trimethyl(prop-2-en-1-yl)silane

• ChemBase编号: 107361
• 分子式: C6H14Si
• 平均质量: 114.26086
• 单一同位素质量: 114.08647698
• SMILES: C[Si](C)(C)CC=C
• Canonical SMILES: C=CC[Si](C)(C)C
• InChI: InChI=1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3
• InChIKey: HYWCXWRMUZYRPH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trimethyl(prop-2-en-1-yl)silane
• IUPAC传统名: silane, trimethyl-2-propenyl-
• 别名: 3-(三甲基甲硅烷基)丙烯; 烯丙基三甲基硅烷; ALLYL TRIMETHYLSILANE; 3-(Trimethylsilyl)propene; Allyltrimethylsilane; Allyltrimethylsilane

登记号

• CAS号: 762-72-1
• EC号: 212-104-5
• MDL号: MFCD00008635
• Beilstein号: 906755
• PubChem SID: 162093901; 24852502
• PubChem CID: 69808

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.9051
• LogD (pH = 7.4): 2.9051
• Log P: 2.9051
• 摩尔折射率: 31.4083 cm^3
• 极化性: 14.499341 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: true

分子性质

理化性质

• 沸点: 84-88 °C(lit.); 85-86°C
• 闪点: -10°C(14°F); 16 °C; 60.8 °F
• 密度: 0.717; 0.719 g/mL at 25 °C(lit.)
• 折射率: 1.4080; n20/D 1.407(lit.)

安全信息

• 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; R:36/37/38
• 安全公开号: 16-26-36; 9-16-23-26-33-37; S:20-25-26-37/39
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H315-H319-H335
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• 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: 97%; 98%; 98+%
• 线性分子式: H2C=CHCH2Si(CH3)3

详细说明

MP Biomedicals - 05203439

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 208264

包装
10, 50 g in glass bottle

参考文献

• Reactions with electrophiles illustrate the ?-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):
  
• Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl₄ promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977);105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):
  
• More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III) trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).
• In the presence of F^-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F^-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).
• Has also been used, in the presence of a catalyst such as p-TsOH, I₂, Br₂ or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.