1-chloro-2-methyl-1-oxopropan-2-yl acetate

• ChemBase编号: 146698
• 分子式: C6H9ClO3
• 平均质量: 164.58686
• 单一同位素质量: 164.02402183
• SMILES: CC(=O)OC(C)(C)C(=O)Cl
• Canonical SMILES: CC(=O)OC(C(=O)Cl)(C)C
• InChI: InChI=1S/C6H9ClO3/c1-4(8)10-6(2,3)5(7)9/h1-3H3
• InChIKey: RBTCRFLJLUNCLL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-chloro-2-methyl-1-oxopropan-2-yl acetate
• IUPAC传统名: 1-chloro-2-methyl-1-oxopropan-2-yl acetate
• 别名: 2-乙酰氧基异丁酰氯; 2-乙酸基-2-甲基丙酰氯; 2-乙酰氧基异丁酰氯; α-Acetoxyisobutyryl chloride; 2-Acetoxy-2-methylpropionyl chloride; 1-Chlorocarbonyl-1-methylethyl acetate; 1-Chloro-2-methyl-1-oxopropan-2-yl acetate; 1-Chlorocarbonyl-1-methylethyl acetate; 2-Acetoxyisobutyryl chloride; α-Acetoxyisobutyryl chloride

登记号

• CAS号: 40635-66-3
• EC号: 255-016-2
• MDL号: MFCD00000708
• Beilstein号: 507772
• PubChem SID: 24845093; 24859568; 162240890
• PubChem CID: 123496

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.9353914
• LogD (pH = 7.4): 0.9353914
• Log P: 0.9353914
• 摩尔折射率: 36.5631 cm^3
• 极化性: 14.627106 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 55-56 °C/6 mmHg(lit.); 55-56°C/6mm
• 闪点: 154.4 °F; 68 °C; 68°C(154°F)
• 密度: 1.136 g/mL at 25 °C(lit.); 1.150; 1.150 g/mL at 20 °C
• 折射率: 1.4290; n20/D 1.428(lit.); n20/D 1.429

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)
• 联合国危险货物编号: 3265; UN3265
• 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: 14-34; 14-34-37
• 安全公开号: 26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318-H335-H227
• GHS警示性声明: P210-P260-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 3265 8/PG 2
• 欧盟补充危害声明: Reacts violently with water.
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (GC); 95%; 95+%; 97%; 98%
• 级别: purum
• 线性分子式: (CH3)2C(OCOCH3)COCl

详细说明

Sigma Aldrich - 326178

包装
5, 25 g in glass bottle

Sigma Aldrich - 00855

Other Notes
该试剂用于二醇的氯代乙酰化作用；生成氯化或 2,2′-脱水核苷1,2,3；阿拉伯醇立体选择双(氯乙酰化)作用4

参考文献

• Reagent for conversion of cis-1,2-diols, including nucleosides, via cyclic dioxolanone intermediates, into trans-chloroalkyl acetates. The reaction is selective for the 2'-OH of uridine derivatives and converts pyrimidine nucleosides to their anhydro forms: J. Am. Chem. Soc., 95, 4016 (1973). Application to synthesis of deoxy-sugars, by dechlorination with Bu₃SnH: J. Chem. Soc., Chem. Commun., 677 (1978).
• Reaction of the chloroalkyl acetate (from a cis-glycol) with azide ion provides a route to the cis-amino alcohol: Tetrahedron Lett., 37, 2529 (1996). Compare O-Acetylsalicyloyl chloride, L00919.