4-(Dimethylamino)benzoic acid

Base Information

• Chemical Name: 4-(Dimethylamino)benzoic acid
• CAS No.: 619-84-1
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29224995
• European Community (EC) Number: 210-615-8
• NSC Number: 16596
• UNII: D1MA908EV0
• DSSTox Substance ID: DTXSID7060708
• Nikkaji Number: J26.944A
• Wikidata: Q27097934
• Metabolomics Workbench ID: 122301
• ChEMBL ID: CHEMBL112322
• Mol file: 619-84-1.mol

Synonyms:4-(dimethylamino)benzoic acid;4-(dimethylamino)benzoic acid, lithium salt;4-(dimethylamino)benzoic acid, sodium salt;4EDMAB;p-dimethylaminobenzoic acid;para-dimethylaminobenzoic acid

Chemical Property of 4-(Dimethylamino)benzoic acid

Chemical Property:

• Appearance/Colour: light grey powder
• Vapor Pressure: 0.00018mmHg at 25°C
• Melting Point: 241-243 °C (dec.)(lit.)
• Refractive Index: 1,3715
• Boiling Point: 315.8 °C at 760 mmHg
• PKA: 6.03, 11.49(at 25℃)
• Flash Point: 144.8 °C
• PSA: 40.54000
• Density: 1.18 g/cm³
• LogP: 1.45080
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4-(Dimethylamino)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=O)O
• Uses: 4-(Dimethylamino)benzoic Acid is a substituted benzoic acid that acts as an inhibitor of ultraviolet mediated damage to skin. 4-(Dimethylamino)benzoic Acid is a biotransformation product of 2-ethylhe xyl 4-(N,N-dimethylamino)benzoate (EDP), a widely used UV filters in sunscreen cosmetics and other cosmetic products. 4-Dimethylaminobenzoic acid a substituted benzoic acid that acts as an inhibitor of ultraviolet mediated damage to skin. It is a biotransformation product of 2-ethylhexyl 4- (N,N-dimethylaminobenzo)benzoate(EDP), a widely used UV filters in sunscreen cosmetics and other cosmetic products.

Technology Process of 4-(Dimethylamino)benzoic acid

There total 101 articles about 4-(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: 99.6%

N,N-dimethyl-4-hydroxymethylaniline (1703-46-4) → p-N,N-dimethylaminobenzoic acid (619-84-1)

Guidance literature:

With silica-supported Jones reagent; In dichloromethane; for 0.035h;

DOI:10.1016/j.tetlet.2006.05.157

Reference yield: 97.0%

allyl 4-(dimethylamino)benzoate (22636-68-6) → p-N,N-dimethylaminobenzoic acid (619-84-1)

Guidance literature:

With palladium diacetate; sodium hydride; In N,N-dimethyl acetamide; mineral oil; at 25 ℃; for 4h; Inert atmosphere;

Reference yield: 95.0%

4-dimethylamino-benzaldehyde (100-10-7) → p-N,N-dimethylaminobenzoic acid (619-84-1)

Guidance literature:

With Co₄HP₂Mo₁₅V₃O₆₂; N-(4-sulfonic acid)butyl triethylammonium tetrafluoroborate; dihydrogen peroxide; In water; at 20 ℃; for 3h; Green chemistry;

DOI:10.1039/c5ra02234g

upstream raw materials:

1,4-dioxane

potassium tert-butylate

bis(p-dimethylaminophenyl)methanone

4-(dimethylamino)benzoyl chloride

Downstream raw materials:

methyl 4-(N,N-dimethylamino)benzoate

n-propyl 4-dimethylaminobenzoate

4'-dimethylaminoacetophenone

ethyl p-dimethyaminolbenzoate

Refernces

• 1、 Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin. "Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer". supporting information. p. 6648 - 6653. Retrieved 2021/09/08.
• 2、 Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan. "Cleavage of Carboxylic Esters by Aluminum and Iodine". . p. 4254 - 4261. Retrieved 2021/03/09.