779-14-6

Basic information

• Product Name: 4-METHYL CHLORODIPHENYLMETHANE
• Synonyms: 4-METHYL CHLORODIPHENYLMETHANE;Benzene, 1-(chlorophenylmethyl)-4-methyl-;1-Chlorophenylmethyl-4-methylbenzene;1-(1'-Chloro-1'-phenylmethyl)-4-methylbenzene;1-(4-Methylphenyl)-1-phenylmethyl chloride;4-Methyldiphenylchloromethane;4-Methylbenzhydryl chloride
• CAS NO: 779-14-6
• Molecular Formula: C₁₄H₁₃Cl
• Molecular Weight: 216.71
• Mol File: 779-14-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 313 ºC
• Flash Point: 138 ºC
• Appearance: /
• Density: 1.098
• Vapor Pressure: 0.000927mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-METHYL CHLORODIPHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL CHLORODIPHENYLMETHANE(779-14-6)
• EPA Substance Registry System: 4-METHYL CHLORODIPHENYLMETHANE(779-14-6)

Safety Data

• Hazardous Substances Data: 779-14-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 6, p. 525, 1965 DOI: 10.1016/S0040-4039(00)89991-8

InChI:InChI=1/C14H13Cl/c1-11-7-9-13(10-8-11)14(15)12-5-3-2-4-6-12/h2-10,14H,1H3

Upstream product

• 1517-63-1 4-methylphenyl(phenyl)methanol 
• 134-84-9 4-Methylbenzophenone 
• 1393825-92-7 C₃₇H₃₇N₄⁽¹⁺⁾*Cl^(1-) 
• 116664-91-6 4-(Phenyl-p-tolyl-methoxy)-benzonitrile 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 170459-31-1 phenyl-p-tolylmethyl isocyanate 
• 93551-91-8 phenyl-p-tolylmethanethiol 
• 102434-96-8 3-Chlor-3-methyl-1-(4-methylphenyl)-1-phenylbutan 
• 1882-56-0 2-(4-methylphenyl)-2-phenylacetic acid 
• 1517-63-1 4-methylphenyl(phenyl)methanol 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 42289-57-6 α-p-tolylbenzyl cation 
• 35620-67-8 1,1-dimethyl-2-[[(p-methyl-α-phenylbenzyl)oxy]methyl]piperidinium bromide 
• 220322-74-7 1-methyl-4-(1-phenylbut-3-en-1-yl)benzene 
• 67469-74-3 1-((E)-3-Phenyl-allyl)-4-[2-(phenyl-p-tolyl-methoxy)-ethyl]-piperazine; compound with (Z)-but-2-enedioic acid 
• 116664-91-6 4-(Phenyl-p-tolyl-methoxy)-benzonitrile 
• 7364-22-9 1-phenyl-1-(4-methylphenyl)methyl methyl ether 
• 19804-27-4 dimethyl-[2-(phenyl-p-tolyl-methoxy)-ethyl]-amine 
• 1225289-76-8 4-methylbenzhydryldimethylsulfonium triflate 

Relevant articles and documents

Synthesis and biological evaluation of 1‐(Diarylmethyl)‐1h‐1,2,4‐triazoles and 1‐(diarylmethyl)‐1h‐imidazoles as a novel class of anti‐mitotic agent for activity in breast cancer

We report the synthesis and biochemical evaluation of compounds that are designed as hybrids of the microtubule targeting benzophenone phenstatin and the aromatase inhibitor letrozole. A preliminary screening in estrogen receptor (ER)‐positive MCF‐7 breast cancer cells identified 5‐((2H‐1,2,3‐triazol‐1‐yl)(3,4,5‐trimethoxyphenyl)methyl)‐2‐methoxyphenol 24 as a potent antiproliferative compound with an IC50 value of 52 nM in MCF‐7 breast cancer cells (ER+/PR+) and 74 nM in triple‐negative MDA‐MB‐231 breast cancer cells. The compounds demonstrated significant G2/M phase cell cycle arrest and induction of apoptosis in the MCF‐7 cell line, inhibited tubulin polymerisation, and were selective for cancer cells when evaluated in non-tumorigenic MCF‐10A breast cells. The immunofluorescence staining of MCF‐7 cells confirmed that the compounds targeted tubulin and induced multinucleation, which is a recognised sign of mitotic catastrophe. Computational docking studies of compounds 19e, 21l, and 24 in the colchicine binding site of tubulin indicated potential binding conformations for the compounds. Compounds 19e and 21l were also shown to selectively inhibit aromatase. These compounds are promising candidates for development as antiproliferative, aromatase inhibitory, and microtubule‐disrupting agents for breast cancer.

Photogeneration of benzhydryl cations by near-UV laser flash photolysis of pyridinium salts

Laser flash irradiation of substituted N-benzhydryl pyridinium salts yields benzhydryl cations (diarylcarbenium ions) and/or benzhydryl radicals (diarylmethyl radicals). The use of 3,4,5-triamino-substituted pyridines as photoleaving groups allowed us to employ the third harmonic of a Nd/YAG laser (355 nm) for the photogeneration of benzhydryl cations. In this way, benzhydryl cations can also be photogenerated in the presence of aromatic compounds and in solvents which are opaque at the wavelength of the quadrupled Nd/YAG laser (266 nm). To demonstrate the scope and limitations of this method, the rate constants for the bimolecular reactions of benzhydryl cations with several substituted pyridines were determined in acetonitrile and with water in acetone. The obtained data agree with results obtained by stopped-flow UV-vis spectroscopic measurements. The rate constants for the reaction of the 4,4'-bis[methyl(2,2,2- trifluoroethyl)amino]benzhydrylium ion with 4- (dimethylamino)pyridine were also determined in dimethyl sulfoxide, N,N-dimethylformamide, and acetone. From the secondorder rate constants, we derived the nucleophilicity parameters N and sN for the substituted pyridines, as defined by the linear free energy relationship, log k2 = sN(N + E).

Suppression of common-ion return by amines: A method to measure rates of fast SN1 reactions

(Chemical Equation Presented) Rate constants for solvolyses of benzhydryl chlorides, which take place on the 10 ms to minute time scale, have been determined in aqueous acetone and acetonitrile by conductometry, using conventional conductometers as well as stopped-flow techniques. Secondary and tertiary amines were used to suppress ion recombination (common-ion return) thus giving access to the ionization rate constants k1. The observed common-ion rate depressions can be rationalized by the correlation equation for electrophile-nucleophile combinations, log k(20 °C) = s(E + N), where electrophiles (here: carbocations) are characterized by the parameter Eand nucleophiles (here: chloride anions and solvents) are characterized by N and s. 2009 American Chemical Society.