3-Chloroprene 3-氯丙烯

CAS 107-05-1 MFCD00000984

化学结构图

107-05-1
SMILES: C=CCCl

化学属性

Refractive index1.4140 to 1.4160
Vapor Density2.6 (vs air)
Boiling Point44-46
Vapor Pressure20.58 psi ( 55 °C)
Melting Point-136
Flash Point-29°C(lit.)
TSCAYes
Solubility不溶于水,可混溶于乙醇、乙醚、氯仿、石油醚等多数有机溶剂。
Stability对热敏感
Density0.939
Mol. Weight77
Mol. FormulaC3H5Cl
Danger-Level-
pH-:-
Redox-

别名和识别编码

Chemical Name烯丙基氯
CAS Number107-05-1
EC Number203-457-6
Beilstein Registry Number635704
MDL NumberMFCD00000984
Synonym 1-Propene,3-chloro- 2-Propenyl chloride 3-Chloro-1-propene solution 3-Chloro-1-propene, Chlorallylene 3-Chloro-1-propylene 3-Chloroprene 3-Chloropropene 3-Chloropropylene 3-chloro-1-propene 3-chloro-propen 3-chloropropene 3-chloropropylene Allile(cloruro di) Allyle (chlorure d') Chloroallylene allyl chloride 丙烯基氯 丙烯酰氯 氯丙烯 氯化烯丙基 烷基氯
PubChem Substance ID7850
Merck Number289
Reaxys-RN635704
Chemical Name Translation3-氯丙烯
Wiswesser Line NotationG2U1
LabNetwork Molecule IDLN00194804
InChIInChI=1S/C3H5Cl/c1-2-3-4/h2H,1,3H2
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分类

  • {SNA} Acyclic, Alkenes, Building Blocks, Chemical Synthesis, Organic Building Blocks
  • {SNA} Acyclic, Alkenes, Building Blocks, Chemical Synthesis, Essential Chemicals, Inorganic Salts, Solutions and Reagents, Organic Building Blocks, Reagent Grade, Research Essentials
  • {SNA} Alpha Sort, Alphabetic, Analytical Standards, Analytical/Chromatography, C, CH, Chromatography, Environmental Standards, Volatiles/ Semivolatiles
  • {uni_hamburg} no charge; 1fragment
  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 其他杀虫剂

产品应用

  • 由于它具有活泼的化学特性,使其成为有机合成的一个重要中间体,除作为制造环氧氯丙烷、甘油的原料外,也可用作合成丙烯醇、医药、染料、农药及合成树脂的原料。

相关文献及参考

  • Merck:14,289 Beilstein:1,198
  • Short: II/27B
  • Merck:14,289
  • Short: II/25C
  • Lithiation with LDA in THF at -78o generatesɑ-chloroallyllithium which can be ɑ-alkylated with primary bromides in high yield. Displacement of the resulting allylic chloride with a dialkyl cuprate to give, stereoselectively, an (E)-alkene, has been used in a pheromone synthesis: J. Org. Chem., 45, 1504 (1981).
  • Treatment with sodium bis(trimethylsilyl)amide gives the strained, highly reactive alkene cyclopropene. For details and Diels-Alder reactions, see: J. Org. Chem., 61, 6462 (1996).

安全信息

Signal word Danger
GHS Symbol
WGK Germany2
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S25 Avoid contact with eyes 避免眼睛接触;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S46 If swallowed, seek medical advice immediately and show this container or label 食入时,立即求医并出示容器/标签;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R11 Highly flammable 非常易燃
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R39/23/24/25 Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 毒性:吸入,皮肤接触和吞食都会产生十分严重的不可逆危险
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R45 May cause cancer 可能致癌
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R48/20
  • R48/23/24/25
  • R50 Very toxic to aquatic organisms 对水生生物极毒
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P330+P331+P310
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P308+P311
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
  • P370+P378
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H332 Harmful if inhaled 吸入有害
  • H315 Causes skin irritation 会刺激皮肤
  • H302 Harmful if swallowed 吞食有害
  • H312 Harmful in contact with skin 皮肤接触有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H351 Suspected of causing cancer 怀疑致癌
  • H341 Suspected of causing genetic defects 怀疑导致遗传性缺陷
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H301+H311+H331
  • H372 Causes damage to organs through prolonged or repeated exposure 长期或频繁接触会损伤器官
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
RTECSUC7350000
Packing GroupI
UN Number 1100 1230 UN 1100 3/PG 1
Hazard Codes 3
Storage condition 0-10 储存温度2-8℃ 0-10°C Refrigerator
Hazard Class3/6.1
Warnings 危化品目录(2015)
TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 78 gm/kg/78W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Gastrointestinal - tumors
REFERENCE :
   NCITR* National Cancer Institute Carcinogenesis Technical Report Series.
   (Bethesda, MD)  No.0-205. For publisher information, see NTPTR*.
   Volume(issue)/page/year: NCI-TR-73,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 50 gm/kg/78W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Gastrointestinal - tumors
REFERENCE :
   NCITR* National Cancer Institute Carcinogenesis Technical Report Series.
   (Bethesda, MD)  No.0-205. For publisher information, see NTPTR*.
   Volume(issue)/page/year: NCI-TR-73,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5880 mg/kg/8W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   39,391,1979

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OB

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 155 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   SCCUR* Shell Chemical Company.  Unpublished Report.  (2401 Crow Canyon Rd.,
   San Romon, CA 94583)  Volume(issue)/page/year: -,1,1961

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 22500 mg/m3/2H
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   EESADV Ecotoxicology and Environmental Safety.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1977-  Volume(issue)/page/year:
   6,19,1982

{

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 460 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   EESADV Ecotoxicology and Environmental Safety.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1977-  Volume(issue)/page/year:
   6,19,1982

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Human
DOSE/DURATION           : 3000 ppm
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemic

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 938 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   CALEDQ Cancer Letters (Shannon, Ireland).  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1975- Volume(issue)/page/year:
   20,263,1983

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 20 uL/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 153,57,1985

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 9380 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 57,11,1978

TYPE OF TEST            : Gene conversion and mitotic recombination
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 184 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 57,11,1978

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 9380 ug/plate
REFERENCE :
   CBINA8 Chemico-Biological Interactions.  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1969-  Volume(issue)/page/year:
   30,9,1980

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 300 ppm/7H
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   FAATDF Fundamental and Applied Toxicology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1981-  Volume(issue)/page/year:
   3,437,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 4 gm/kg
SEX/DURATION            : female 7-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB86-197605

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1200 mg/kg
SEX/DURATION            : female 1-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - other developmental
   abnormalities
REFERENCE :
   SWEHDO Scandinavian Journal of Work, Environment and Health. (Haartmaninkatu
   1, SF-00290 Helsinki, 29, Finland)  V.1-    1975- Volume(issue)/page/year:
   7(Suppl 4),66,1981

Restrict -

其他信息

  • 防护措施:蒸气刺激性强,麻醉作用弱,强烈刺激眼、鼻和咽喉。对肝脏损害小,对肺、肾的损害大。在卤代烃中,烯丙基氯是毒性大的物质。大鼠经口LD(50)0.7g/kg。大鼠吸入浓度为(3E-4)的蒸气,几小时内即可死亡。对豚鼠,浓度为10~100mg/L即强烈刺激粘膜,进而侵入肺部而致死。能经皮肤吸收,如果附着在衣服上必须立刻更换。操作人员应穿戴防护用具。工作场所空气中最高容许浓度1E-6(3mg/m3)。
  • 上游原料:盐酸 --> 氯 --> 氯化亚铜 --> 氧 --> 丙烯醇 --> 丙烯 --> 2-氨基-3-氯苯甲酸 --> 己酰氯 -->
  • 用途五:由于它具有活泼
  • TCI Shanghai:烯丙基氯 Allyl Chloride,>;98.0%(GC)(107-05-1)
  • 蒸气压:20.58 psi ( 55 °C)
  • 可燃性危险特性:遇明火、高温、氧化剂易燃; 燃烧产生有毒氯化物烟雾; 遇热分解有毒氯化氢气体
  • F:19
  • 易挥发、可燃,具有腐蚀性和刺激性气味,既具有有机氯化物的性质,又表现出烯烃的性质。能与乙醇、氯仿、乙醚和石油醚混溶,微溶于水。
  • 刺激数据:皮肤- 兔子 10 毫克/ 24小时; 眼睛- 兔子 500 毫克 中度
  • 图谱信息:丙烯酰氯(107-05-1)红外图谱(IR2) 丙烯酰氯(107-05-1)核磁图( 13 CNMR) 丙烯酰氯(107-05-1)质谱(MS) 丙烯酰氯(107-05-1)Raman光谱 丙烯酰氯(107-05-1)核磁图( 1 HNMR) 丙烯酰氯(107-05-1)红外图谱(IR1)
  • 方法一:其制备方法有高温氯化法、丙烯氧氯化法、烯丙醇氯化法等。 高温氯化法 由丙烯高温所化制得。反应方程式:CH 3 CH=CH 2 +Cl 2 →ClCH 2 CH=CH 2 +HCl 将干燥的丙烯经350~400℃预热,液氯经加热气化,两种物料在高速喷射状态下混合并进行反应,丙烯与氯气的配比为4~5∶1(摩尔比),反应器停留时间1.5~2s,反应温度470~500℃。反应产物急冷至50~100℃以除去HCl和丙烯,再经分馏即得到产品。此法为国内外大多数生产企业所采用。 丙烯氧氯化法 按2.5~ (1∶1∶1) ~0.2 (摩尔比) 比例混合的丙烯、氯化氢和氧气在流化床反应器中进行反应,选用催化剂为载于载体上的Te、V 2 O 5 或 H 3 PO 4 ,并添加含氮物作促进剂,于240~260℃进行常压氧氯化反应,制得3-氯丙烯。反应方程式:CH 3 CH=CH 2 +HCl+1/2O 2 [催化剂]→CH 2 =CHCH 2 Cl+H 2 O 烯丙醇氯化法 反应方程式:CH 2 =CHCH 2 OH[Cu 2 Cl 2 ,HCl]→CH 2 =CHCH 2 Cl+H 2 O 于10~20℃将硫酸滴入烯丙醇、氯化亚铜和盐酸中,滴加完毕后保温反应5h,静置分层,上层液用水、5%碳酸钠溶液、水各洗1次,分尽水后,蒸馏收集40℃以上馏分,即为3-氯丙烯。此法适用于小批量生产。
  • Sigma Aldrich:107-05-1(sigmaaldrich)
  • 蒸气密度:2.6 (vs air)
  • 上游原料:盐酸 --> 氯 --> 氯化亚铜 --> 氧 --> 丙烯醇 --> 丙烯 --> 2-氨基-3-氯苯甲酸 --> 己酰氯 --> 碲 --> 1,2,3-三氯丙烷 --> 1,2-二氯丙烯
  • 方法二:1.高温氯化法 丙烯和氯气在高温下进行氯化反应;工艺过程如下;干燥的丙烯(新鲜丙烯:循环丙烯=1:3)在加热中预热至350-400℃,在反应塔入口处,与氯气混合(氯气:丙烯=1:3),经特制的喷嘴喷入炉内,炉内温度为500℃左右,利用氯化反应热预热丙烯。丙烯单程转化率为25%,氯的转化为化学计算量,烯丙基氯的总收率为80-85%,除主产品烯丙基外,还有1,2-二氯丙烯、1,3-二氯丙烯、氯化氢、1,2,3-三氯丙烷及其他少量副产品。氯化反应物急冷到50-100℃,以除去氯化氢和丙烯,再经分馏而得丙烯氯。对于年产1。35万t烯丙基氯装置,每吨产品约消耗丙烯700kg,氯气1120kg。2.氧氯化法 以丙烯为原料,以
  • 毒性分级:中毒

系列性分类