ChemicalBook--->CAS DataBase List--->76-83-5

76-83-5

76-83-5 Structure

76-83-5 Structure
IdentificationMore
[Name]

Triphenylmethyl chloride
[CAS]

76-83-5
[Synonyms]

alpha-chlorotriphenylmethane
BENZENE, 1,1',1''-(CHLOROMETHYLIDYNE)TRIS-
CHLOROTRIPHENYLMETHANE
PH3C-CL
TRIPHENYLCHLORMETHANE
TRIPHENYLCHLOROMETHANE
TRIPHENYLMETHYL CHLORIDE
TRITY CHLORIDE
TRITYL CHLORIDE
TRT-CL
[Chloro(diphenyl)methyl]benzene
1,1’,1’’-(chloromethylidyne)tris-benzen
1,1’,1’’(-Chloromethylidyne)trisben-zene
chlorotriphenyl-methan
Methane, chlorotriphenyl-
D-(-)-p-Hydroxyphenylglycine Dane Salt(M.K.)
syn. Nae Chlorotriphenylmethane
Trityl chloride (Triphenylchloromethane)
Triphenylmethyl chloride (Trityl chloride)
TryTylchloride
[EINECS(EC#)]

200-986-4
[Molecular Formula]

C19H15Cl
[MDL Number]

MFCD00000813
[Molecular Weight]

278.78
[MOL File]

76-83-5.mol
Chemical PropertiesBack Directory
[Appearance]

White to yellow solid
[Melting point ]

109-112 °C(lit.)
[Boiling point ]

230-235 °C20 mm Hg(lit.)
[density ]

1.1088 (rough estimate)
[refractive index ]

1.6281 (estimate)
[Fp ]

230-235°C/20mm
[storage temp. ]

Store under Nitrogen
[solubility ]

chloroform: 0.1 g/mL, clear
[form ]

Powder or Crystals
[color ]

White to off-white or light yellow-beige
[Water Solubility ]

Insoluble in water. Soluble in chloroform, hexane, benzene, ether, acetone and tetrahydrofuran.
[Sensitive ]

Lachrymatory
[Detection Methods]

HPLC,NMR
[BRN ]

397363
[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
[SMILES]

ClC(c1ccccc1)(c2ccccc2)c3ccccc3
[CAS DataBase Reference]

76-83-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Triphenylmethyl chloride(76-83-5)
[Storage Precautions]

Store under nitrogen;Moisture sensitive
[EPA Substance Registry System]

76-83-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
[Hazard Codes ]

C,N
[Risk Statements ]

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 Statements ]

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 label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 3261 8/PG 3
[WGK Germany ]

3
[RTECS ]

PA6450000
[F ]

10-19-21
[Hazard Note ]

Irritant
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29036990
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Skin Corr. 1B
[Hazardous Substances Data]

76-83-5(Hazardous Substances Data)
[Toxicity]

LD50 orally in Rabbit: > 5000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Triphenyl methane chlorid-->Triphenylmethanol-->Acetyl chloride
[Preparation Products]

1H-Imidazole-4-carbaldehyde-->2-(Aminomethyl)cyclopropanecarboxylic acid-->N-Boc-S-Trityl-L-cysteine-->1-Trityl-1H-imidazole-4-carboxylic acid-->Triphenylmethanethiol-->1-Tritylimidazole-4-carboxaldehyde-->Acetic acid, [(triphenylmethyl)thio]--->(Z)-2-(2-Aminothiazole-4-yl-)-2-trityloxyimino acetic acid-->4-(tritylthio)benzoic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

alpha-Chlorotriphenylmethane(76-83-5).msds
Hazard InformationBack Directory
[Chemical Properties]

White to yellow solid
[Uses]

amine, alcohol, thiol protecting reagent
[Uses]

Efficient method of tritylation of sensitive compounds and their subsequent detritylation
[Uses]

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-bindin g inhibitor of Eg5 that prevents mitotic progression.
[Application]

Triphenylmethyl Chloride acts as a protecting reagent for amines, alcohols, and thiols. It can be used as a catalyst:
Efficient method of tritylation of sensitive compounds and their subsequent detritylation.
In Ritter type synthesis of 1-amidoalkyl-2-naphtols through a one-pot three-component reaction of naphthol, aryl aldehydes and acetonitrile.
In the synthesis of 1,2,4,5-tetrasubstituted imidazoles via a one-pot multi-component reaction of benzil with aldehydes, primary amines, and ammonium acetate.
In the preparation of amido alkyl phenols via one-pot, multi-component reaction of phenols, aromatic aldehydes, and amides under solvent-free conditions.
In one-pot, multi-component synthesis of substituted piperidines using aromatic aldehydes, amines, and β-ketoesters.
[Preparation]

Triphenylmethyl Chloride may be prepared by the reaction of triphenylmethanol with acetyl chloride, or by the Friedel–Crafts alkylation of benzene with carbon tetrachloride to give the trityl chloride-aluminium chloride adduct, which is then hydrolyzed.
[Purification Methods]

Crystallise trityl chloride from iso-octane. Also crystallise it from 5 parts of pet ether (b 90-100o) and 1 part of acetyl chloride using 1.8g of solvent per g of chloride. Dry it in a desiccator over soda lime and paraffin wax. [Bachman Org Synth Coll Vol III 841 1955, Thomas & Rochow J Am Chem Soc 79 1843 1957, Moisel et al. J Am Chem Soc 108 4706 1986, Beilstein 5 H 750, 5 I 346, 5 II 615, 5 III 2315, 5 IV 2497.] It is moisture sensitive and LACHRYMATORY,
Spectrum DetailBack Directory
[Spectrum Detail]

Triphenylmethyl Chloride(76-83-5)1HNMR
Triphenylmethyl Chloride(76-83-5)13CNMR
Triphenylmethyl Chloride(76-83-5)IR
Triphenylmethyl Chloride(76-83-5)FT-IR
Triphenylmethyl Chloride(76-83-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Triphenylmethyl chloride, 98%(76-83-5)
[Alfa Aesar]

Chlorotriphenylmethane, 98%(76-83-5)
[Sigma Aldrich]

76-83-5(sigmaaldrich)
[TCI AMERICA]

Trityl Chloride,>98.0%(T)(76-83-5)
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