tetrabromomethane

• ChemBase编号: 90364
• 分子式: CBr4
• 平均质量: 331.6267
• 单一同位素质量: 327.673348
• SMILES: BrC(Br)(Br)Br
• Canonical SMILES: BrC(Br)(Br)Br
• InChI: InChI=1S/CBr4/c2-1(3,4)5
• InChIKey: HJUGFYREWKUQJT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrabromomethane
• IUPAC传统名: carbon tetrabromide
• 别名: 四溴化碳; 四溴化碳; 四溴甲烷; Tetrabromomethane; Carbon tetrabromide; Tetrabromomethane; Carbon bromide; Methane tetrabromide; Tetrabromomethane; Carbon tetrabromide

登记号

• CAS号: 558-13-4
• EC号: 209-189-6
• MDL号: MFCD00000117
• Beilstein号: 1732799
• PubChem SID: 24888767; 24892347; 162077179
• PubChem CID: 11205
• CHEBI ID: 47875
• Chemspider ID: 10732
• Gmelin ID: 26450
• 医学主题词(MeSH): carbon+tetrabromide
• 维基百科标题: Tetrabromomethane

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 3.5968134
• LogD (pH = 7.4): 3.5968134
• Log P: 3.5968134
• 摩尔折射率: 2.3038 cm^3
• 极化性: 15.332903 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 crystals
• 熔点: 88-90 °C(lit.); 88-90°C; 90-95°C; 92-93 °C; 94.45°C (367.6K)
• 沸点: 189.65°C (462.8K); 190 °C(lit.); 190°C; 190°C
• 密度: 2.9; 3.42 g mL^-1; 3.420
• 蒸汽压: 40 mmHg ( 96 °C); 5.33 kPa (at 96.3 °C)
• 热容: 145.9 J K^-1 mol^-1
• 标准摩尔燃烧焓 (ΔcH^o298): -426.2–-419.6 kJ mol^-1
• 标准摩尔生成焓 (ΔfH^o298): 26.0–32.8 kJ mol^-1

安全信息

• 保存注意事项: Toxic/Harmful/Irritant/Corrosive/Light Sensitive
• RTECS编号: FG4725000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2516; UN2516
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22-37/38-41; R37/38, R41, R52/53
• 安全公开号: 26-36; 26-36/37/39-60; S26, S36
• TSCA收录: 是
• GHS危险品标识: GHS corrosion; GHS exclamation mark; GHS05; GHS07
• GHS警示词: DANGER; Danger
• NFPA704:
  

  0

  2

  0
• 半数致死量: 1.8 g kg^-1 (oral, rat); 56 mg kg^-1 (intravenous, mouse)
• GHS危险声明: 302, 315, 318, 335; H302-H315-H318-H335; H318-H315-H302-H335
• GHS警示性声明: 261, 280, 305+351+338; P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2516 6.1/PG 3

产品相关信息

• 纯度: ≥97.0% (GC); 98% (dry wt.), may cont. up to ca 6% water; 99%
• 级别: purum; ReagentPlus®
• Empirical Formula (Hill Notation): CBr4

详细说明

Sigma Aldrich - C11081

包装
5, 100, 500 g in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

参考文献

• Brominating agent for Li ester enolates, where bromine tends to give erratic results: J. Org. Chem., 43, 3687 (1978). Exchange reaction with n-BuLi or PhLi in ether at -111^o generates tribromomethyllithium, giving 91% yield on carbonation: Chem. Ber., 101, 3230 (1968).
• In combination with triphenylphosphine, effects the dibromomethylenation of aldehydes to 1,1-dibromoalkenes: J. Am. Chem. Soc., 84, 1745 (1962). Dehydrobromination of the products with n-BuLi provides a valuable aldehyde to alkyne homologation: Tetrahedron Lett., 3769 (1972); 31, 3141 (1990). An improved procedure, suitable for sensitive aldehydes, has been described using triethylamine in the dibromomethylenation step to suppress side reactions, and the hindered base sodium bis(trimethylsilylamide) (NaHMDS) for the elimination step: Tetrahedron Lett., 35, 3529 (1994); Synth. Commun., 25, 3641 (1995):
  
• Also frequently used in combination with triphenylphosphine for the conversion of alcohols to alkyl bromides under mild conditions, applicable to sensitive substrates such as allylic or carbohydrate molecules: Chem. Ind. (London), 1017 (1969); J. Org. Chem., 36, 403 (1971); Synth. Commun., 24, 1117 (1994).