Ethyl chloroacetate 氯乙酸乙酯

CAS 105-39-5 MFCD00000932

化学结构图

105-39-5
SMILES: CCOC(=O)CCl

化学属性

Mol. FormulaC4H7ClO2
Mol. Weight123
Refractive index1.4200 to 1.4230
Boiling Point143
Density1.145
Melting Point-26
Flash Point57°C(lit.)
TSCAYes
Vapor Pressure10 mmHg ( 38 °C)
Solubility不溶于水,可混溶于乙醇、乙醚、苯。
Stability对湿度敏感

别名和识别编码

Chemical NameEthyl chloroacetate
CAS Number105-39-5
Synonym CHLOROACETIC ACID ETHYL ESTER ETHYL MONO CHLORO ACETATE ethanoicacid,chloro-,ethylester ETHYL CHLOROACETATE ETHYL CHLOROETHANOATE Ethyl alpha-chloroacetate Ethylchloracetat Chloressigsäureethylester Chloressigsäureester {Chemica Ethyl Chloracetate Ethyl monochloracetate chloroacetic acid, ethyl ester Ethylester kyseliny chloroctove 乙基氯乙酸酯 氯醋酸乙酯 {uni_hamburg} ethylalpha-chloroacetate a-chloroethyl acetate 氯乙酸乙酯 ethylmonochloracetate ethanoic acid, chloro-, ethyl ester ethyl chloroacetate 2-Chloroacetic Acid Ethyl Ester {uni Ethyl chloroethanoate Chloroacetic acid, ethyl ester (Ethoxycarbonyl)methyl chloride
PubChem Substance ID87565278
EC Number203-294-0
Beilstein Registry Number2,197
MDL NumberMFCD00000932
Reaxys-RN506455
Merck Number3783
Chemical Name Translation氯乙酸乙酯
Wiswesser Line NotationG1VO2
LabNetwork Molecule IDLN00196364
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分类

  • {uni_hamburg} no charge; ester; 1fragment
  • Building Blocks, C2 to C5, Carbonyl Compounds, Chemical Synthesis, Esters, Organic Building Blocks
  • {SNA} Building Blocks, C2 to C5, Carbonyl Compounds, Chemical Synthesis, Esters, Organic Building Blocks
  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 氨基甲酸酯类杀

产品应用

  • 用作溶剂和有机合成原料。用来制取抗肿瘤药物5-氟脲嘧啶、香料及军用毒气。

相关文献及参考

  • Merck:14,3783 Beilstein:2,197
  • For a theoretical study of a proposed cyclic transition state in the Darzens reaction, see: J. Org. Chem., 61, 6723 (1996).
  • Short: II/27B
  • Compare (±)-2-Chloropropionic acid, A12860, for a similar reaction.
  • Undergoes phase-transfer catalyzed carbene-like addition to activated alkenes to give cyclopropane derivatives: Synth. Commun., 22, 1651 (1992):
  • For examples of use in the Darzens reaction with carbonyl compounds to give glycidic esters, see: Org. Synth. Coll., 3, 727 (1955); 4, 459 (1963); reviews: Org. React., 5, 413 (1949); Chem. Rev., 55, 283 (1955). In the presence of base, glycidic esters rearrange to ɑ-substituted aldehydes: Org. Synth. Coll., 3, 733 (1955):
  • Merck:14,3783

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 T,N
Hazard statements
  • H331 Toxic if inhaled 吸入中毒
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H301 Toxic if swallowed 吞食有毒
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H318 Causes serious eye damage 严重伤害眼睛
  • H226 Flammable liquid and vapour 易燃液体和蒸气
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSAF9110000
Precautionary statements
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/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
  • P303+P361+P353
  • P305+P351+P338
  • P305+P351+P338+P310
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
  • P337+P313
  • P403+P233
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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;
  • 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);
  • 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;
  • S7/9 Keep container tightly closed and in a well-ventilated place 保持容器严格密闭,置于通风良好的场所;
Risk Statements
  • R10 Flammable 易燃
  • 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
  • R50 Very toxic to aquatic organisms 对水生生物极毒
UN Number 1181
Packing GroupII
Storage condition 密封保存。 Flammables area
Hazard Class6.1/3
Warnings 危化品目录(2015)
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2940 mg/kg/8W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic 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            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 235 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 30(5),59,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 230 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   42,417,1977

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 250 mg/kg
TOXIC EFFECTS :
   Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
   (usually neuromuscular blockage)
   Lungs, Thorax, or Respiration - respiratory stimulation
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   JJPAAZ Japanese Journal of Pharmacology.  (Japanese Pharmacological Soc.,
   c/o Dept. of Pharmacology, Faculty of Medicine, Kyoto Univ., Sakyo-ku, Kyoto
   606, Japan)  V.1-    1951-  Volume(issue)/page/year: 3,99,1954

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 350 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena

Restrict 危险品

其他信息

  • 刺激数据:眼- 兔子 250 微克/ 24小时 重度
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  • 用途四:用作溶剂和有机合成原料。用来制取抗肿瘤药物5-氟脲嘧啶、香料及毒气。
  • 蒸气压:10 mm Hg ( 38 °C)
  • TCI Shanghai:氯乙酸乙酯 Ethyl Chloroacetate,>;98.0%(GC)(105-39-5)
  • Sigma Aldrich:105-39-5(sigmaaldrich)
  • 下游产品:6-溴吲哚-2-羧酸 --> 2-氨基噻唑-5-羧酸乙酯 --> 3-苯基环氧乙烷甲酸乙酯 --> 氯乙酰胺 --> 3,3-二甲基丙烯酸甲酯 --> 6-溴吲哚-2-羧酸乙酯 --> 维生素 A --> 2-哌嗪酮 --> 3-甲基-3-(4-异丁基苯基)缩水甘油酸钠 --> 2-甲基十一醛 --> 呋喃妥因 --> 氟乙酸乙酯 --> 2-(4-异丁基苯基)丙醛 --> 乙胺香豆素盐酸盐 --> 5-溴噻吩-2-甲酰肼 --> 杨梅醛 --> 7-甲氧基苯并呋喃-2-甲酸 --> 1,1,2-乙烷三羧酸三乙酯 --> 3-甲基-3-[4-(2-甲基丙基)苯基]环氧乙烷羧酸乙酯 --> 灭蚜松粉剂、可湿性粉剂、拌种剂 --> N-乙基全氟辛基磺酰基氨乙酸盐 --> 吡拉西坦 --> 5-溴硫代苯-2-甲酸乙酯 --> 吡罗昔康 --> 2-苯基丙醛 --> 氯克罗孟 --> 3-氧代-1-哌嗪羧酸叔丁酯 --> 3-叔丁基-5-(乙氧基羰基)甲硫基-1,2,4-三唑 --> 噻唑 --> 依托咪酯 --> 吉拉尔特试剂 T --> N-氯-N-吡啶基乙酰肼
  • 方法一:氯乙酸乙酯是由氯乙酸和乙醇在硫酸催化下经酯化而得。反应方程式如下:ClCH 2 COOH+C 2 H 5 OH[H 2 SO 4 ]→ClCH 2 COOC 2 H5+H 2 O
  • 方法二:由氯乙酸与乙醇酯化而得。氯乙酸和乙醇以硫酸为催化剂直接酯化。粗酯经碱洗中和、水洗、精馏得成品。
  • 急性毒性:皮下- 小鼠 LD50: 250 毫克/ 公斤
  • 可燃性危险特性:遇明火、高温、强氧化剂可燃; 燃烧产
  • {Chemicalb
  • MSDS 信息:氯乙酸乙酯(105-39-5).msds
  • 氯乙酸乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80061128 氯乙酸乙酯;氯醋酸乙酯 500ml 62.5元 2011/04/16 C0092 氯乙酸乙酯 Ethyl Chloroacetate 25ML 109元 2011/04/16 C0092 氯乙酸乙酯 Ethyl Chloroacetate 500ML 255元
  • 上游原料:碳酸氢钠 --> 无水氯化钙 --> 乙酸乙醇
  • Alfa Aesar:氯代乙酸乙酯,99% Ethyl chloroacetate, 99%(105-39-5)
  • Acros Organics:氯代乙酸乙酯 Ethyl chloroacetate, 99%(105-39-5)
  • 有辛辣的刺激性臭味,在热水或碱中分解。溶于乙醇、乙醚、苯和丙酮,不溶于水,水中溶解度:20 g/l (20°C)。易燃。有毒,半数致死量(兔,皮肤)231mG/kG。其蒸气能强烈刺激眼睛,有催泪性。
  • 类别:可燃物品
  • 有辛辣的刺激性臭味,在热水或碱中分解。溶于乙醇、乙醚、苯和丙酮,不溶于水,水中溶解度:20 g/l (20°C)。易燃。有毒,半数致死量(兔,皮肤)230mG/kG。其蒸气能强烈刺激眼睛,有催泪性。
  • 用途二:用作溶剂, 也用于有机合成
  • 图谱信息:氯乙酸乙酯(105-39-5)质谱(MS) 氯乙酸乙酯(105-39-5)核磁图( 1 HNMR) 氯乙酸乙酯(105-39-5)Raman光谱 氯乙酸乙酯(105-39-5)红外图谱(IR1) 氯乙酸乙酯
  • 用途三:氯乙酸乙酯可用作制备杀虫剂唑蚜威和除草剂草除灵乙酯的原料,也可用于合成抗肿瘤药5-氟尿嘧啶和香料等。
  • MOL 文件:105-39-5.mol

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