[1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester
• CAS No.: 49742-56-5
• Molecular Formula: C15H14 O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• European Community (EC) Number: 256-454-7
• DSSTox Substance ID: DTXSID1068512
• Nikkaji Number: J21.990H
• Wikidata: Q72492775
• Mol file: 49742-56-5.mol

Synonyms:49742-56-5;methyl 4'-methylbiphenyl-4-carboxylate;Methyl 4'-methyl[1,1'-biphenyl]-4-carboxylate;methyl 4-(4-methylphenyl)benzoate;[1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester;4'-Methyl-biphenyl-4-carboxylic acid methyl ester;methyl 4'-methyl-[1,1'-biphenyl]-4-carboxylate;EINECS 256-454-7;Methyl 4'-methyl-(1,1'-biphenyl)-4-carboxylate;(1,1'-Biphenyl)-4-carboxylic acid, 4'-methyl-, methyl ester;Methyl 4'-methyl(1,1'-biphenyl)-4-carboxylate;Methyl4'-methylbiphenyl-4-carboxylate;SCHEMBL2275652;DTXSID1068512;MFCD05979484;AKOS002679543;AS-2071;4-(4-Methylphenyl)benzoic acid methyl ester;BB 0222622;CS-0315914;A923624

Chemical Property of [1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester

Chemical Property:

• Melting Point: 115-116 °C
• Boiling Point: 350.1±21.0 °C(Predicted)
• Flash Point: 158.2oC
• PSA: 26.30000
• Density: 1.083
• LogP: 3.44860
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Methyl4''-Methylbiphenyl-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)OC
• Uses: Methyl 4''-Methylbiphenyl-4-carboxylate is used in the preparation of ionic compound-supported palladium complex as catalyst for suzuki-Miyaura coupling of aryl halides.

Technology Process of [1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester

There total 83 articles about [1,1'-Biphenyl]-4-carboxylic acid, 4'-methyl-, methyl ester 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%

5-(p-tolyl)-5H-thianthren-5-ium trifluoromethanesulfonate + 4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 4-(4-tolyl)benzoate (49742-56-5)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydrogencarbonate; In dichloromethane; acetone; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc00641f

Reference yield: 99.0%

potassium 4-tolyltriolborate + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(4-tolyl)benzoate (49742-56-5)

Guidance literature:

palladium diacetate; In water; N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1002/anie.200704162

Reference yield: 97.0%

Methyl 4-chlorobenzoate (1126-46-1) + 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane (380481-66-3) → methyl 4-(4-tolyl)benzoate (49742-56-5)

Guidance literature:

With potassium phosphate tribasic hydrate; Ni^IICl(1-naphthyl)(tricyclohexylphosphine)₂; tricyclohexylphosphine; In tetrahydrofuran; at 23 ℃; for 4h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1055/s-0035-1562342

upstream raw materials:

methanol

4'-methyl-biphenyl-4-carboxylic acid

benzoic acid methyl ester

p-toluidine

Downstream raw materials:

methyl 4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1’-biphenyl-4-carboxylate

C₂₅H₂₂N₂O₂S

C₂₆H₂₄N₂O₂S

3'',3'''-dichloro-5'',5'''-di(methoxycarbonyl)-4'',4'''-di[p-(4-methoxycarbonylphenyl)benzyloxy]-4',4'-diphenyl-3β-(3'-buten-1'-yl)cholestane

Refernces

• 1、 Wessig, Pablo,Krebs, Saskia. "N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls". supporting information. p. 6367 - 6374. Retrieved 2021/09/29.
• 2、 Chen, Xiao-Yue,Nie, Xiao-Xue,Wu, Yichen,Wang, Peng. "para-Selective arylation and alkenylation of monosubstituted arenes using thianthreneS-oxide as a transient mediator". supporting information. p. 5058 - 5061. Retrieved 2020/05/18.