3,3'-Dimethylbiphenyl

Base Information

• Chemical Name: 3,3'-Dimethylbiphenyl
• CAS No.: 612-75-9
• Molecular Formula: C14H14
• Molecular Weight: 182.265
• Hs Code.: 2902909090
• European Community (EC) Number: 210-319-9
• NSC Number: 60024
• UNII: W3NQS6958W
• DSSTox Substance ID: DTXSID90210111
• Nikkaji Number: J127.108C
• Wikidata: Q72469533
• Mol file: 612-75-9.mol

Synonyms:3,3'-DIMETHYLBIPHENYL;612-75-9;3,3'-Dimethyl-1,1'-biphenyl;m,m'-Bitolyl;1,1'-Biphenyl, 3,3'-dimethyl-;3,3'-Ditolyl;1-methyl-3-(3-methylphenyl)benzene;1-Methyl-3-(3'-methylphenyl)benzene;MFCD00008534;W3NQS6958W;EINECS 210-319-9;NSC 60024;NSC-60024;m,m'-Bitoluene;NSC60024;3,3-Dimethyldiphenyl;3,3'-Bitolyl;3,3'-Dimethyldiphenyl;3,3/'-Dimethylbiphenyl;1, 3,3'-dimethyl-;Biphenyl, 3,3'-dimethyl-;UNII-W3NQS6958W;1-methyl-3-(m-tolyl)-benzene;3,3'-Dimethylbiphenyl, 99%;DTXSID90210111;3,3'-dimethyl[1,1'-biphenyl];AMY25092;3,3'-Dimethyl-1,1'-biphenyl #;AKOS015842041;PS-11348;SY051747;CS-0153225;D1430;FT-0614076;3,3 inverted exclamation mark -Dimethylbiphenyl

Chemical Property of 3,3'-Dimethylbiphenyl

Chemical Property:

• Appearance/Colour: Liquid
• Melting Point: 5-7 °C(lit.)
• Refractive Index: n20/D 1.594(lit.)
• Boiling Point: 279.4 °C at 760 mmHg
• Flash Point: 113 ºC
• PSA: 0.00000
• Density: 0.999
• LogP: 3.97040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 182.109550447
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

3,3''-Dimethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=CC=CC(=C2)C
• Uses: 3,3''-Dimethylbiphenyl is a reagent used in the Pd-catalyzed chemoselective arylation of functionalized 4-chlorocoumarins with triarylbismuth.

Technology Process of 3,3'-Dimethylbiphenyl

There total 172 articles about 3,3'-Dimethylbiphenyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

meta-bromotoluene (591-17-3) → 3,3'-dimethyl-biphenyl (612-75-9)

Guidance literature:

With Ni(acetylacetate)2; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene; In toluene; at 80 ℃; for 18h;

DOI:10.1002/anie.201507902

Reference yield: 99.0%

m-tolylboronic acid (17933-03-8) → 3,3'-dimethyl-biphenyl (612-75-9)

Guidance literature:

With potassium acetate; silver(l) oxide; In methanol; at 40 ℃; for 15h;

DOI:10.1016/j.tet.2016.09.035

Reference yield: 98.0%

3-Iodotoluene (625-95-6) + m-tolylboronic acid (17933-03-8) → 3,3'-dimethyl-biphenyl (612-75-9)

Guidance literature:

With potassium carbonate; [PS-PEG-adppp-Pd(η³-C3H5)]Cl; In water; at 50 ℃; for 12h;

DOI:10.1021/ol0264298

upstream raw materials:

meta-bromotoluene

3-Iodotoluene

3,5-dibromotoluene

2,2'-dimethyl-4,4'-biphenol

Downstream raw materials:

3,3'-bis(bromomethyl)biphenyl

3,6,6-Trimethoxy-1-methyl-3-(3-methylphenyl)cyclohexa-1,4-diene

3,6,6-Trimethoxy-3-methyl-1-(3-methylphenyl)cyclohexa-1,4-diene

9,10-dicyanoanthracene radical anion

Refernces

• 1、 Aguirre-Gutierrez,De La Fuente, J.A. Montoya,De Los Reyes,Del Angel,Vargas. "Palladium effect over Mo and NiMo/alumina-titania sulfided catalysts on the hydrodesulfurization of 4,6-dimethyldibenzothiophene". . p. 12 - 19. Retrieved 2011.
• 2、 Sherman, S. Christopher,Iretskii, Alexei V.,White, Mark G.,Gumienny, Charles,Tolbert, Laren M.,Schiraldi, David A.. "Isomerization of substituted biphenyls by superacid. A remarkable confluence of experiment and theory". . p. 2034 - 2041. Retrieved 2002.
• 3、 Ozawa, Fumiyuki,Hidaka, Takahiro,Yamamoto, Takakazu,Yamamoto, Akio. "Mechanism of reaction of trans-diarylbis(diethylphenylphosphine)palladium(II) complexes with aryl iodides to give biaryls". . p. 253 - 264. Retrieved 1987.
• 4、 Manoli,Da Costa,Brun,Vrinat,Mauge,Potvin. "Hydrodesulfurization of 4,6-dimethyldibenzothiophene over promoted (Ni,P) alumina-supported molybdenum carbide catalysts: Activity and characterization of active sites". . p. 365 - 377. Retrieved 2004.
• 5、 Schultz,G.,Rohde,Vicari. "-". . . Retrieved 1907.
• 6、 Farag, Hamdy,Sakanishi, Kinya. "Investigation of 4,6-dimethyldibenzothiophene hydrodesulfurization over a highly active bulk MoS2 catalyst". . p. 531 - 535. Retrieved 2004.
• 7、 Prasanna,Bhat, Shrikanth K.,Usha,Hegde. "Ligand and Base Free Synthesis of Biaryls from Aryl Halides in Aqueous Media with Recyclable Ti0.97Pd0.03O1.97 Catalyst". . p. 3313 - 3322. Retrieved 2021/03/04.
• 8、 Zhang, Bo-Sheng,Yang, Ying-Hui,Wang, Fan,Gou, Xue-Ya,Wang, Xi-Cun,Liang, Yong-Min,Li, Yuke,Quan, Zheng-Jun. "Reductive Coupling of Aryl Halides via C—H Activation of Indene". . p. 1573 - 1579. Retrieved 2021/05/28.