物质信息
ID:719068
名称和标识
IUPAC标准名
oxalic dichloride
IUPAC传统名
oxalyl chloride
别名
草酰氯Oxalyl chloride
化合物性质
产品相关信息
纯度
98%
理化性质
沸点
63-64°C
折射率
1.4290
熔点
-12°C
密度
1.455
安全信息
保存注意事项
Moisture Sensitive
TSCA收录
是
危险公开号
14-22-23-29-34
安全公开号
4-7/8-9-20-23-26-30-36/37/39-45-60
联合国危险货物等级
6.1
GHS危险品标识
急性毒性（口服，皮肤接触，吸入），类别1,2,3
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
GHS警示性声明
P280-P303+P361+P353-P305+P351+P338-P310-P402+P404
联合国危险货物编号
UN2927
GHS危险声明
H331-H302-H314-H318
RTECS编号
KI2950000
欧盟危险性物质标志
有毒 (T)联合国危险货物包装类别(PG)
II
描述信息
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参考文献
• 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).
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1172 (2007).
• 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.
• 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.
• Caution! Carbon monoxide may be evolved.
• 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.
• Reactive acid chloride which can be used as a phosgene substitute in many reactions.
• 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).