Di-p-tolylacetic acid

Base Information

• Chemical Name: Di-p-tolylacetic acid
• CAS No.: 20809-78-3
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Hs Code.: 2916399090
• NSC Number: 13678
• UNII: 6KV65LE9FJ
• DSSTox Substance ID: DTXSID30174920
• Nikkaji Number: J54.182F
• Wikidata: Q83045103
• Mol file: 20809-78-3.mol

Synonyms:Di-p-tolylacetic acid;Bis(p-tolyl)-acetic acid;20809-78-3;Acetic acid, di-p-tolyl-;ACETIC ACID, BIS(p-TOLYL)-;2,2-bis(4-methylphenyl)acetic acid;2,2-Bis(p-tolyl) acetic acid;NSC 13678;NSC-13678;Benzeneacetic acid, 4-methyl-alpha-(4-methylphenyl)-;BRN 2051315;BIS(P-TOLYL)ACETIC ACID;NSC13678;Cambridge id 5135276;6KV65LE9FJ;Oprea1_228951;2,2-bis(p-tolyl)acetic acid;bis(4-methylphenyl)acetic acid;WLN: QVYR D1&R D1;SCHEMBL1502454;DTXSID30174920;AB00074265-01;4-09-00-02557 (Beilstein Handbook Reference);SR-01000196547;SR-01000196547-1;Benzeneacetic acid, 4-methyl-.alpha.-(4-methylphenyl)-

Chemical Property of Di-p-tolylacetic acid

Chemical Property:

• Vapor Pressure: 5.96E-05mmHg at 25°C
• Melting Point: 144 °C
• Boiling Point: 332.1°Cat760mmHg
• PKA: 4.95±0.10(Predicted)
• Flash Point: 168.8°C
• PSA: 37.30000
• Density: 1.126g/cm³
• LogP: 3.51990
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C2=CC=C(C=C2)C)C(=O)O

Technology Process of Di-p-tolylacetic acid

There total 32 articles about Di-p-tolylacetic acid 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: 94.0%

4-methylmandelic acid (18584-20-8,31284-89-6,58690-84-9,75172-62-2) + toluene (108-88-3,15644-74-3,16713-13-6) → bis-(4-methylphenyl)acetic acid (20809-78-3)

Guidance literature:

With acetic acid; at 80 ℃; for 4h;

DOI:10.1080/00397911.2016.1158269

Reference yield: 84.0%

carbon dioxide (124-38-9,18923-20-1) + N,N,N-trimethyl-1,1-di-p-tolylmethanaminium trifluoromethanesulfonate → bis-(4-methylphenyl)acetic acid (20809-78-3)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate; In N,N-dimethyl-formamide; at 25 - 30 ℃; for 36h; Schlenk technique; Glovebox; Sealed tube; Irradiation;

DOI:10.1021/jacs.8b08792

Reference yield:

pyridine (110-86-1) + 1,1,4,4-tetra-p-tolyl-but-2-yne → bis(p-methylphenyl)-methanone (611-97-2) + bis-(4-methylphenyl)acetic acid (20809-78-3)

Guidance literature:

upstream raw materials:

bis(p-tolyl)ketene

bis(4-methylphenyl)-acetaldehyde

bis(4-methylphenyl)acetonitrile

di-p-tolyl-malonic acid diethyl ester

Downstream raw materials:

methyl 2,2-di(p-tolyl)acetate

ethyl 2,2-di(p-tolyl)acetate

2,2-di-para-toluylethanol

C₂₂H₃₂O₂Si₂

Refernces

• 1、 Liao, Li-Li,Cao, Guang-Mei,Ye, Jian-Heng,Sun, Guo-Quan,Zhou, Wen-Jun,Gui, Yong-Yuan,Yan, Si-Shun,Shen, Guo,Yu, Da-Gang. "Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts". supporting information. p. 17338 - 17342. Retrieved 2019/01/04.
• 2、 Leeuwen, Milko van,McKillop, Alexander. "A Study of the Ferrous Ion-initiated SRN1 Reactions of Halogenoarenes with tert-Butyl Acetate and N-Acylmorpholine Enolates". . p. 2433 - 2440. Retrieved 2007/10/02.