methyl 2-chloro-2-oxoacetate

• ChemBase编号: 147163
• 分子式: C3H3ClO3
• 平均质量: 122.50712
• 单一同位素质量: 121.97707164
• SMILES: COC(=O)C(=O)Cl
• Canonical SMILES: COC(=O)C(=O)Cl
• InChI: InChI=1S/C3H3ClO3/c1-7-3(6)2(4)5/h1H3
• InChIKey: ZXUQEPZWVQIOJE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 2-chloro-2-oxoacetate
• IUPAC传统名: methyl 2-chloro-2-oxoacetate
• 别名: 甲基戊酰氯; 甲基草酰氯; 草酰氯甲酯; 甲基戊酰氯; 甲基草酰氯; Chloroglyoxylic acid methyl ester; Methyl (chloroformyl)formate; Methyl 2-chloro-2-oxoacetate; Methyl chloroglyoxalate; Methyl oxalyl chloride; Monomethyl oxalyl chloride; Methyl chlorooxoacetate; Monomethyl oxalyl chloride; Methyl chloroglyoxylate; Methyl oxalyl chloride

登记号

• CAS号: 5781-53-3
• EC号: 227-307-4
• MDL号: MFCD00000705
• Beilstein号: 1071541
• PubChem SID: 24849133; 162241354; 24886874
• PubChem CID: 79846

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.64880544
• LogD (pH = 7.4): 0.64880544
• Log P: 0.64880544
• 摩尔折射率: 23.0662 cm^3
• 极化性: 9.246633 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 115-118°C; 118-120 °C(lit.)
• 闪点: 114.8 °F; 46 °C; 46°C(114°F)
• 密度: 1.332; 1.332 g/mL at 25 °C(lit.)
• 折射率: 1.4190; n20/D 1.419; n20/D 1.419(lit.)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); X
• 联合国危险货物编号: 2920; UN2920
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 10-14-22-34; 10-34
• 安全公开号: 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H226-H314; H301-H314-H318-H226
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; 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 2920 8/PG 2

产品相关信息

• 纯度: ≥97.0% (AT); 96%; 97%
• 级别: purum
• 线性分子式: ClCOCOOCH3

详细说明

Sigma Aldrich - 151440

包装
5, 10, 50 g in glass bottle
Application
Reactant involved in:
• Regioselective synthesis of fused coumarins1
• Cyclization to form substituted isoxazoles2 and heterocycles3
• Intramolecular Wittig reactions4
• Silyl enol ether acylation5
• Iron-mediated cleavage of C-C bonds6

Sigma Aldrich - 75754

Application
Reactant involved in:
• Regioselective synthesis of fused coumarins1
• Cyclization to form substituted isoxazoles2 and heterocycles3
• Intramolecular Wittig reactions4
• Silyl enol ether acylation5
• Iron-mediated cleavage of C-C bonds6

参考文献

• A useful synthesis of isocyanates has been described involving oxidation of monoamides of oxalic acid (prepared from methyl oxalyl chloride and a primary amine) with peroxydisulfate catalyzed by Ag and Cu salts: J. Org. Chem., 60, 5430 (1995):
  
• For other examples of reactions of monoesters of oxalyl chloride, see Ethyl oxalyl chloride, A14653.