATION DE (+)-BIOTINE
  申请人：DSM IP ASSETS BV

  公开号：WO2009049476A1

  公开（公告）日：2009-04-23

  Disclosed are processes for preparing synthetic biotin intermediates and a process for preparing biotin using said intermediates. In particular, disclosed is a process for the stereoselective total synthesis of the natural product (+)-biotin of formula (I).

  揭示了制备合成生物素中间体的过程，以及利用这些中间体制备生物素的过程。特别地，揭示了一种用于立体选择性全合成天然产物（+）-生物素（化学式为I）的过程。
• METHODS FOR PREPARING CHLORINATED ALKANES BY UTILIZING FERRIC CHLORIDE, AN INITIATOR, AND AN ALKYLPHOSPHATE
  申请人：BLUE CUBE IP LLC

  公开号：US20190300458A1

  公开（公告）日：2019-10-03

  The present invention provides processes for the production of chlorinated alkanes.

  本发明提供了生产氯代烷烃的工艺。
• AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT EMPLOYING THE SAME
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1559706A1

  公开（公告）日：2005-08-03

  Provided are an aromatic amine compound represented by the following Formula (1) and an organic electroluminescent element which has at least one organic thin film layer containing the above aromatic amine derivative in the form of a single component. The organic electroluminescent element described above has a high luminescent efficiency even at a low voltage and a long life. It can emit blue light even at high temperatures. In Formula (1), Ar1 and Ar2 each represent naphthyl and the like; Ar3 to Ar6 each represent phenyl, naphthyl, phenanthryl and the like; Ar7 to Ar10 each represent 1,4-phenylene and the like; L represents a single bond and the like; provided that the conditions of (1) and/or (2) are satisfied: (1) at least one of Ar3 to Ar6 is a condensed aryl group having 10 to 50 nuclear carbon atoms and (2) at least one of Ar1 and Ar2 is a condensed aryl group having 12 to 50 nuclear carbon atoms.

  提供了以下式（1）所表示的芳香胺化合物和具有至少一个含有上述芳香胺衍生物的有机薄膜层的有机电致发光元件，该层以单一组分形式存在。上述有机电致发光元件在低电压下具有高发光效率和长寿命。即使在高温下也能发出蓝光。在式（1）中，Ar1和Ar2分别表示萘基等；Ar3至Ar6分别表示苯基、萘基、菲基等；Ar7至Ar10分别表示1,4-苯基等；L表示单键等；满足以下条件：（1）至少Ar3至Ar6中的一个是具有10至50个核碳原子的缩合芳基基团；（2）至少Ar1和Ar2中的一个是具有12至50个核碳原子的缩合芳基基团。

表征谱图