2-(2-bromoethyl)-1,3-dioxane

• ChemBase编号: 132093
• 分子式: C6H11BrO2
• 平均质量: 195.05434
• 单一同位素质量: 193.99424159
• SMILES: C1COC(OC1)CCBr
• Canonical SMILES: BrCCC1OCCCO1
• InChI: InChI=1S/C6H11BrO2/c7-3-2-6-8-4-1-5-9-6/h6H,1-5H2
• InChIKey: WMDHQEHPOVOEOG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(2-bromoethyl)-1,3-dioxane
• IUPAC传统名: 2-(2-bromoethyl)-1,3-dioxane
• 别名: 2-(2-溴乙基)-1,3-二氧杂环己烷; 2-(2-溴乙基)-1,3-二氧六环; 2-(2-溴乙基)-1,3-二氧杂环乙烷; 3-Bromopropionaldehyde trimethylene acetal; 2-(2-bromoethyl)-1,3-dioxane; 2-(2-Bromoethyl)-1,3-dioxane; 2-Bromopropanal 1,3-propanediol acetal; 2-Bromopropionaldehyde trimethylene acetal

登记号

• CAS号: 33884-43-4
• EC号: 251-716-7
• MDL号: MFCD00006567
• Beilstein号: 1421628
• PubChem SID: 24849939; 24856313; 162226370
• PubChem CID: 520656

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.412175
• LogD (pH = 7.4): 1.412175
• Log P: 1.412175
• 摩尔折射率: 38.4686 cm^3
• 极化性: 15.323789 Å^3
• 极化表面积: 18.46 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: 67-70 °C/2.8 mmHg(lit.); 67-70°C/3mm
• 闪点: 206.6 °F; 96°C(204°F); 97 °C
• 密度: 1.431 g/mL at 25 °C(lit.); 1.434
• 折射率: 1.4820; n20/D 1.481; n20/D 1.481(lit.)
• 疏水性(logP): 0.577

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: 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
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.5% (GC); 95%; 98%
• 级别: purum
• 其他组分: silver wool as stabilizer
• Empirical Formula (Hill Notation): C6H11BrO2

详细说明

Sigma Aldrich - 269131

包装
10, 50 g in glass bottle

Sigma Aldrich - 16154

Other Notes
掩蔽的 3-溴丙醛可用于格氏反应制备醛1,2

参考文献

• Provides a useful means of introducing a masked ?-formylethyl group. In comparison with the corresponding dioxolane (following entry), the dioxane is more stable to acid, and the Grignard is thermally stable. Reaction of the Grignard with an acid chloride gives the ketone in high yield without further reaction to the tertiary alcohol. Subsequent hydrolysis of the 1,3-dioxane gives the -ketoaldehyde: J. Org. Chem., 41, 560 (1976).