TriphenylMethyl chloride

TriphenylMethyl chloride - Names and Identifiers

Name	Triphenylmethyl Chloride
Synonyms	Trt-Cl TRT-CL Trityl chloride Chlorotriphenylmethane chlorotriphenyl-methan Tripherylchloromethane CHLOROTRIPHENYLMETHANE Triphenylchloromethane Triphenylmethyl Chloride Methane, chlorotriphenyl- alpha-Chlorotriphenylmethane [Chloro(diphenyl)methyl]benzene syn. Nae Chlorotriphenylmethane 1,1',1''-(chloromethylidyne)tris-benzen 1,1',1''-(chloromethanetriyl)tribenzene 1,1',1''(-Chloromethylidyne)trisben-zene Trityl chloride (Triphenylchloromethane) BENZENE, 1,1',1''-(CHLOROMETHYLIDYNE)TRIS- D-(-)-p-Hydroxyphenylglycine Dane Salt(M.K.)
CAS	76-83-5
EINECS	200-986-4
InChI	InChI=1/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

TriphenylMethyl chloride - Physico-chemical Properties

Molecular Formula	C19H15Cl
Molar Mass	278.78
Density	1.1088 (rough estimate)
Melting Point	109-112°C(lit.)
Boling Point	230-235°C20mm Hg(lit.)
Flash Point	230-235°C/20mm
Water Solubility	Insoluble in water. Soluble in chloroform, hexane, benzene, ether, acetone and tetrahydrofuran.
Solubility	chloroform: 0.1g/mL, clear
Vapor Presure	1.82E-05mmHg at 25°C
Appearance	White crystal
Color	White to off-white or light yellow-beige
BRN	397363
Storage Condition	Store below +30°C.
Sensitive	Lachrymatory
Refractive Index	1.6281 (estimate)
MDL	MFCD00000813
Physical and Chemical Properties	Melting point 110-113°C boiling point 230-235°C (20 mmHg)
Use	Used as cephalosporin drug intermediates

TriphenylMethyl chloride - Risk and Safety

Risk Codes	R34 - Causes burns R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R14 - Reacts violently with water R36/37 - Irritating to eyes and respiratory system.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S27 - Take off immediately all contaminated clothing.
UN IDs	UN 3261 8/PG 3
WGK Germany	3
RTECS	PA6450000
FLUKA BRAND F CODES	10-19-21
TSCA	Yes
HS Code	29036990
Hazard Note	Irritant
Hazard Class	8
Packing Group	III
Toxicity	LD50 orally in Rabbit: > 5000 mg/kg

TriphenylMethyl chloride - Introduction

Sensitive to humid air. Decomposed in water, soluble in toluene, dichloromethane and DMF.

Last Update：2022-10-16 17:28:29

TriphenylMethyl chloride - Reference Information

NIST chemical information	information provided by: webbook.nist.gov (external link)
EPA chemical substance information	information provided by: ofmpeb.epa.gov (external link)
Introduction	triphenylmethyl chloride, white crystal, insoluble in water, soluble in benzene, carbon disulfide, petroleum ether, slightly dissolved in alcohol, ether, water absorption into tribenzyl alcohol; Melting point of 110 ℃ ~ 112 ℃, boiling point of 230 ℃ ~ 235 ℃(20mmHg), is an important pharmaceutical intermediates, it is one of the basic organic raw materials commonly used in the field of pharmaceutical and chemical industry.
Application	triphenylmethyl chloride is one of the basic organic raw materials commonly used in the field of pharmaceutical and chemical industry, it can be used as a primary hydroxyl group, amine group, thiol group selective protecting group in the compound such as nucleoside, monosaccharide or polysaccharide, and the basic chemical reagent in the synthesis of polypeptide. In the process of organic chemical and pharmaceutical synthesis using triphenylmethyl chloride as a protective reagent, in the process of removing the protective group of triphenylmethyl in acidic alcohol solution, triphenylmethyl alkyl ether such as triphenylmethyl methyl ether, triphenylmethyl ethyl ether, triphenylmethyl propyl ether and other by-products.
preparation method	Japanese patent no. JP63 -57540 reports a method for removing the impurity triphenylmethanol by passing hydrogen chloride into a crude product of triphenylchloromethane. Add 139.2G of crude triphenylmethyl chloride and 164g of carbon tetrachloride into the reaction flask, heat to 55 ℃, and inject hydrogen chloride at a flow rate of 0.72Nl/h. After 3h, stop feeding hydrogen chloride and cool to 5 ℃, crystals were precipitated to give 103.2G of triphenylchloromethane with a purity of 99.8%.
Use	used as a cephalosporin drug intermediate used in the synthesis of the antiviral drug iodoside. used as amino group protecting agent used as initiator for resin polymer, catalyst for organic reaction, flour improver, fiber decolorizing agent and exchanger for rubber products, also used in the production of pharmaceutical pesticides triphenylchloromethane is one of the basic organic raw materials commonly used in the field of pharmaceutical and chemical industry, in the process of organic chemical industry and drug synthesis, can be used as nucleoside, primary hydroxyl selective protecting groups in compounds such as monosaccharides or polysaccharides, and basic chemical reagents in polypeptide synthesis. detection of primary alcohols in sugars. Organic Synthesis. Triphenylmethylating agents for the group protection of amines, alcohols and thiols. For the Wittig reaction, the neronium salt is formed. triphenylmethylated reagent
production method	dry thiophene-free benzene mixed with carbon tetrachloride to 0-5 °c, A large amount of hydrogen chloride gas was evolved during the stirring reaction. The reactants were added to a pre-cooled mixture of benzene and hydrochloric acid and hydrolyzed at below 25 °c. After completion of the reaction, the benzene layer was separated. The benzene was removed by heating, cooled to 40 ℃, a little acetyl chloride was added, and heated to reflux for a moment. Cooling, filtering out the mother liquor, filter cake with petroleum ether, benzene each wash once, dry, that is, triphenylchloromethane.
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)

Last Update：2024-04-09 21:21:28

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