triphenylmethane
Also known as 1,1',1''-methylidynetrisbenzene, 1,1,1-triphenylmethane, tritane
Triphenylmethane or triphenyl methane (sometimes also known as Tritan), is the hydrocarbon with the formula (C6H5)3CH. This colorless solid is 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).
Chemical data
- Formula
- C19H16
- Molecular weight
- 244.3 g/mol
- IUPAC name
- benzhydrylbenzene
- SMILES
- C1=CC=C(C=C1)C(C2=CC=CC=C2)C3=CC=CC=C3
- InChIKey
- AAAQKTZKLRYKHR-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
~3 min read
Article
8 sectionsContents
- Preparation
- Reactions of C-H bond
- Triarylmethane dyes
- Trityl group
- Protecting group
- Platform for unusual functional groups
- See also
- References
Triphenylmethane or triphenyl methane (sometimes also known as Tritan), is the hydrocarbon with the formula (C6H5)3CH. This colorless solid is 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).
==Preparation== Triphenylmethane was first synthesized by heating diphenylmercury (Hg(C6H5)2, Quecksilberdiphenyl) with benzal chloride (C6H5CHCl2, Benzylenchlorid).