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Triphenylmethane

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  • CAS:519-73-3
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  • 2023-09-06
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Triphenylmethane Basic information
Product Name:Triphenylmethane
Synonyms:1,1’,1’’-methylidynetris-benzen;Benzene, 1,1',1''-methylidynetris-;Benzene,1,1',1 -methylidynetris-;benzene,1,1’,1’’-methylidynetris-;Benzhydrylbenzene;Methane, triphenyl-;methane,triphenyl-;Tritane
CAS:519-73-3
MF:C19H16
MW:244.33
EINECS:208-275-0
Product Categories:Aromatics;Diagnostic;Intermediates & Fine Chemicals;Pharmaceuticals;Arenes;Building Blocks;Organic Building Blocks;bc0001
Mol File:519-73-3.mol
Triphenylmethane Structure
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
Fp 358-359°C
storage temp. Store below +30°C.
solubility dioxane: 0.1 g/mL, clear
form Powder
pka31.5(at 25℃)
color Faint yellow
Specific Gravity1.014
Water Solubility INSOLUBLE
Merck 14,9741
BRN 1909753
Dielectric constant3.6(65℃)
Stability:Stable; combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference519-73-3(CAS DataBase Reference)
NIST Chemistry ReferenceTriphenylmethane(519-73-3)
EPA Substance Registry SystemBenzene, 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 Information
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Triphenylmethane English
SigmaAldrich English
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Triphenylmethane Usage And Synthesis
Chemical Propertiescolorless 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).
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.
DefinitionChEBI: 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.
PreparationTriphenylmethane 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 MethodsCrystallise 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 Preparation Products And Raw materials
Raw materials4-PHENYLAZOPHENOL-->Benzene-->Chloroform
Preparation Products3-AMINO-2,2-DIMETHYL-4-OXO-AZETIDINE-1-SULFONIC ACID-->9-PHENYLFLUORENE-->Acid Yellow 117-->Trityl azide-->Triphenylmethanol-->Benzophenone
Tag: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