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Triphenylmethyl Chloride

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CAS:76-83-5
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CAS:76-83-5
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CAS:76-83-5
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Triphenylmethyl Chloride manufacturers

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  • 2024-01-22
  • CAS:76-83-5
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  • Purity: 99%
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Triphenylmethyl Chloride Basic information
Product Name:Triphenylmethyl Chloride
Synonyms:1,1’,1’’-(chloromethylidyne)tris-benzen;1,1’,1’’(-Chloromethylidyne)trisben-zene;Methane, chlorotriphenyl-;BENZENE, 1,1',1''-(CHLOROMETHYLIDYNE)TRIS-;TRIPHENYLMETHYL CHLORIDE;Triphenylmethyl chloride,98%;Triphenylmethyl chloride,99%;alpha-chlorotriphenylmethane
CAS:76-83-5
MF:C19H15Cl
MW:278.78
EINECS:200-986-4
Product Categories:Organics;Amino Acid Derivatives;N-Protecting Reagents;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;OLED materials,pharm chemical,electronic;API Intermediate;Regant series;Starting Raw Materials & Intermediates;1;bc0001;TOP2;76-83-5
Mol File:76-83-5.mol
Triphenylmethyl Chloride Structure
Triphenylmethyl Chloride Chemical Properties
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 below +30°C.
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
BRN 397363
CAS DataBase Reference76-83-5(CAS DataBase Reference)
NIST Chemistry ReferenceTriphenylmethyl chloride(76-83-5)
EPA Substance Registry SystemChlorotriphenylmethane (76-83-5)
Safety Information
Hazard Codes C,N
Risk Statements 34-50/53-14-36/37
Safety Statements 26-36/37/39-45-61-27
RIDADR UN 3261 8/PG 3
WGK Germany 3
RTECS PA6450000
10-19-21
Hazard Note Irritant
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29036990
Hazardous Substances Data76-83-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 5000 mg/kg
MSDS Information
ProviderLanguage
alpha-Chlorotriphenylmethane English
SigmaAldrich English
ACROS English
ALFA English
Triphenylmethyl Chloride Usage And Synthesis
Chemical PropertiesTriphenylmethyl chloride or trityl chloride (TrCl) is a white to yellow solid. Insoluble in water, easily soluble in benzene, carbon disulfide, petroleum ether, slightly soluble in alcohol and ether, and becomes trityl alcohol after absorbing water. It is an alkyl halide, sometimes used to introduce the trityl protecting group.
UsesTrityl 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.
ApplicationTriphenylmethyl 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.
PreparationTriphenylmethyl 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 MethodsCrystallise 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,
Tag:Triphenylmethyl Chloride(76-83-5) Related Product Information
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