CAS 519-73-3 Triphenylmethane (HCID 10614)

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Basic information

CAS: 519-73-3
Standard SMILES: c1ccc(C(c2ccccc2)c2ccccc2)cc1
InChIKey: AAAQKTZKLRYKHR-UHFFFAOYSA-N
Molecular formula: C19H16
Average molar mass: 244.3 g/mol
Monoisotopic mass: 244.12520051

Overview

Triphenylmethane is a triarylmethane in which the three aryl groups are phenyl. It forms the basic skeleton of several synthetic dyes. It has a role as a xenobiotic and an environmental contaminant.

Names & identifiers

Preferred name: Triphenylmethane
IUPAC: benzhydrylbenzene
English name: Triphenylmethane
Molecular formula: C19H16
Molecular weight: 244.33

Names & synonyms

TRIPHENYLMETHANE519-73-3TritaneBenzene, 1,1',1''-methylidynetris-8O4UTW9E17CHEBI:76212NSC-4049RefChem:6332208-275-0Benzhydrylbenzenetriphenyl methaneMethane, triphenyl-

Show more names

TRITANTriphenylmethanTRILANAKOS 90745TriphenymethaneriphenylmethaneTriphenyImethane

(diphenylmethyl)benzene1,1',1''-methanetriyltribenzeneMFCD00004763CCRIS 5194benzhydryl-benzeneUNII-8O4UTW9E17DTXSID3060164Triphenylmethyl radical

Database identifiers

CAS: 519-73-3
PubChem CID: 10614
DTXSID: DTXSID3060164
ChEBI: CHEBI:76212
UNII: 8O4UTW9E17
EC Number: 208-275-0
Nikkaji: J1.574A

Properties

Computed structural properties

XLogP: 5.3
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 19
Formal charge: 0
Complexity: 196

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Hydrocarbons

SpringerMaterials PropertiesSchoenflies notation

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionSolid; [Merck Index] Light yellow solid; [Aldrich MSDS] Light brown powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 92 · 92-94 °C(lit.)
Boiling point: 358 · 358-359 °C754 mm Hg(lit.)
Density: 1.014 g/mL · 1.014 g/mL at 25 °C(lit.)
refractive index: 100 · nD100 1.59546
Flash point: 358 · 358-359°C
storage temp.: 30 °C · Store below +30°C.
solubility: 0.1 g/mL, · dioxane: 0.1 g/mL, clear

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Benzene, 1,1',1''-methylidynetris-

Benzene, 1,1',1''-methylidynetris-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29029080
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
Storage Class: 11 - Combustible Solids

Chemistry & industry

Uses & manufacturing

UsesUsed to make triarylmethane dyes (rosaniline, fuchsin, malachite green, and crystalline violet; [Hawley]

General Manufacturing InformationBenzene, 1,1',1''-methylidynetris-: ACTIVE

Applications

UsesTriphenylmethane is a triarylmethane compound used as the backbone of synthetic dyes. Triphenylmethane has also been shown to inhibit 3-methylcholanthrene-induced neoplastic transformation of 10T1/2 cells.

Preparation methods

PreparationTriphenylmethane can be synthesized by Friedel–Crafts reaction from benzene and chloroform with aluminium chloride catalyst: 3 C6H6 + CHCl3 → Ph3CH + 3 HCl