Triphenylmethane Chemical Properties

Melting point:

92-94 °C(lit.)

Boiling point:

358-359 °C754 mm Hg(lit.)

Density 

1.014 g/mL at 25 °C(lit.)

refractive index 

nD100 1.59546

Flash point:

358-359°C

storage temp. 

Store below +30°C.

solubility 

dioxane: 0.1 g/mL, clear

form 

Powder

pka

31.5(at 25℃)

color 

Faint yellow

Specific Gravity

1.014

Water Solubility 

INSOLUBLE

Merck 

14,9741

BRN 

1909753

Dielectric constant

2.4500000000000002

Dielectric constant

3.6（65℃）

Stability:

Stable; combustible. Incompatible with strong oxidizing agents.

CAS DataBase Reference

519-73-3(CAS DataBase Reference)

NIST Chemistry Reference

Triphenylmethane(519-73-3)

EPA Substance Registry System

Benzene, 1,1',1''-methylidynetris- (519-73-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29029080

MSDS

• Language:English Provider:Triphenylmethane
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Triphenylmethane Usage And Synthesis

Chemical Properties

colorless or light brown powder. soluble in nonpolar organic solvents and not in water. Triphenylmethane is the basic skeleton of many synthetic dyes called triarylmethane dyes, many of them are pH indicators, and some display fluorescence. A trityl group in organic chemistry is a triphenylmethyl group Ph3C, e.g. triphenylmethyl chloride (trityl chloride) and the triphenylmethyl radical (trityl radical).

Uses

Triphenylmethane 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.

Definition

ChEBI: 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.

Preparation

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

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 5846, 1951 DOI: 10.1021/ja01156a116
Organic Syntheses, Coll. Vol. 1, p. 548, 1941
Tetrahedron Letters, 21, p. 801, 1980 DOI: 10.1016/S0040-4039(00)71509-7

Purification Methods

Crystallise triphenylmethane from EtOH or *benzene (with one molecule of *benzene of crystallisation which is lost on exposure to air or by heating on a water bath). It can also be sublimed under vacuum. It has been given a preliminary purification by refluxing with tin and glacial acetic acid, then filtered hot through a glass sinter disc, and precipitated by addition of cold water. [Beilstein 5 H 698, 5 IV 2495.]

Triphenylmethane(519-73-3)Related Product Information

• Triphenylmethyl Chloride
• TRIPHENYLMETHANE-A-CARBOXYLIC ACID
• N-BOC-IMINO-(TRIPHENYL)PHOSPHORANE
• PROPARGYLTRIPHENYLPHOSPHONIUM BROMIDE
• Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt
• 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE
• Bis(triphenylphosphinepalladium) acetate
• TRIPHENYL BORATE
• Chlorotriphenyltin
• Triphenylphosphine oxide
• Triphenylphosphine hydrobromide
• [Bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I),98%
• TRIPHENYLMETHYL MERCAPTAN
• S-Trityl-L-cysteine
• 2,2,2-Triphenylacetophenone
• Triphenylmethyl bromide
• 3,3,3-Triphenylpropionic acid
• Triphenylmethanol