(chlorodiphenylmethyl)benzene

• ChemBase编号: 78377
• 分子式: C19H15Cl
• 平均质量: 278.7754
• 单一同位素质量: 278.08622816
• SMILES: ClC(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: ClC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C19H15Cl/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• InChIKey: JBWKIWSBJXDJDT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (chlorodiphenylmethyl)benzene
• IUPAC传统名: triphenylmethyl chloride
• 别名: 三苯基甲基氯; 氯三苯甲烷; 氯代三苯甲烷; 三苯基氯甲烷; Triphenylmethyl chloride; Trityl chloride; Chlorotriphenylmethane; (Chloromethanetriyl)tribenzene; 1,1',1''-(Chloromethylidyne)tris[benzene]; NSC 435; Chlorotriphenylmethane; 1,1',1''-(Chloromethanetriyl)tribenzene; Trityl chloride; Trityl chloride; Triphenylchloromethane; TRIPHENYLMETHYL CHLORIDE; TRIPHENYLCHLOROMETHANE

登记号

• CAS号: 76-83-5
• EC号: 200-986-4
• MDL号: MFCD00000813
• Beilstein号: 397363
• PubChem SID: 162043146; 24889652; 24900525
• PubChem CID: 6456
• Chemspider ID: 17344583
• 维基百科标题: Triphenylmethyl_chloride

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 5.99297
• LogD (pH = 7.4): 5.99297
• Log P: 5.99297
• 摩尔折射率: 86.3625 cm^3
• 极化性: 33.236782 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; chloroform 0.1g/ml; chloroform: soluble0.1 g/mL, clear
• 外观: Off-White Solid; white to yellow solid
• 熔点: 109-112 °C(lit.); 109-112°C; 109-113 °C; 110°C; 110-114°C; 111-113°C; 112-114°C
• 沸点: 230°C; 230°C (at 20mmHg) and 374.3°C (at 760mmHg); 230-235 °C/20 mmHg(lit.); 230-235°C/20mm; 230-235°C/20mm
• 闪点: 177.9°C
• 密度: 1.141g/cm^3

安全信息

• 保存条件: 2-8°C, Store Under Nitrogen; Refrigerator
• 保存注意事项: Corrosive/Lachrymatory/Moisture Sensitive/Store under Argon; Moisture Sensitive
• RTECS编号: PA6450000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 3261; UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 3; II
• 危险公开号: 34; 34-50/53; R:34
• 安全公开号: 26-36/37/39-45; 26-36/37/39-45-60-61; S:26-27/28-36/37/39-46-64
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS09
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318-H400-H410
• GHS警示性声明: P280-P273-P305+P351+P338-P309-P310; P280-P305 + P351 + P338-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 3

产品相关信息

• 纯度: ≥98%; ≥97.0% (AT); ≥97.0% (HPLC); 97%; 98%
• 级别: purum
• 燃烧残渣: ≤0.2% (as SO4)
• 线性分子式: (C6H5)3CCl

详细说明

MP Biomedicals - 02152175

Crystalline
Purity: 98+%
N-protecting reagent.

MP Biomedicals - 05207858

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T83801

Application
胺、醇以及硫醇的保护试剂。1,2
包装
25, 100, 500 g in poly bottle

Sigma Aldrich - 93000

Other Notes
用于三苯甲基化的试剂；对敏感化合物进行三苯甲基化和随后的去三苯甲基化的有效方法1,2

Toronto Research Chemicals - T887260

Trityl Chloride is an alkyl halide commonly used in organic synthesis to introduce the trityl protecting group. Trityl Chloride is used in the preparation of S-trityl-L-cysteine (STLC), a tight-binding inhibitor of Eg5 that prevents mitotic progression.

参考文献

• DeBonis, S. et al.: J. Med. Chem., 51, 1115 (2008)
• Chadwick, D.J. et al.: J. Chem. Soc. Perk. Trans. Org. Bio-Org. Chem., 1, 102 (2008)
• Reagent for protection of N, S and particularly O functions as trityl (Trt) derivatives, stable to a wide range of conditions, but readily cleaved by mild acid.
• For an improved method for O-tritylation in triethylamine in the presence of catalytic amounts of DMAP, see: Tetrahedron Lett., 95 (1979).
• Progressively more acid-labile protecting groups contain one, two or three p-methoxy-groups: 4-Methoxytrityl chloride, A10545, 4,4'-Dimethoxytrityl chloride, A11626, and 4,4',4''-Trimethoxytrityl chloride, L00629, respectively.
• For a one-pot procedure for the high yield, racemization-free N-tritylation of amino acids, by means of prior in situ O-silylation, see: J. Org. Chem., 47, 1324 (1982). N-Trt- derivatives of amino acids have also been converted to Leuchs' anhydrides by treatment with phosgene or triphosgene, and the products coupled with amino acid esters to give dipeptides in good yields without racemization: J. Org. Chem., 64, 2532 (1999). See also 9-Bromo-9-phenylfluorene, L14225.