Trityl chloride 三苯基氯甲烷

CAS 76-83-5 MFCD00000813

化学结构图

76-83-5
SMILES: ClC(c1ccccc1)(c1ccccc1)c1ccccc1

化学属性

Mol. FormulaC19H15Cl
Mol. Weight278.78
Density1.422
Melting Point109-112°C
TSCAYes
Boiling Point230-235°C at 760 mmHg
Flash Point230-235°C/20mm
Appearance 白色晶体
Stability对湿度敏感
Solubilitychloroform: 0.1 g/mL, clear

别名和识别编码

Chemical NameTrityl chloride
CAS Number76-83-5
Synonym (Chloromethanetriyl)tribenzene {LY} (Chloromethanetriyl)tribenzene {} {LY} (Chloromethanetriyl)tribenzene {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Chloromethanetriyl)tribenzene {} {}
MDL NumberMFCD00000813
EC Number200-986-4
Beilstein Registry Number397363
PubChem Substance ID6456
Chemical Name Translation三苯基氯甲烷
Reaxys-RN397363
LabNetwork Molecule IDLN00193683
InChIInChI=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
Canonical SMILESClC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
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分类

  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment
  • {SNA} Chemical Synthesis, Others, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • Miscellaneous Reagents
  • {SNA} Chemical Synthesis, Other Protecting and Derivatizing Reagents, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • Intermediates
  • Aromatics

产品应用

  • 三苯甲基化试剂

相关文献及参考

  • Beilstein:5(3)2315
  • 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 an improved method for O-tritylation in triethylamine in the presence of catalytic amounts of DMAP, see: Tetrahedron Lett., 95 (1979).
  • Short: II/27B
  • 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.
  • Short: III/20b
  • 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.
  • 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 (1983);

安全信息

Signal word Danger Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
Risk Statements
  • R14 Reacts violently with water 遇水会猛烈反应
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R50/53
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P330+P331+P310
  • P303+P361+P353
  • P304+P340
  • P304+P340+
  • P305+P351+P338
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSPA6450000
Packing GroupIII
UN Number 3261 UN 3261 8/PG 3 UN3261
Storage condition 2-8°C {LY} 2-8°C Moisture Sensitive Store under Nitrogen {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Hazard statements
  • H290 May be corrosive to metals 可能腐蚀金属。
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
Personal Protective Equipment 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
Hazard Codes 8 C C,N C;N
Hazard Class8 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 180 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#04021

其他信息

  • 三苯基氯甲烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 K9300001 三苯基氯甲烷;三苯基甲基氯 100g 474元 2011/04/16 C0308 三苯基氯甲烷 Trityl Chloride 25G 230元 2011/04/16 C0308 三苯基氯甲烷 Trityl Chloride 500G 1800元
  • 用途三:三苯甲基化试剂
  • MOL 文件:76-83-5.mol
  • 下游产品:4-咪唑甲醛 --> N-叔丁氧羰基-S-三苯甲基-L-半胱氨酸 --> 1-三苯甲基-1H-咪唑-4-羧酸
  • 存储注意事项:氮气保护;湿度敏感
  • 用途一:用作头孢类药物中间体
  • 方法一:干燥无噻吩的苯与四氯化碳混合冷至0-5℃，加入三氯化铝，搅拌反应中放出大量氯化氢气体。将反应物加入预冷的苯和盐酸的混合物中，在25℃以下水解。反应完毕，分取苯层。加热蒸去苯，冷至40℃、加乙酰氯少许，加热回流片刻。冷却，滤除母液，滤饼用石油醚、苯各洗一次，干燥，即得三苯氯甲烷。
  • F:10-19-21
  • Sigma Aldrich:76-83-5(sigmaaldrich)
  • 上游原料:三苯氯甲烷
  • 用途二:用于合成抗病毒药碘甙。
  • Acros Organics:三苯基氯甲烷 Triphenylmethyl chloride, 98%(76-83-5)
  • Hazard Note:Irritant
  • 海关编码:29036990
  • TCI Shanghai:三苯基氯甲烷 Trityl Chloride,>;98.0%(T)(76-83-5)
  • MSDS 信息:alpha-Chlorotriphenylmethane(76-83-5).msds
  • 对潮湿空气敏感。水中分解，溶于甲苯、二氯甲烷和DMF 。
  • 敏感性:Lachrymatory
  • 检测方法:HPLC,NMR
  • Alfa Aesar:三苯基氯甲烷,98% Chlorotriphenylmethane, 98%(76-83-5)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Halogenated Hydrocarbons 卤代烃
  5. Aryl 芳基卤代烃
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Others - Protecting and Derivatizing Reagents
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. DNA / RNA Synthesis