chloro(methylsulfanyl)methane

• ChemBase编号: 88105
• 分子式: C2H5ClS
• 平均质量: 96.5791
• 单一同位素质量: 95.98004884
• SMILES: S(CCl)C
• Canonical SMILES: CSCCl
• InChI: InChI=1S/C2H5ClS/c1-4-2-3/h2H2,1H3
• InChIKey: JWMLCCRPDOIBAV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: chloro(methylsulfanyl)methane
• IUPAC传统名: chloromethyl methyl sulfide
• 别名: 氯甲基甲基硫醚; 氯二甲基硫醚; 氯甲基甲硫醚; Methyl chloromethyl sulfide; Chlorodimethyl sulfide; Chloromethyl methyl sulfide; Chloro(methylsulphanyl)methane; Chloro(methylthio)methane; Chloromethyl methyl sulphide

登记号

• CAS号: 2373-51-5
• EC号: 219-148-4
• MDL号: MFCD00000923
• Beilstein号: 1730851
• PubChem SID: 24892780; 162075144
• PubChem CID: 16916

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.5334265
• LogD (pH = 7.4): 1.5334265
• Log P: 1.5334265
• 摩尔折射率: 23.3789 cm^3
• 极化性: 9.322174 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 104-105°C; 105 °C(lit.); 105-110°C
• 闪点: 17 °C; 17°C; 17°C(62°F); 62.6 °F
• 密度: 1.153; 1.153 g/mL at 25 °C(lit.); 1.160
• 折射率: 1.4980; n20/D 1.498; n20/D 1.498(lit.)

安全信息

• 保存注意事项: Highly Flammable/Stench/Irritant/Keep Cold; Moisture Sensitive
• RTECS编号: WQ3700000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1993; UN1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-36/37/38; 11-37
• 安全公开号: 9-16-26-33-37-60; 9-16-33
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H225; H225-H315-H319-H335
• GHS警示性声明: P210; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥80% (GC); 95%
• 级别: technical
• 线性分子式: CH3SCH2Cl

详细说明

Sigma Aldrich - C54007

Caution
储存时颜色可能变深。
包装
5, 25, 100 g in glass bottle
Application
用于羰基1和芳香族2化合物的甲基硫代甲基化试剂。用于铁 (II) 介导的环丙烷化作用的亚甲基转移剂。3

Sigma Aldrich - 24390

Other Notes
用于将甲基硫代甲基 (MTM) 保护基引入羧酸的试剂。MTM 酯对轻度还原剂很稳定1

参考文献

• For reaction with cyclopentadienyl iron dicarbonyl dimer in the formation of an iron-containing methylene transfer agent, see: Org. Synth. Coll., 9, 372 (1998).
• Protects alcohols as their methylthiomethyl (MTM) ethers by reaction, e.g. with NaH/NaI in DME: Tetrahedron Lett., 3269 (1975), or with AgNO₃/Et₃N: Chem. Lett., 1277 (1979). MTM ethers are relatively stable to acid but can be cleaved selectively with HgCl₂ in aqueous acetonitrile or AgNO₃/2,6-lutidine: Tetrahedron Lett., 3269 (1975), by methylation (MeI) and hydrolysis: Austral. J. Chem., 31, 1031 (1978); Chem. Lett., 715 (1984), or with TMS chloride and Ac₂O: Chem. Ind. (London), 223 (1984). For protection of phenols, see: Tetrahedron Lett., 533 (1977); 24, 1189 (1984).
• Can also be used for the preparation of MTM esters of carboxylic acids, e.g. by treatment of the K salt of the acid in the presence of NaI and 18-crown-6: Tetrahedron Lett., 731 (1978) which also describes cleavage with HgCl₂. The ester can also be cleaved with TFA: J. Chem. Soc., Chem. Commun., 224 (1973); or by methylation-hydrolysis: Tetrahedron Lett., 689 (1979).