2-chloroacetonitrile

• ChemBase编号: 109955
• 分子式: C2H2ClN
• 平均质量: 75.49698
• 单一同位素质量: 74.98757675
• SMILES: ClCC#N
• Canonical SMILES: ClCC#N
• InChI: InChI=1S/C2H2ClN/c3-1-2-4/h1H2
• InChIKey: RENMDAKOXSCIGH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloroacetonitrile
• IUPAC传统名: chloroacetonitrile
• 别名: 氯乙腈; Chloroacetonitrile; CHLOROACETONITRILE

登记号

• CAS号: 107-14-2
• EC号: 203-467-0
• MDL号: MFCD00001885
• Beilstein号: 506028
• PubChem SID: 24892453; 162095693
• PubChem CID: 7856

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.37194696
• LogD (pH = 7.4): 0.37194696
• Log P: 0.37194696
• 摩尔折射率: 16.3762 cm^3
• 极化性: 6.175021 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: 124-126 °C(lit.); 124-126°C
• 闪点: 118.4 °F; 48 °C; 56°C(132°F)
• 密度: 1.193 g/mL at 25 °C(lit.); 1.195
• 折射率: 1.4230; n20/D 1.422(lit.); n20/D 1.423
• 蒸汽压: 1.78 psi ( 20 °C)
• 蒸汽密度: 3 (vs air)

安全信息

• RTECS编号: AL8225000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 2668; UN2668
• 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): 2; I
• 危险公开号: 23/24/25-51/53; R:23/24/25-51/53
• 安全公开号: 1/2-45-61; 45-61; S:45-61
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS06; GHS09
• GHS警示词: Danger
• GHS危险声明: H301-H311-H331-H226-H411; H301-H311-H331-H411
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P361-P405-P501A; P261-P273-P280-P301 + P310-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 2668 6.1/PG 2

产品相关信息

• 纯度: ≥99.0% (GC); 98+%; 99%
• 级别: purum
• 线性分子式: ClCH2CN

详细说明

MP Biomedicals - 05213167

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C19651

包装
5, 100, 500 g in glass bottle

参考文献

• Forms cyanomethyl esters with carboxylic acids, e.g. in the presence of Et₃N, which are a useful protection method; the esters are readily cleaved by Na₂S in aqueous acetone: Synth. Commun., 22, 693 (1992).
• Good yields of ?-hydroxy nitriles have been obtained by Reformatsky-type reaction with aldehydes and ketones using Zn and TMS chloride: Tetrahedron Lett., 31, 2205 (1990). See Bromoacetonitrile, A13933.
• In the presence of base, Darzens condensation with aldehydes and ketones, under conventional or phase-transfer conditions, gives glycidonitriles (cyano epoxides), readily converted to the homologated carboxylic acids, esters or aldehydes with loss of cyanide: J. Chem. Soc., Chem. Commun., 988 (1974); Coll. Czech. Chem. Commun., 53, 822 (1988).
• Ritter reaction with tertiary alcohols yields 2-chloroacetamides which, on treatment with thiourea, provides a high-yield conversion of tertiary alcohols to the corresponding amines: Synthesis, 1709 (2000):
  
• For use in vicarious nucleophilic substitution of hydrogen in nitro-substituted hetereocycles, see 2-Nitrothiophene, A17464.