chloro(methyl)diphenylsilane

• ChemBase编号: 150339
• 分子式: C13H13ClSi
• 平均质量: 232.78082
• 单一同位素质量: 232.04750463
• SMILES: C[Si](c1ccccc1)(c1ccccc1)Cl
• Canonical SMILES: C[Si](c1ccccc1)(c1ccccc1)Cl
• InChI: InChI=1S/C13H13ClSi/c1-15(14,12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3
• InChIKey: OJZNZOXALZKPEA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: chloro(methyl)diphenylsilane
• IUPAC传统名: silane, chloromethyldiphenyl-
• 别名: 二苯基甲基氯硅烷; 氯-二苯基-甲基硅烷; 甲基二苯基氯硅烷; 二苯基甲基氯硅烷; DPMSCl; Methyldiphenylchlorosilane; Chloro-diphenyl-methylsilane; Diphenylmethylchlorosilane; Chloro(methyl)diphenylsilane; Chloro(methyl)diphenylsilane; Chlorodiphenylmethylsilane

登记号

• CAS号: 144-79-6
• EC号: 205-639-0
• MDL号: MFCD00000498
• Beilstein号: 2937445
• PubChem SID: 24846674; 162244500
• PubChem CID: 67349

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 5.165
• LogD (pH = 7.4): 5.165
• Log P: 5.165
• 摩尔折射率: 62.865 cm^3
• 极化性: 26.51755 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 沸点: 294-295°C; 295 °C(lit.)
• 闪点: 113 °C; 141°C(285°F); 235.4 °F
• 密度: 1.104; 1.107 g/mL at 25 °C(lit.)
• 折射率: 1.5740; n20/D 1.574(lit.)
• 蒸汽压: 3 mmHg ( 125 °C)

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: 2987; UN2987
• 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: 34; 34-37
• 安全公开号: 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318
• GHS警示性声明: P280-P303+P361+P353-P305+P351+P338-P310; 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 2987 8/PG 2

产品相关信息

• 纯度: ≥95.0% (GC); 95+%; 97%; 98%
• 级别: purum
• 线性分子式: CH3Si(C6H5)2Cl

详细说明

Sigma Aldrich - 104760

包装
25, 100 g in glass bottle

Sigma Aldrich - 43120

Other Notes
醇的保护基团1,2；在其他硅基醚 (TBDMS,TBDPS)3 存在的情况下，可用叠氮化钠使硅基醚选择性裂解；酯烯醇化物的 C-硅烷化4

参考文献

• Silylating agent (see Appendix 4) for formation, in the presence of a base such as imidazole in DMF, of DPMS ethers, intermediate in hydrolytic stabilty between TMS and TBDMS. DPMS ethers are incompatible with acid, base, BuLi, Cr(VI) oxidants and LIAlH₄, but stable to silica chromatography: J. Org. Chem., 52, 165 (1987). They can be cleaved with mild acid or base, or F^-. Selective cleavage in high yield in the presence of TBDMS or TBDPS ethers with NaN₃ in DMF was reported: J. Chem. Soc., Chem. Commun., 381 (1989).
• In reactions with lithiated esters and lactones C-silylation predominates. The resulting ɑ-DPMS esters behave as vinyl dication equivalents: J. Am. Chem. Soc., 103, 2418 (1981); Pure Appl. Chem., 62, 2021 (1990), useful precursors of, e.g.: terminal alkenes: Synth. Commun., 13, 1163 (1983); 1,1-disubstituted alkenes: Tetrahedron Lett., 23, 271 (1982); Org. Synth. Coll., 8, 474 (1993); ?-keto silanes and ketones: J. Org. Chem., 50, 5260 (1985); 58, 2718 (1993):
  
• TBDMS esters react with aldehydes and ketones to give ?-hydroxy silanes, which undergo Peterson elimination to ɑ-substituted ɑ?-unsaturated esters: J. Org. Chem., 49, 3385 (1984).