Chloroacetyl Chloride 氯乙酰氯

CAS 79-04-9 MFCD00000725

化学结构图

79-04-9
SMILES: O=C(Cl)CCl

化学属性

Mol. FormulaC2H2Cl2O
Mol. Weight112.94
Refractive index1.4520 to 1.4540
Vapor Density3.9 (vs air)
Boiling Point
Vapor Pressure60 mmHg ( 41.5 °C)
Density1.418
Melting PointNo Data Available
TSCAYes
Solubility起反应
Flash Point>100°C
Stability易吸潮

别名和识别编码

Chemical NameChloroacetyl Chloride
Synonym Chloroacetyl Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00000725
CAS Number79-04-9
PubChem Substance ID125308707
EC Number201-171-6
Beilstein Registry Number2,199
Merck Number2067
Chemical Name Translation氯乙酰氯
Reaxys-RN605439
Wiswesser Line NotationGV1G
LabNetwork Molecule IDLN00195414
InChIInChI=1S/C2H2Cl2O/c3-1-2(4)5/h1H2
Canonical SMILESO=C(Cl)CCl
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分类

  • {SNA} Acid Halides, Building Blocks, Carbonyl Compounds, Chemical Synthesis, Organic Building Blocks
  • {uni_hamburg} no charge; carbonyl chloride; 1fragment
  • {Chemicalbook} 农药中间体: 除草剂中间体: 苯氧羧酸类和芳氧基苯氧基羧酸类除草剂

产品应用

  • 有机合成。制造氯苯乙酮(催泪气),制备氨基酸。

相关文献及参考

  • Also used for the protection of alcohols as their chloroacetates: Tetrahedron Lett., 251 (1979). They are hydrolyzed very readily in the presence of many other ester functions: J. Am. Chem. Soc., 86, 118 (194); J. Chem. Soc., Perkin 1, 934 (1975); or can be cleaved with thiourea: Tetrahedron Lett., 251 (1979), ethylenediamine, or mercaptoethylamine: J. Org. Chem., 35, 1940 (1970).
  • Short: II/27B
  • Short: II/14a
  • Short: II/25B
  • Merck: 14,2067 Beilstein:2,199
  • Merck: 14,2067
  • Reagent for the protection of amines as their chloroacetamides. The protecting group can be removed by reaction with thiourea derivatives, forming 2-thiazolidin-4-ones as by-products: J. Am. Chem. Soc., 90, 4508 (1968); Gazz. Chim. Ital., 98, 1261 (1968). Side reactions can be minimized by using 1-Piperidinethiocarboxamide, L12445, as the thiourea: Angew. Chem. Int. Ed., 10, 75 (1971).

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H301+H311
  • H301+H311+H331
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H331 Toxic if inhaled 吸入中毒
  • H372 Causes damage to organs through prolonged or repeated exposure 长期或频繁接触会损伤器官
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSAO6475000
Precautionary statements
  • 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+P330+P331+P310
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+P351+P338+P310
  • P308+P311
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
Packing GroupⅠ
UN Number 1752 UN1752
Risk Statements
  • 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
  • R14 Reacts violently with water 遇水会猛烈反应
  • R50 Very toxic to aquatic organisms 对水生生物极毒
  • R48/23
  • R35 Causes severe burns 会导致严重灼伤
  • R29 Contact with water liberates toxic gas. 遇水释放出有毒气体
Safety Statements
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
  • 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);
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中,保持干燥;
  • 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;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • 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;
Storage condition +4°C 2-8°C 4 Store at RT. {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Codes T,C,N
Hazard Class6.1/8
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 32 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#04538

TYPE OF TES

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 316 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85INA8 "Documentation of the Threshold Limit Values and Biological Exposure
   Indices," 5th ed., Cincinnati, OH, American Conference of Governmental
   Industrial Hygienists, Inc., 1986  Volume(issue)/page/year: 5,123(89),1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 220 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 54(2),90,1989

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1000 ppm/4H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,607,1969

TYPE OF

Warnings 危险化学品

其他信息

  • 方法一:其制备方法有以下几种。 以氯乙酸为原料 氯乙酸在酰氯化剂存在下稍加热,可得到氯乙酰氯,酰氯化剂有三氯化磷、光气、氯化亚砜等,一般常用三氯化磷为酰氯化剂,反应温度为50~60℃。该方法成本低,原料易得。在工业生产上也有用光气为酰氯化剂,反应方便,无三废产生,而实验室中常用氯化亚砜为酰氯化剂。此外,也可用氯乙酸氯气氯化法,该方法成本亦较低,但反应过程中有次氯酸生成。ClCH 2 COOH+Cl 2 →ClCH 2 COCl+[HOCl] 以冰醋酸为原料 将冰醋酸投入氯化锅中,慢慢加入氯磺酸,升温至60℃以上,开始通入氯气,开动搅拌,继续升温,反应温度保持在(98±3)℃,反应8h,直至反应液相对密度达1.37~1.40,停止通氯气进行冷却。 在上述反应液中投入二氯二硫,待温度降至50~60℃开始搅拌通氯气,反应温度控制在(48±3)℃,通氯气时间约5h,以回流液呈现淡黄色为终点即得粗品,最后经蒸馏而得成品。反应方程式:CH 3 COOH+Cl 2 [HSO 3 Cl]→ClCH 2 COOH+HCl 4ClCH 2 COOH+3Cl 2 [S 2 Cl 2 ]→4
  • MOL 文件:79-04-9.mol
  • Alfa Aesar:氯乙酰氯,98% Chloroacetyl chloride, 98%(79-04-9)
  • 用途三:氯乙酰氯是农药的重要中间体,可以生产杀虫剂乐果、氧乐果,杀菌剂抑霉唑、甲霜灵、恶霜灵,除草剂甲草胺、乙草胺、丙草胺、丁草胺、克草胺、杀草胺、异丙草胺、异丙甲草胺、莎稗磷、苯噻草胺等,同时也是重要的医药中间体,可用于合成利眠宁、安定、硝基安定、利多卡因、吡喹酮、美索卡因、乙吗噻嗪、哌仓西平、氟康唑、益康唑等。
  • 氯乙酰氯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80032217 氯乙酰氯(*) 250ml 34.9元 2011/08/23 80032260 氯乙酰氯(*) 250ml 36元 2011/04/16 C0098 氯乙酰氯 Chloroacetyl Chloride 25G 160元
  • {
  • 常规方法:用玻璃瓶或陶瓷罐外用木箱包装。注意密封,防潮、防晒,按有毒化学品规定运输。
  • 灭火剂:砂土、二氧化碳; 不可用水!
  • 类别:腐蚀物品
  • {Chemical
  • 有辛辣气味。遇水分解。溶于苯、乙醚、丙酮和四氯化碳。结晶点-21.77℃。中等毒,半数致死量(大鼠,经口)120mg/kg。有腐蚀性。
  • 储运特性:库房通风低温干燥; 与H发孔剂、碱类、氰化物分开存放
  • 急性毒性:口服- 大鼠 LD50: 208 毫克/ 公斤; 口服- 小鼠 LD50: 220 毫克/ 公斤
  • 职业标准:TLV-TWA 0.05 PPM (0.2 毫克/ 立方米); STEL 0.15 PPM (0.6毫克/立方米)
  • 上游原料:氯 --> 硫磺 --> 氯化锌 --> 氯磺酸 --> 氯乙酸 --> 苯甲酰氯 --> 光气(无法供) -->
  • 方法一:其制备方法有以下几种。 以氯乙酸为原料 氯乙酸在酰氯化剂存在下稍加热,可得到氯乙酰氯,酰氯化剂有三氯化磷、光气、氯化亚砜等,一般常用三氯化磷为酰氯化剂,反应温度为50~60℃。该方法成本低,原料易得。在工业生产上也有用光气为酰氯化剂,反应方便,无三废产生,而实验室中常用氯化亚砜为酰氯化剂。此外,也可用氯乙酸氯气氯化法,该方法成本亦较低,但反应过程中有次氯酸生成。ClCH 2 COOH+Cl 2 →ClCH 2 COCl+[HOCl] 以冰醋酸为原料 将冰醋酸投入氯化锅中,慢慢加入氯磺酸,升温至60℃以上,开始通入氯气,开动搅拌,继续升温,反应温度保持在(98±3)℃,反应8h,直至反应液相对密度达1.37~1.40,停止通氯气进行冷却。 在上述反应液中投入二氯二硫,待温度降至50~60℃开始搅拌通氯气,反应温度控制在(48±3)℃,通氯气时间约5h,以回流液呈现淡黄色为终点即得粗品,最后经蒸馏而得成品。反应方程式:CH 3 COOH+Cl 2 [HSO 3 Cl]→ClCH 2 COOH+HCl 4ClCH 2 COOH+3Cl 2 [S 2 Cl 2 ]→4C
  • 下游产品:吡喹酮 --> 盐酸阿扎司琼 -->

系列性分类