草酰氯

• 产品号: A18012
• CAS号: 79-37-8
• 分子式: C2Cl2O2
• 分子量: 126.9262
• 纯 度: 98%

产品别名

• 标题: Oxalyl chloride
• IUPAC标准名: oxalic dichloride
• IUPAC传统名: oxalyl chloride

产品登记号

• 默克索引号: 146914
• MDL号: MFCD00000704
• Beilstein号: 1361988
• CAS号: 79-37-8
• EC号: 201-200-2

产品性质

• 纯度: 98%
• 沸点: 63-64°C
• 密度: 1.455
• 熔点: -12°C
• 折射率: 1.4290
• GHS危险声明: H331-H302-H314-H318
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• GHS警示性声明: P280-P303+P361+P353-P305+P351+P338-P310-P402+P404
• 危险公开号: 14-22-23-29-34
• RTECS编号: KI2950000
• 安全公开号: 4-7/8-9-20-23-26-30-36/37/39-45-60
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN2927
• 联合国危险货物包装类别(PG): II

参考文献

• Friedel-Crafts reaction with arenes give carboxylic acids via the acid chlorides; see, e.g.: Org. Synth. Coll., 5, 706 (1973); 7, 420 (1990). For other phosgene equivalents, see Trichloromethyl chloroformate, A17444, and Triphosgene, A14932.
• Widely used to activate Dimethyl sulfoxide, A13280, for selective oxidation of alcohols to aldehydes or ketones (Swern oxidation) at low temperatures under very mild conditions: J. Org. Chem., 43, 2480 (1978). The reactive species is thought to be chlorodimethylsulfonium chloride: J. Org. Chem., 44, 4148 (1979). For examples of Swern oxidations, see: Org. Synth. Coll., 7, 258 (1990); 8, 501 (1993); 9, 692 (1998); Org. Synth., 76, 110 (1998). See also Trifluoroacetic anhydride, A13614.
• Has advantages over POCl₃ in the Vilsmeier formylation reaction in that cleaner reactions often occur and a much lower mass of acidic by-product is formed. See N,N-Dimethylformamide, A13547 and (Chloromethylene)dimethylammonium chloride, B24172.
• Reaction with Grignards in the presence of LiBr and CuBr provides a route to symmetrical ɑ-diones in good yield: Tetrahedron Lett., 36, 7305 (1995).
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1172 (2007).
• Reactive acid chloride which can be used as a phosgene substitute in many reactions.
• Caution! Carbon monoxide may be evolved.
• Mild reagent for conversion of sensitive acids to acid chlorides; see, e.g.: Org. Synth. Coll., 8, 486 (1993); Org. Synth. Coll., 9, 516 (1998).