chloro(2,2,2-trichloroethoxy)methanone

• ChemBase编号: 77889
• 分子式: C3H2Cl4O2
• 平均质量: 211.85878
• 单一同位素质量: 209.88089002
• SMILES: O(CC(Cl)(Cl)Cl)C(=O)Cl
• Canonical SMILES: ClC(=O)OCC(Cl)(Cl)Cl
• InChI: InChI=1S/C3H2Cl4O2/c4-2(8)9-1-3(5,6)7/h1H2
• InChIKey: LJCZNYWLQZZIOS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: chloro(2,2,2-trichloroethoxy)methanone; 2,2,2-trichloroethyl chloroformate
• IUPAC传统名: chloro(2,2,2-trichloroethoxy)methanone; 2,2,2-trichloroethyl chloroformate
• 别名: 三氯乙氧基甲酰氯; 氯甲酸-2,2,2-三氯乙酯; 2,2,2-三氯乙基氯甲酯; Trichloroethyl chloroformate; 2,2,2-Trichlorethoxycarbonyl chloride; 2,2,2-Trichloroethoxycarbonyl chloride; 2,2,2-Trichloroethyl chloroformate; Chloroformic acid 2,2,2-trichloroethyl ester; β, β, β-Trichloroethoxycarbonyl chloride; 2,2,2-Trichloroethyl carbonochloridoate; 2,2,2-Trichloroethyl chloroformate

登记号

• CAS号: 17341-93-4
• EC号: 241-363-7
• MDL号: MFCD00000810
• Beilstein号: 970619
• PubChem SID: 162042732; 24853913; 24848380
• PubChem CID: 10387; 87063
• Chemspider ID: 78534
• 维基百科标题: 2,2,2-Trichlorethoxycarbonyl_chloride

理论计算性质

• 摩尔折射率: 38.0803 cm^3
• 极化性: 14.960162 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
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.504431
• LogD (pH = 7.4): 2.504431
• Log P: 2.504431

分子性质

理化性质

• 熔点: 0 °C; 0-2°C; 0-2°C
• 沸点: 171-172 °C(lit.); 171-172°C; 171-172 °C; 171-172°C
• 闪点: >100°C; >100°C(212°F)
• 密度: 1.539; 1.539 g/cm^3; 1.539 g/ml; 1.539 g/mL at 25 °C(lit.)
• 折射率: 1.4700; 1.471; n20/D 1.471; n20/D 1.471(lit.)
• 蒸汽压: 0.06 psi ( 20 °C)

安全信息

• 保存条件: 2-8°C
• 保存注意事项: Moisture Sensitive; Toxic/Corrosive/Lachrymatory/Moisture Sensitive/Keep Cold/Store under Argon
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 2742; 3277; UN3277
• 德国WGK号: 3
• 联合国危险货物等级: 3/8; 6.1
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3W
• 危险公开号: 22-23-34; 23-34; R:10-22-34; R23, R34
• 安全公开号: 26-36/37/39-45; 9-20-26-36/37/39-45; S:16-26-27/28-36/37/39-46-64; S26, S36/37/39
• 欧盟危险货物分类: TFC
• 欧盟危险识别号(EUHIN): 6.1A
• 美国ERG指导号: 155
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H330-H314-H318; H314-H331
• GHS警示性声明: P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501A; P261-P280-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 3277 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (NT); 95%; 97%; 98%
• 级别: purum
• 线性分子式: ClCOOCH2CCl3

详细说明

MP Biomedicals - 02156978

Purity: 95%
1 ml = approx. 1.54 g

Sigma Aldrich - 142077

包装
25, 100 g in glass bottle
Application
脂族和芳族羟基与氨基的保护试剂。1

Sigma Aldrich - 23258

Other Notes
胺和醇的基团保护剂1,2；用于叔胺的脱甲基化3

参考文献

• Reagent for the protection of OH groups as their trichloroethyl (Troc) carbonates, specifically cleaved by reduction with zinc: Tetrahedron Lett., 2555 (1967). For a systematic study of the protection of amines as their Troc-carbamates, see: Synthesis, 268 (1981).
• Preferred to ethyl chloroformate for the N-demethylation of tert-amines, since the resulting carbamate can be cleaved by reductive elimination: Tetrahedron Lett., 1325 (1974); Synth. Commun., 7, 79 (1977).
• Effective reagent for dehydration of primary amides to nitriles: Synth. Commun., 30, 3047 (2000).
• For a brief survey of uses of this reagent in synthesis, see: Synlett, 1473 (2007).