2-bromo-2-methylpropane

• ChemBase编号: 88899
• 分子式: C4H9Br
• 平均质量: 137.01826
• 单一同位素质量: 135.98876229
• SMILES: BrC(C)(C)C
• Canonical SMILES: CC(Br)(C)C
• InChI: InChI=1S/C4H9Br/c1-4(2,3)5/h1-3H3
• InChIKey: RKSOPLXZQNSWAS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-bromo-2-methylpropane
• IUPAC传统名: tert-butyl bromide
• 别名: 叔丁基溴; 2-甲基-2-溴丙烷; 叔丁基溴; 2-溴-2-甲基丙烷; 2-Bromo-2-methylpropane; tert-Butyl bromide; tert-Butyl bromide; 2-BROMO-2-METHYLPROPANE; 1-Bromo-1,1-dimethylethane; Bromotrimethylmethane; 1,1-Dimethylethyl bromide; Trimethylbromomethane; 2-methyl-2-bromopropane; tert-Butyl bromide; 2-Bromo-2-methylpropane

登记号

• CAS号: 507-19-7
• EC号: 208-065-9
• MDL号: MFCD00000125
• Beilstein号: 1730892
• 默克索引号: 141555
• PubChem SID: 162075796; 24848212; 24851816
• PubChem CID: 10485
• CHEMBL: 347644
• Chemspider ID: 10053
• 维基百科标题: Tert-Butyl_bromide

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.0754697
• LogD (pH = 7.4): 2.0754697
• Log P: 2.0754697
• 摩尔折射率: 28.1014 cm^3
• 极化性: 10.851001 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Colorless liquid
• 熔点: -16.20°C (256.95K); -20 °C(lit.); -20°C; -20°C
• 沸点: 71-73 °C(lit.); 71-73°C; 73.25°C (346.4K); 74-76°C
• 闪点: 16 °C; 18°C; 18°C(64°F); 60.8 °F
• 密度: 1.189; 1.210; 1.22 g mL^-1 (at 20 °C); 1.22 g/mL at 20 °C(lit.)
• 折射率: 1.4279; 1.4280; n20/D 1.4279(lit.); n20/D 1.428
• 分配系数: 2.574
• 亨利常数: 310 nmol Pa^-1 kg^-1
• 热容: 165.7 J K mol^-1
• 标准摩尔生成焓 (ΔfH^o298): -133.4 kJ mol^-1

安全信息

• 保存注意事项: Highly Flammable/Light Sensitive
• RTECS编号: TX4150000
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: 2342; UN2342
• 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; R11
• 安全公开号: 16-33; 9-16-33-60; S16, S33
• TSCA收录: 是
• GHS危险品标识: GHS flame; GHS02
• GHS警示词: DANGER; Danger
• 半数致死量: 1.25 g kg^-1 (intraperitoneal, rat); 4.4 g kg^-1 (intraperitoneal, mouse)
• GHS危险声明: 225; H225
• GHS警示性声明: 210; P210; 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 2342 3/PG 2

产品相关信息

• 纯度: ≥97.0% (GC); 98%; 98+%, stab. with potassium carbonate
• 级别: purum
• 其他组分: 0.5% potassium carbonate as stabilizer
• 线性分子式: (CH3)3CBr

详细说明

MP Biomedicals - 05206782

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 135615

包装
5, 100, 500 g in glass bottle

Sigma Aldrich - 19700

Caution
储存时可变为褐黄色

参考文献

• Reduces sulfoxides to sulfides via a bromosulfonium intermediate: Synthesis, 141 (1981):
  
• For use of tert-halides in the direct alkylation of malonic acid derivatives under Lewis acid conditions, see Malononitrile, A15046. Similarly, silyl enol ethers can be alkylated by tert-butyl halides in the presence of TiCl₄: Angew. Chem. Int. Ed., 17, 48 (1978).
• In the presence of K₂CO₃ and BTEAC in DMA, N-protected amino acids can be readily converted to their t-butyl esters: Tetrahedron Lett., 34, 7409 (1993).
• Similarly, with DMSO is equivalent to bromodimethylsulfonium bromide, and has been used to cleave ethylene thioacetals: Synthesis, 151 (1982), and as a highly selective brominating agent for alkenes and alkynes: Gazz. Chim. Ital., 115, 29 (1985), aldehydes and ketones: Tetrahedron, 40, 2035 (1984).