(cyclohex-1-en-1-yloxy)trimethylsilane

• ChemBase编号: 54689
• 分子式: C9H18OSi
• 平均质量: 170.32412
• 单一同位素质量: 170.11269173
• SMILES: C1(=CCCCC1)O[Si](C)(C)C
• Canonical SMILES: C[Si](OC1=CCCCC1)(C)C
• InChI: InChI=1S/C9H18OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h7H,4-6,8H2,1-3H3
• InChIKey: SBEMOANGDSSPJY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (cyclohex-1-en-1-yloxy)trimethylsilane
• IUPAC传统名: (cyclohex-1-en-1-yloxy)trimethylsilane
• 别名: 1-环己烯氧基三甲基硅烷; 1-(三甲基硅氧基)环己烯; 1-(三甲基硅氧烷)环己烯; 1-Cyclohexenyloxytrimethylsilane; Cyclohexanone enol trimethylsilyl ether; 1-(Trimethylsiloxy)cyclohexene; 1-(Trimethylsilyloxy)cyclohexene; 1-(Trimethylsiloxy)cyclohexene

登记号

• CAS号: 6651-36-1
• EC号: 229-675-1
• MDL号: MFCD00001541
• Beilstein号: 1859394
• PubChem SID: 24889700; 24848686; 162059452
• PubChem CID: 81161

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.4375
• LogD (pH = 7.4): 2.4375
• Log P: 2.4375
• 摩尔折射率: 46.8948 cm^3
• 极化性: 19.962593 Å^3
• 极化表面积: 9.23 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: 165°C; 64-65 °C/15 mmHg(lit.); 64-65°C/15mm
• 闪点: 105.8 °F; 41 °C; 42°C; 42°C(107°F)
• 密度: 0.875; 0.875 g/mL at 25 °C(lit.); 0.883
• 折射率: 1.447; 1.4470; n20/D 1.447; n20/D 1.447(lit.)

安全信息

• 保存注意事项: Flammable/Keep Cold/Moisture Sensitive; IRRITANT; Moisture Sensitive
• 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): 3; III
• 危险公开号: 10
• TSCA收录: false; 是
• GHS危险品标识: GHS02
• GHS警示词: Warning
• GHS危险声明: H226; H226-H303
• GHS警示性声明: P210-P241-P280-P303+P361+P353-P403+P235-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 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 98%; 99%
• 级别: purum
• 线性分子式: C6H9OSi(CH3)3

详细说明

Sigma Aldrich - 144819

Application
很多包含天然产物的络合物的中间体。
包装
5, 25 g in glass bottle

Sigma Aldrich - 92735

Other Notes
综述1

参考文献

• Silyl enol ethers undergo crossed aldol condensations with aldehydes and ketones: J. Am. Chem. Soc., 96, 7503 (1974); for tabulated results, see: Org. Synth. Coll., 8, 323 (1993):
  
• For reviews of the chemistry of silyl enol ethers, see: Synthesis, 91 (1977); 85 (1983).
• Condensation with aldehydes is also promoted by F^-, particularly TBAF: J. Org. Chem., 48, 932 (1983).
• The Lewis acid-catalyzed condensation with nitroalkenes leads to 1,4-diketones: J. Am. Chem. Soc., 98, 4679 (1976); Org. Synth. Coll, 7, 414 (1990).