2-bromoacetonitrile

• ChemBase编号: 8902
• 分子式: C2H2BrN
• 平均质量: 119.94798
• 单一同位素质量: 118.93706107
• SMILES: BrCC#N
• Canonical SMILES: BrCC#N
• InChI: InChI=1S/C2H2BrN/c3-1-2-4/h1H2
• InChIKey: REXUYBKPWIPONM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-bromoacetonitrile
• IUPAC传统名: 2-bromoacetonitrile
• 别名: 溴乙腈; Bromoacetonitrile; Bromoacetonitrile; 2-Bromoacetonitrile

登记号

• CAS号: 590-17-0
• EC号: 209-672-1
• MDL号: MFCD00001884
• Beilstein号: 956569
• PubChem SID: 160972209; 24854561; 24849900
• PubChem CID: 11534

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.55744225
• LogD (pH = 7.4): 0.55744225
• Log P: 0.55744225
• 摩尔折射率: 19.3597 cm^3
• 极化性: 7.298889 Å^3
• 极化表面积: 23.79 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

• 沸点: 150°C; 60-62 °C/24 mmHg(lit.); 60-62°C/24mm
• 闪点: 110 °C; 230 °F; 81°C(178°F)
• 密度: 1.722; 1.722 g/mL at 25 °C(lit.)
• 折射率: 1.4800; n20/D 1.479; n20/D 1.479(lit.)

安全信息

• 保存注意事项: LACHRYMATOR, TOXIC, CORROSIVE
• RTECS编号: AL7970000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 3276; UN2922
• 德国WGK号: 3
• 联合国危险货物等级: 6.1; 8
• 联合国危险货物包装类别(PG): 3; II
• 危险公开号: 23/24/25-34; 23/24/25-36/37/38
• 安全公开号: 26-27-36/37/39-45; 26-36-45
• TSCA收录: false; 否
• GHS危险品标识: GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330-H314-H318-H227; H301-H311-H315-H319-H331-H335
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P261-P280-P301 + P310-P305 + P351 + P338-P311
• 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 3276 6.1/PG 3

产品相关信息

• 纯度: ≥97.0% (GC); 95+%; 96%; 97%; 98%
• 级别: purum
• 线性分子式: BrCH2CN

详细说明

Sigma Aldrich - 242489

包装
5, 25, 100 g in glass bottle

参考文献

• Phenols can be protected (K₂CO₃, acetone) as their cyanomethyl ethers which can be cleaved by hydrogenation of the nitrile: Tetrahedron Lett., 34, 7567 (1993).
• The Reformatsky-type reaction with cyclohexanone is more successful in the presence of a Zn/Ag couple than with the conventional Zn-Cu couple: Synth. Commun., 19, 2355 (1989). Good yields of ?-hydroxy nitriles have also been achieved from aldehydes and ketones using Zn and TMS chloride: Tetrahedron Lett., 31, 2205 (1990). The condensation with aldehydes can also be mediated by active Ni: Tetrahedron Lett., 26, 155 (1985). The reaction with aldehydes in the presence of Zn and tri-n-butylphosphine gives ɑ?-unsaturated nitriles directly: Synth. Commun., 20, 3277 (1990).