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4,4'-Dimethylbiphenyl

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4,4'-Dimethylbiphenyl manufacturers

4,4'-Dimethylbiphenyl Basic information
Synthesis
Product Name:4,4'-Dimethylbiphenyl
Synonyms:4,4'-Dimethylbiphenyl,97%;4,4'-Dimethylbiphenyl 97%;1,1'-Biphenyl, 4,4'-dimethyl-;1-Methyl-4-(4'-methylphenyl)benzene;1-methyl-4-(4-methylphenyl)benzene;4,4'-Ditolyl;Bi-p-tolyl;p,p'-Ditolyl
CAS:613-33-2
MF:C14H14
MW:182.26
EINECS:210-337-7
Product Categories:OLED;Biphenyl derivatives;Biphenyl & Diphenyl ether
Mol File:613-33-2.mol
4,4'-Dimethylbiphenyl Structure
4,4'-Dimethylbiphenyl Chemical Properties
Melting point 118-120 °C(lit.)
Boiling point 295 °C(lit.)
density 0.9170
refractive index 1.5811 (estimate)
Fp 295°C
storage temp. Sealed in dry,Room Temperature
form Crystalline Powder
color White to light yellow
Water Solubility Insoluble in water.
BRN 1856053
InChIInChI=1S/C14H14/c1-11-3-7-13(8-4-11)14-9-5-12(2)6-10-14/h3-10H,1-2H3
InChIKeyRZTDESRVPFKCBH-UHFFFAOYSA-N
SMILESC1(C2=CC=C(C)C=C2)=CC=C(C)C=C1
LogP5.090
CAS DataBase Reference613-33-2(CAS DataBase Reference)
NIST Chemistry Reference4,4'-Dimethylbiphenyl(613-33-2)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29029090
Storage Class10 - Combustible liquids
MSDS Information
ProviderLanguage
3,4-dimethylbenzenesulfonyl chloride English
SigmaAldrich English
ACROS English
ALFA English
4,4'-Dimethylbiphenyl Usage And Synthesis
Synthesis

4-Bromotoluene (86.4 mg, 0.5 mmol), phenyltrimethoxysilane (152 mg, 0.75 mmol), PS PdONPs (2.9 mg, 1.5 mol% Pd), TBAC (142 mg, 0.5 mmol), and aq NaOH solution (1.5 M, 1 mL) were added to a screw-capped vial with a stir bar. After stirring at 80°C for 3 h, the vial was immediately immersed in H2O (approximately 20°C) for about 10 min, and the reaction mixture was cooled to rt. After separating the catalyst and aqueous phase by centrifugation, the aqueous phase was decanted. The recovered catalyst was washed with H2O (5 × 3.0 mL) and Et2O (5 × 3.0 mL), and then added to the aqueous phase. The aqueous phase was extracted eight times with Et2O. The combined organic extracts were dried on MgSO4 and concentrated under reduced pressure to give the product 4,4'-dimethylbiphenyl. The product was analyzed by 1H NMR.


Synthetic route of 4,4'-dimethylbiphenyl

Figure 4,4'-dimethylbiphenyl

Chemical PropertiesCrystalline
Uses4,4'-Dimethylbiphenyl is used in the preparation of biphenyl-4,4-dicarboxylic acid, which acts as a monomer utilized in the synthesis of linear long chain polymer through polycondensation reaction. It is used to prepare 4-(4'-methylphenyl)benzaldehyde by selective photoxygenation reaction using 9-phenyl-10-methylacridinium perchlorate as a catalyst under visible light irradiation.
Synthesis Reference(s)Tetrahedron Letters, 21, p. 631, 1980 DOI: 10.1016/S0040-4039(01)85577-5
Journal of the American Chemical Society, 90, p. 2423, 1968 DOI: 10.1021/ja01011a041
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