benzyl 2,2,2-trichloroethanecarboximidate

• ChemBase编号: 61948
• 分子式: C9H8Cl3NO
• 平均质量: 252.52492
• 单一同位素质量: 250.96714692
• SMILES: C(=N)(C(Cl)(Cl)Cl)OCc1ccccc1
• Canonical SMILES: N=C(C(Cl)(Cl)Cl)OCc1ccccc1
• InChI: InChI=1S/C9H8Cl3NO/c10-9(11,12)8(13)14-6-7-4-2-1-3-5-7/h1-5,13H,6H2
• InChIKey: HUZCTWYDQIQZPM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: benzyl 2,2,2-trichloroethanecarboximidate
• IUPAC传统名: benzyl 2,2,2-trichloroethanecarboximidate
• 别名: 2,2,2-三氯乙酰亚胺苄酯; 苄基-2,2,2-三氯乙酰亚氨酸酯; 2,2,2-三氯乙亚氨酸苄酯; Benzyl 2,2,2-trichloroacetimidate; 2,2,2-Trichloroacetimidic acid benzyl ester; Benzyl 2,2,2-trichloroacetimidate

登记号

• CAS号: 81927-55-1
• MDL号: MFCD00000805
• Beilstein号: 2525375
• PubChem SID: 24848466; 162027687; 24889440
• PubChem CID: 144968

理论计算性质

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 3.3738768
• LogD (pH = 7.4): 3.3789399
• Log P: 3.3790047
• 摩尔折射率: 70.2809 cm^3
• 极化性: 22.883371 Å^3
• 极化表面积: 33.08 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 106-114 °C/0.5 mmHg(lit.); 110-114°C/0.5mm; 110-114°C/0.5mm
• 闪点: >110°C(230°F); 113 °C; 235.4 °F
• 密度: 1.356; 1.359 g/mL at 25 °C(lit.)
• 折射率: 1.5450; n20/D 1.545; n20/D 1.545(lit.)
• 转变温度: solidification point 3-4 °C

安全信息

• 保存注意事项: Moisture Sensitive; MOISTURE SENSITIVE, KEEP COLD
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38; 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-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
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 97%; 98%; 99%
• 级别: purum
• 杂质: <1% benzyl alcohol
• 线性分子式: CCl3C(=NH)OCH2C6H5

详细说明

Sigma Aldrich - 140333

包装
5, 25 g in glass bottle
Application
用于羟基的酸催化苄基化。1

Sigma Aldrich - 91075

Other Notes
在温和的酸性催化作用下，用于醇的苄基化的试剂1,2,3,4,5

参考文献

• Mild, selective benzylating agent. Formation of benzyl ethers from alcohols at room temperature is catalyzed by triflic acid; isopropylidene and benzylidene protecting groups are unaffected: J. Chem. Soc., Perkin 1., 2247 (1985). TMS triflate has also been recommended as a catalyst, avoiding racemization of sensitive substrates: Tetrahedron, 43, 1619 (1993). For use in the preparation of benzyl ethers of ?-hydroxy esters, see: Synthesis, 568 (1987).
• The reagent can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF₃ etherate: Synthesis, 168 (1997). For conversion of N-Boc groups to N-Cbz, catalyzed by triflic acid, see: J. Org. Chem., 55, 5170 (1990). See also Appendix 6.