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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-;Triphenylmethan | | CAS: | 519-73-3 | | MF: | C19H16 | | MW: | 244.33 | | EINECS: | 208-275-0 | | Product Categories: | Aromatics;Diagnostic;Arenes;Building Blocks;Intermediates & Fine Chemicals;Pharmaceuticals;Organic Building Blocks;bc0001 | | Mol File: | 519-73-3.mol |  |
| | 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 | | pka | 31.5(at 25℃) | | form | Powder | | color | Faint yellow | | Specific Gravity | 1.014 | | Water Solubility | INSOLUBLE | | Merck | 14,9741 | | BRN | 1909753 | | 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) |
| 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 |
| | 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 Preparation Products And Raw materials |
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