| Identification | More | [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 Properties | Back 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 | [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 Data | Back Directory | [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 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29036990 | [Hazardous Substances Data]
76-83-5(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 5000 mg/kg |
| Hazard Information | Back 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, |
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