2-(Dimethylamino)benzoic acid

Base Information

• Chemical Name: 2-(Dimethylamino)benzoic acid
• CAS No.: 610-16-2
• Deprecated CAS: 223460-02-4
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• European Community (EC) Number: 210-209-0
• NSC Number: 45790
• UNII: GOK1CXE62K
• DSSTox Substance ID: DTXSID4060577
• Nikkaji Number: J135.647J
• Wikidata: Q81989132
• ChEMBL ID: CHEMBL3098155
• Mol file: 610-16-2.mol

Synonyms:2-(Dimethylamino)benzoic acid;610-16-2;2-Dimethylaminobenzoic acid;N,N-Dimethylanthranilic acid;Benzoic acid, 2-(dimethylamino)-;Anthranilic acid, N,N-dimethyl-;GOK1CXE62K;2-(N,N-Dimethylamino)benzoic acid;EINECS 210-209-0;NSC 45790;NSC-45790;AI3-05925;2-Dimethylamino-benzoic acid;hydrochloride;o-DIMETHYLAMINOBENZOIC ACID;MFCD00016496;UNII-GOK1CXE62K;2-Dimethylaminobenzoicacid;Anthranilic acid,N-dimethyl-;SCHEMBL15240;N,N-dimethylaminobenzoic acid;CHEMBL3098155;DTXSID4060577;NSC45790;1-(1H-pyrazol-5-yl)ethan-1-one;AKOS000260519;CS-W010823;SB75749;VS-0341;2-dimethylaminobenzoic acid, AldrichCPR;D5463;FT-0608794;EN300-58586;3,5-Bis(1-cyano-1-methylethyl)bromomethylbenzene;A833005

Chemical Property of 2-(Dimethylamino)benzoic acid

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 71-72°C
• Refractive Index: 1.5620 (estimate)
• Boiling Point: 288.5°C at 760 mmHg
• PKA: 1.40±0.10(Predicted)
• Flash Point: 128.3°C
• PSA: 40.54000
• Density: 1.1603 (rough estimate)
• LogP: 1.45080
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

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

2-(Dimethylamino)benzoic Acid >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC=C1C(=O)O
• Uses: 2-Dimethylaminobenzoic acid is used as a chemical and organic intermediate.

Technology Process of 2-(Dimethylamino)benzoic acid

There total 20 articles about 2-(Dimethylamino)benzoic 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: 98.9%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N,N-dimethylanthranilic acid (610-16-2)

Guidance literature:

With Decaborane; In methanol; water; at 20 ℃; for 0.5h;

DOI:10.1081/SCC-100106199

Reference yield: 83.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + carbonic acid dimethyl ester (616-38-6) → N,N-dimethylanthranilic acid (610-16-2) + N-Methylanthranilic acid (119-68-6)

Guidance literature:

With sodium-exchanged Y-zeolite; at 150 ℃; for 5h;

DOI:10.1021/jo034548a

Reference yield: 40.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + dimethyl sulfate (77-78-1) → N,N-dimethylanthranilic acid (610-16-2)

Guidance literature:

anthranilic acid; dimethyl sulfate; In methanol; water; for 3h; Heating;

With sodium hydroxide; In methanol; Further stages.;

DOI:10.1021/jo701783k

upstream raw materials:

methyl 2-(dimethylamino)benzoate

sodium ethanolate

2-carboxy-tri-N-methyl-anilinium betaine

formaldehyd

Downstream raw materials:

2-Dimethylamino-N-[2-(4-sulfamoyl-phenyl)-ethyl]-benzamide

methyl 2-(dimethylamino)benzoate

2-carboxy-tri-N-methyl-anilinium betaine

sodium 2-(dimethylamino)benzoate

Refernces

• 1、 Pratihar, Sanjay. "Electrophilicity and nucleophilicity of commonly used aldehydes". . p. 5781 - 5788. Retrieved 2014/07/22.
• 2、 Selva, Maurizio,Tundo, Pietro,Foccardi, Tommaso. "Mono-N-methylation of functionalized anilines with alkyl methyl carbonates over NaY faujasites. 4. Kinetics and selectivity". . p. 2476 - 2485. Retrieved 2007/10/03.