2-methylpropyl chloroformate

• ChemBase编号: 103332
• 分子式: C5H9ClO2
• 平均质量: 136.57676
• 单一同位素质量: 136.02910721
• SMILES: CC(C)COC(=O)Cl
• Canonical SMILES: CC(COC(=O)Cl)C
• InChI: InChI=1S/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3
• InChIKey: YOETUEMZNOLGDB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-methylpropyl chloroformate
• IUPAC传统名: 2-methylpropyl chloroformate
• 别名: 氯甲酸异丁酯; isobutyl carbonochloridate; Chloroformic acid isobutyl ester; IBCF; Isobutyl chloroformate; Carbonochloridic acid, 2-methylpropyl ester; Chlorameisensaurebutylester; i-Butyl chloroformate; ISOBUTYL CHLOROFORMATE

登记号

• CAS号: 543-27-1
• EC号: 208-840-1
• MDL号: MFCD00000642
• Beilstein号: 956590
• 默克索引号: 145139
• PubChem SID: 162090671; 24853864; 24850706
• PubChem CID: 62365

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.1735783
• LogD (pH = 7.4): 2.1735783
• Log P: 2.1735783
• 摩尔折射率: 31.87 cm^3
• 极化性: 12.658829 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -80°C
• 沸点: 128°C; 128.8 °C(lit.); 128-129°C
• 闪点: 27.7°C; 30°C(86°F); 36 °C; 96.8 °F
• 密度: 1.04 g/ml; 1.045 g/mL at 20 °C; 1.048; 1.053 g/mL at 25 °C(lit.)
• 折射率: 1.4060; n20/D 1.407(lit.); n20/D 1.408
• 蒸汽压: 0.33 mmHg ( 20 °C); 0.33 psi @ 20°C

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 2742; 3390; UN2742
• 德国WGK号: 2
• 联合国危险货物等级: 3/8; 6.1
• 联合国危险货物包装类别(PG): 1; I; II
• 澳大利亚Hazchem: 3W
• 危险公开号: 10-22-23-34; 10-23/24/25-34; R:10-25-34
• 安全公开号: 26-36/37/39-45; 9-23-26-27-36/37/39-45-60; S:16-28-36/37/39-45
• 欧盟危险货物分类: TFC
• 欧盟危险识别号(EUHIN): 6.1A
• 美国ERG指导号: 155
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06
• GHS警示词: Danger
• GHS危险声明: H226-H302-H314-H331; H300-H310-H330-H314-H318-H226
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P261-P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3390 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (GC); 98%
• 级别: purum
• 线性分子式: ClCO2CH2CH(CH3)2

详细说明

MP Biomedicals - 02151355

Reagent used in mixed anhydride method of peptide synthesis.
1 ml = approx. 1.04 g

MP Biomedicals - 05202510

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 177989

包装
25, 100 g in Sure/Seal™
Application
氨基酸1和胺 GC 分析的衍生化试剂。2肽偶联剂。3

参考文献

• Superior to ethyl chloroformate in the mixed anhydride method of peptide synthesis: Org. Prep. Proced. Int., 7, 215 (1975); review: Org. React., 12, 157 (1962). Use in combination with 1-Methylpiperidine, L03398, minimizes competing urethane formation, arising from cleavage of the mixed anhydride in the wrong sense: J. Org. Chem., 48, 2939 (1983). Addition of CuCl₂ is reported to suppress racemization completely: Chem. Lett., 2125 (1989). For peptide reagents, see Appendix 6.
• Has been used to protect a nucleoside OH group as its isobutyl carbonate. Cleavage was by hydrolysis with 80% AcOH: J. Org. Chem., 32, 2365 (1967). Protection of amino groups as their isobutyl carbamates has also been reported: J. Am. Chem. Soc., 91, 3356 (1969).