chloro(iodo)methane

• ChemBase编号: 87323
• 分子式: CH2ClI
• 平均质量: 176.38405
• 单一同位素质量: 175.88897574
• SMILES: ClCI
• Canonical SMILES: ClCI
• InChI: InChI=1S/CH2ClI/c2-1-3/h1H2
• InChIKey: PJGJQVRXEUVAFT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: chloro(iodo)methane
• IUPAC系统名: Chloro(iodo)methane
• IUPAC传统名: chloroiodomethane
• 别名: 氯碘甲烷; Chloroiodomethane; Methylene chloroiodide; Chloroiodomethane 98%; chloro(iodo)methane; Chloro-iodo-methane; Chloromethyl iodide; Chloroiodomethane

登记号

• CAS号: 593-71-5
• EC号: 209-804-8
• MDL号: MFCD00001078
• Beilstein号: 1730802
• PubChem SID: 24854979; 24854589; 162074430
• PubChem CID: 11644
• Chemspider ID: 11154
• 维基百科标题: Chloroiodomethane

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.8654127
• LogD (pH = 7.4): 1.8654127
• Log P: 1.8654127
• 摩尔折射率: 23.9825 cm^3
• 极化性: 9.885141 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Colorless liquid
• 沸点: 108 - 109°C; 108-109 °C(lit.); 108-109°C; 108-109°C
• 闪点: None
• 密度: 2.416; 2.422 g mL^-1; 2.422 g/mL at 25 °C(lit.)
• 折射率: 1.582; 1.5822; n20/D 1.58; n20/D 1.582(lit.)
• 疏水性(logP): 1.779
• 亨利常数: 8.9 μmol Pa^-1 kg^-1

安全信息

• 保存注意事项: Irritant/Light Sensitive; Light Sensitive
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi)
• 联合国危险货物编号: UN2810
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/21/22-36/37/38; 36/37/38; r36/37/38
• 安全公开号: 23-26-36/37; 26-36; s26, s36
• TSCA收录: 否
• GHS危险品标识: GHS exclamation mark; GHS06; GHS07
• GHS警示词: WARNING; Warning
• NFPA704:
  

  1

  1

  0
• GHS危险声明: 315, 319, 335; H315-H319-H335; H331-H302-H312-H315-H319-H335
• GHS警示性声明: 261, 305+351+338; P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: ≥97.0% (GC); 95%; 97%; 98%, stab. with copper
• 级别: purum
• 其他组分: copper as stabilizer; silver wool as stabilizer
• 线性分子式: ClCH2I

详细说明

Apollo Scientific Ltd - OR30688

Stab. with copper

Sigma Aldrich - 242861

包装
5, 25 g in ampule

参考文献

• The highly unstable ClCH₂Li, generated and trapped in situ: Tetrahedron Lett., 835 (1984); 795 (1986), converts esters to chloromethyl ketones: J. Chem. Soc., Chem. Commun., 969 (1994). Adducts with ketones can be further lithiated, enabling reaction with electrophiles on carbon: J. Chem. Soc., Perkin 1, 3339 (1988):
  
• In the absence of added electrophile, the dilithio-derivatives undergo elimination to give alkenes in good yield: J. Chem. Soc., Chem. Commun., 1665 (1986).
• Can be used in place of Diiodomethane, A15457, in the Simmons-Smith cyclopropanation reaction: Bull. Chem. Soc. Jpn., 46, 892, 1895 (1973); Synthesis, 700 (1977); J. Org. Chem., 56, 6974 (1991); J. Am. Chem. Soc., 114, 2592 (1992); Tetrahedron Lett.. 34, 7157 (1993). Preferred to CH₂I₂ in the methylenation of allylic alcohols, resulting in a more complete reaction: J. Org. Chem., 54, 3525 (1989).