4-bromo-1,2-dimethoxybenzene

• ChemBase编号: 6551
• 分子式: C8H9BrO2
• 平均质量: 217.05986
• 单一同位素质量: 215.97859153
• SMILES: c1(ccc(cc1OC)Br)OC
• Canonical SMILES: COc1cc(Br)ccc1OC
• InChI: InChI=1S/C8H9BrO2/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5H,1-2H3
• InChIKey: KBTMGSMZIKLAHN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-bromo-1,2-dimethoxybenzene
• IUPAC传统名: 4-bromo-1,2-dimethoxybenzene
• 别名: 4-溴藜芦醚; 4-溴-1,2-二甲氧基苯; 4-溴黎芦醚; 3,4-Dimethoxybromobenzene; 4-BROMOVERATROLE; 4-Bromo-1,2-dimethoxybenzene; 4-Bromoveratrole; 1-Bromo-3,4-dimethoxybenzene; 1-Bromo-3,4-dimethoxybenzene; 4-Bromoveratrole; 4-Bromo-1,2-dimethoxybenzene

登记号

• CAS号: 2859-78-1
• EC号: 220-677-8
• MDL号: MFCD00008381
• Beilstein号: 2046884
• PubChem SID: 160969858; 24891940
• PubChem CID: 76114

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.426656
• LogD (pH = 7.4): 2.426656
• Log P: 2.426656
• 摩尔折射率: 46.6072 cm^3
• 极化性: 18.215975 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: 124-126°C/9mm; 255-256 °C(lit.); 255-256°C
• 闪点: 109 °C; 109°C(228°F); 228.2 °F
• 密度: 1.509 g/mL at 25 °C(lit.); 1.510; 1.702
• 折射率: 1.5730; n20/D 1.573; n20/D 1.573(lit.)
• 疏水性(logP): 2.734

安全信息

• 保存注意事项: Irritant
• 德国WGK号: 3
• TSCA收录: true; 是
• 个人保护装置: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

产品相关信息

• 纯度: ≥95.0% (GC); 95%; 97%; 98%
• 级别: purum
• 线性分子式: BrC6H3-1,2-(OCH3)2

详细说明

MP Biomedicals - 05208775

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B83355

包装
25, 100 g in glass bottle

参考文献

• In the presence of sodamide, displacement by nucleophiles, e.g. anions of secondary amines or nitriles, occurs by an ortho-metallation-benzyne mechanism. The incoming nucleophile adds regioselectively such that the resulting anion is ortho-stabilized by methoxyl: J. Org. Chem., 48, 4397 (1983):
  
• The derived Grignard reagent has been used in the synthesis of the isoquinoline alkaloid (-)-mesembrine: J. Org. Chem., 60, 6785 (1995).