2-chloroacetyl chloride

• ChemBase编号: 103106
• 分子式: C2H2Cl2O
• 平均质量: 112.94268
• 单一同位素质量: 111.94827004
• SMILES: ClCC(=O)Cl
• Canonical SMILES: ClCC(=O)Cl
• InChI: InChI=1S/C2H2Cl2O/c3-1-2(4)5/h1H2
• InChIKey: VGCXGMAHQTYDJK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloroacetyl chloride
• IUPAC传统名: chloroacetyl chloride
• 别名: 氯乙酰氯; 2-chloroacetyl chloride; Chloroacetyl chloride; Chloroacetic Chloride; Monochloroacetyl Chloride; CHLOROACETYL CHLORIDE

登记号

• CAS号: 79-04-9
• EC号: 201-171-6
• MDL号: MFCD00000725
• Beilstein号: 605439
• 默克索引号: 142067
• PubChem SID: 24846647; 24853713; 162090320
• PubChem CID: 6577
• Chemspider ID: 6329
• KEGG ID: C14859
• 维基百科标题: Chloroacetyl_chloride

理论计算性质

• Acid pKa: 16.745235
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.84732777
• LogD (pH = 7.4): 0.84732777
• Log P: 0.84732777
• 摩尔折射率: 21.2554 cm^3
• 极化性: 8.409953 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Reacts in water
• 外观: Colorless liquid
• 熔点: -22 °C(lit.); -22°C; -22°C
• 沸点: 105-106 °C(lit.); 105-106°C; 105-110 °C; 106°C
• 闪点: 100 °C; 212 °F
• 密度: 1.417; 1.418 g/mL at 25 °C(lit.); 1.419 g/mL at 20 °C; 1.42 g/mL; 1.420 at 20 °C (water = 1)
• 折射率: 1.4530; n20/D 1.453; n20/D 1.453(lit.)
• 蒸汽压: 19 mm Hg at 20 °C; 60 mmHg ( 41.5 °C)
• 蒸汽密度: 3.9 (vs air)

安全信息

• 保存条件: 0°C
• 保存注意事项: Moisture Sensitive
• RTECS编号: AO6475000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 1752; UN1752
• 德国WGK号: 3
• 联合国危险货物等级: 6.1; 8
• 联合国危险货物包装类别(PG): 1; I; Truck Only
• 澳大利亚Hazchem: 2WE
• 危险公开号: 14-23/24/25-29-35-48/23-50; 14-23/24/25-35-48/23-50; R:12-23/24/25-29-35-48/23-50
• 安全公开号: 7/8-9-26-36/37/39-45-61; S:9-26-45-61-36/37/39-7/8
• 欧盟危险货物分类: TC1
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 156
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS06; GHS08; GHS09
• GHS警示词: Danger
• GHS危险声明: H301-H311-H314-H331-H372-H400; H301-H311-H331-H372-H314-H400
• GHS警示性声明: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P261-P273-P280-P301 + P310-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1752 6.1/PG 1
• 欧盟补充危害声明: Contact with water liberates toxic gas., Reacts violently with water.

产品相关信息

• 纯度: ≥99.0% (GC); 98%
• 级别: purum
• 线性分子式: ClCH2COCl

详细说明

MP Biomedicals - 02150599

1 ml = approx. 1.42 gm
Used to prepare N-chloroacetyl aminoacids.
NOT FOR EXPORT

Sigma Aldrich - 104493

包装
5, 100, 500 g in glass bottle

参考文献

• 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).
• 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).