3-(Dimethylamino)benzoic acid

Base Information

• Chemical Name: 3-(Dimethylamino)benzoic acid
• CAS No.: 99-64-9
• Deprecated CAS: 1884231-56-4
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29224995
• European Community (EC) Number: 202-775-2
• NSC Number: 7197
• UNII: M47AQ3FS7E
• DSSTox Substance ID: DTXSID7059199
• Nikkaji Number: J37.726K
• Wikidata: Q63409854
• ChEMBL ID: CHEMBL111877
• Mol file: 99-64-9.mol

Synonyms:3-(dimethylamino)benzoic acid;3-(dimethylamino)benzoic acid chloroacetate;3-(dimethylamino)benzoic acid sodium salt;3-DMAB

Chemical Property of 3-(Dimethylamino)benzoic acid

Chemical Property:

• Appearance/Colour: light yellow to yellow-beige crystalline powder
• Vapor Pressure: 0.000105mmHg at 25°C
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 323.8 °C at 760 mmHg
• PKA: 3.36±0.10(Predicted)
• Flash Point: 149.6 °C
• PSA: 40.54000
• Density: 1.18 g/cm³
• LogP: 1.45080
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in methanol (50 mg/ml). Insoluble in water.
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

3-Dimethylaminobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: CN(C)C1=CC=CC(=C1)C(=O)O
• Uses: 3-Dimethylaminobenzoic acid is used as a benzoic acid derivative. 3-(Dimethylamino)benzoic acid has been used to analyse glucose content from the extraction of starch and soluble sugars.

Technology Process of 3-(Dimethylamino)benzoic acid

There total 12 articles about 3-(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: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-nitrobenzoic acid (121-92-6) → 3-(dimethylamino)benzoic acid (99-64-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; methanol; water; at 64 ℃; Temperature; Solvent;

Reference yield: 90.0%

3-dimethylaminobenzyl alcohol (23501-93-1) → 3-(dimethylamino)benzoic acid (99-64-9)

Guidance literature:

With 1-hydroxycyclohexyl phenyl ketone; sodium hydroxide; In 1,2-dimethoxyethane; at 80 ℃; chemoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c02188

Reference yield: 74.0%

C11H12Cl3NO2 → 3-(dimethylamino)benzoic acid (99-64-9)

Guidance literature:

With indium; ammonium chloride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/j.tetlet.2007.05.099

upstream raw materials:

n-butyllithium

3-bromo-N,N-dimethylaniline

3-(dimethylamino)benzoic acid methyl ester

meta-aminobenzoic acid

Downstream raw materials:

2-[4,4'-bis-(dimethylamino)-benzhydryl]-5-dimethylaminobenzoic acid

5-dimethylamino-2-phenylazo-benzoic acid

2,4,6-trideuterio-3-dimethylamino-benzoic acid

N-[6-(2,6-Dichloro-phenyl)-2-methyl-pyrido[2,3-d]pyrimidin-7-yl]-3-dimethylamino-benzamide

Refernces

• 1、 -. "Method for producing m-dimethylaminobenzoic acid". Paragraph 0013; 0014; 0015; 0016. . Retrieved 2017/09/02.
• 2、 Suga, Takuya,Mizuno, Hajime,Takaya, Jun,Iwasawa, Nobuharu. "Direct carboxylation of simple arenes with CO2 through a rhodium-catalyzed C-H bond activation". supporting information. p. 14360 - 14363. Retrieved 2015/02/19.