ethyl 2-chloroacetate

• ChemBase编号: 123341
• 分子式: C4H7ClO2
• 平均质量: 122.55018
• 单一同位素质量: 122.01345714
• SMILES: C(=O)(OCC)CCl
• Canonical SMILES: CCOC(=O)CCl
• InChI: InChI=1S/C4H7ClO2/c1-2-7-4(6)3-5/h2-3H2,1H3
• InChIKey: VEUUMBGHMNQHGO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 2-chloroacetate
• IUPAC传统名: ethyl chloroacetate
• 别名: 氯乙酸乙酯; 氯代乙酸乙酯; Ethylchloroacetate; 2-Chloro-acetic Acid Ethyl Ester; (Ethoxycarbonyl)methyl Chloride; 2-Chloroacetic Acid Ethyl Ester; Ethyl 2-Monochloroacetate; Ethyl Chloracetate; Ethyl α-Chloroacetate; NSC 8833; ethyl 2-chloroacetate; Ethyl 2-chloroacetate; Ethyl monochloroacetate; Ethyl chloroacetate; Ethyl chloroacetate; Chloroacetic acid ethyl ester

登记号

• CAS号: 105-39-5
• EC号: 203-294-0
• MDL号: MFCD00000932
• Beilstein号: 506455
• 默克索引号: 143783
• PubChem SID: 24854431; 24854517; 24894338; 162217694
• PubChem CID: 7751
• Chemspider ID: 7465
• 维基百科标题: Ethyl_chloroacetate

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.8167001
• LogD (pH = 7.4): 0.8167001
• Log P: 0.8167001
• 摩尔折射率: 26.9146 cm^3
• 极化性: 10.801626 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -26 °C(lit.); -26°C; -26°C
• 沸点: 142-144°C; 143 °C(lit.); 143°C
• 闪点: 129.2 °F; 54 °C; 54°C(149°F)
• 密度: 1.145 g/mL; 1.145 g/mL at 25 °C(lit.); 1.159
• 折射率: 1.4210; n20/D 1.421(lit.); n20/D 1.422
• 蒸汽压: 10 mmHg ( 38 °C); 3.3 mmHg ( 20 °C)
• 转变温度: solidification point ~-26 °C

安全信息

• RTECS编号: AF9110000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 1181; UN1181
• 德国WGK号: 2
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 23/24/25-50
• 安全公开号: 1/2-7/9-45-61; 7/9-45-61
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS09
• GHS警示词: Danger
• GHS危险声明: H226-H301-H311-H318-H331-H400; H301-H311-H331-H226-H400
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P361-P405-P501A; P261-P273-P280-P301 + P310-P305 + P351 + P338-P311
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1181 6.1/PG 2

产品相关信息

• 纯度: ≥98.0% (GC); ≥99%; 99%
• 级别: purum
• 线性分子式: ClCH2CO2C2H5

详细说明

Sigma Aldrich - 240710

包装
100 g in glass bottle

Sigma Aldrich - E16856

包装
1, 2, 3 kg in glass bottle
1, 2.5 L in glass bottle
250 mL in glass bottle
5, 250 g in glass bottle

Toronto Research Chemicals - E901780

Reagent used in the preparation of 5 member heterocycles.

参考文献

• 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):
  
• For a theoretical study of a proposed cyclic transition state in the Darzens reaction, see: J. Org. Chem., 61, 6723 (1996).
• Undergoes phase-transfer catalyzed carbene-like addition to activated alkenes to give cyclopropane derivatives: Synth. Commun., 22, 1651 (1992):
  
• Compare (±)-2-Chloropropionic acid, A12860, for a similar reaction.