4-Bromo-2,6-dimethylbenzoic acid

Base Information

• Chemical Name: 4-Bromo-2,6-dimethylbenzoic acid
• CAS No.: 74346-19-3
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80474760
• Wikidata: Q72454874
• Mol file: 74346-19-3.mol

Synonyms:4-bromo-2,6-dimethylbenzoic acid;74346-19-3;BENZOIC ACID, 4-BROMO-2,6-DIMETHYL-;4-Bromo-2,6-dimethyl benzoic acid;MFCD09965997;4-bromo-2,6-dimethylbenzoicacid;4-bromo-2,6-dimethyl-benzoic acid;SCHEMBL596184;DTXSID80474760;DJZAABLAECNINV-UHFFFAOYSA-N;CL8106;4-bromanyl-2,6-dimethyl-benzoic acid;AKOS008127730;AC-7720;CS-W006638;MB08312;NCGC00339526-01;SY024401;TS-03248;AM20061157;FT-0709001;EN300-39927;4-Bromo-2,6-dimethylbenzoic acid, AldrichCPR;AB01332620-02;A838100;J-514618;Z406353698

Chemical Property of 4-Bromo-2,6-dimethylbenzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 197-198 °C
• Refractive Index: 1.585
• Boiling Point: 321.106 °C at 760 mmHg
• PKA: 3.29±0.37(Predicted)
• Flash Point: 148 °C
• PSA: 37.30000
• Density: 1.52 g/cm³
• LogP: 2.76410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-2,6-dimethylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1C(=O)O)C)Br

Technology Process of 4-Bromo-2,6-dimethylbenzoic acid

There total 9 articles about 4-Bromo-2,6-dimethylbenzoic 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: 85.0%

carbon dioxide (124-38-9,18923-20-1) + 5-bromo-2-iodo-1,3-dimethyl-benzene (206559-43-5,260355-37-1) → 4-bromo-2,6-dimethylbenzoic acid (74346-19-3)

Guidance literature:

carbon dioxide; 5-bromo-2-iodo-1,3-dimethyl-benzene; With isopropylmagnesium chloride; In tert-butyl methyl ether; at 0 ℃;

With hydrogenchloride; water;

Reference yield: 45.0%

di-tert-butyl peroxide (110-05-4) + 4-bromo-2-methylbenzoic acid (68837-59-2) → 4-bromo-2,6-dimethylbenzoic acid (74346-19-3)

Guidance literature:

With potassium acetate; palladium diacetate; at 80 ℃; for 24h; under 760.051 Torr;

Reference yield:

4-bromo-2,6-dimethylbenzonitrile (5757-66-4) → 4-bromo-2,6-dimethylbenzoic acid (74346-19-3)

Guidance literature:

With sulfuric acid; at 170 - 180 ℃; Erhitzen der mit wss. Natriumnitrit-Loesung versetzten Reaktionsloesung auf Siedetemperatur;

DOI:10.1021/ja01851a049

upstream raw materials:

4-bromo-2,6-dimethylbenzonitrile

methyl 4-bromo-2,6-dimethylbenzoate

4-bromo-2,6-dimethylphenylamine

2,6-dimethylaniline

Downstream raw materials:

7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindole-5-carbonitrile

7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindole-5-carboxylic acid

5-bromo-7-methyl-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one

tert-butyl 4-[(5-{7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-5-yl}-1,2,4-oxadiazol-3-yl)methyl]piperazine-1-carboxylate

Refernces

• 1、 Lv, Weiwei,Wen, Si,Liu, Jing,Cheng, Guolin. "Palladium-Catalyzed ortho-C-H Methylation of Benzoic Acids". . p. 9786 - 9791. Retrieved 2019/08/26.
• 2、 Ball, Matthew,Boyd, Alistair,Churchill, Gwydion,Cuthbert, Murray,Drew, Mark,Fielding, Mark,Ford, Gair,Frodsham, Lianne,Golden, Michael,Leslie, Kevin,Lyons, Sarah,McKeever-Abbas, Ben,Stark, Andrew,Tomlin, Paula,Gottschling, Stephen,Hajar, Abraham,Jiang, Ji-Long,Lo, Josephine,Suchozak, Bob. "Isoindolone formation via intramolecular Diels-Alder reaction". experimental part. p. 741 - 747. Retrieved 2012/07/31.