Isopropyl 4-aminobenzoate

Base Information

• Chemical Name: Isopropyl 4-aminobenzoate
• CAS No.: 18144-43-9
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 29222990
• European Community (EC) Number: 681-574-5
• DSSTox Substance ID: DTXSID90876034
• Nikkaji Number: J47.836I
• Wikidata: Q63409199
• ChEMBL ID: CHEMBL1467165
• Mol file: 18144-43-9.mol

Synonyms:isopropyl 4-aminobenzoate;18144-43-9;propan-2-yl 4-aminobenzoate;4-Amino-benzoic acid isopropyl ester;Benzoic acid, 4-amino-, 1-methylethyl ester;4-Aminobenzoic Acid Isopropyl Ester;Isopropyl p-aminobenzoate;Benzoic acid, p-amino-, isopropyl ester;MFCD00017108;Isopropyl 4-Aminobenzoate;4-Aminobenzoic Acid 1-Methylethyl Ester;Benzoic acid, p-amino-, isopropyl ester (6CI,7CI,8CI);1-Methylethyl 4-aminobenzoate;Isopropyl 4-aminobenzoate;Isopropyl-4-aminobenzoate;4-isopropoxycarbonylaniline;Oprea1_412092;Oprea1_603266;MLS000712118;F3095-2243;SCHEMBL3320116;CHEMBL1467165;DTXSID90876034;?ISOPROPYL 4-AMINOBENZOATE;HMS1675N17;HMS2626J22;PARA AMINO ISOPROPYLBENZOATE;STK243731;AKOS000108584;Isopropyl 4-aminobenzoate, AldrichCPR;NCGC00245041-01;AS-65813;SMR000281885;A0273;BB 0244997;CS-0449093;FT-0637654;EN300-16171;D88237;A812615;AK-968/13213183;Q63409199;Z54178707;InChI=1/C10H13NO2/c1-7(2)13-10(12)8-3-5-9(11)6-4-8/h3-7H,11H2,1-2H

Chemical Property of Isopropyl 4-aminobenzoate

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.456
• Boiling Point: 315.7 °C at 760 mmHg
• PKA: 2.63±0.10(Predicted)
• Flash Point: 168.2 °C
• PSA: 52.32000
• Density: 1.099 g/cm³
• LogP: 2.41520
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

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

Isopropyl 4-Aminobenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1=CC=C(C=C1)N
• Uses: Isopropyl 4-Aminobenzoate serves as a model drug in the correlations studies between HPLC retention parameters and percutaneous absorption. Also functions as an inhibitor or an alternative acceptor substrate in the enzymic acetylation of p-nitroaniline.

Technology Process of Isopropyl 4-aminobenzoate

There total 13 articles about Isopropyl 4-aminobenzoate 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: 100.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 4-aminobenzoate (18144-43-9)

Guidance literature:

4-amino-benzoic acid; isopropyl alcohol; With thionyl chloride; at 20 ℃; for 90h; Reflux;

With sodium hydrogencarbonate; In water; isopropyl alcohol;

Reference yield: 100.0%

isopropyl 4-nitrobenzoate (13756-40-6) → isopropyl 4-aminobenzoate (18144-43-9)

Guidance literature:

With hydrogen; AV-17-8; palladium; In ethanol; at 45 ℃; under 750.06 Torr;

Reference yield: 99.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + isopropyl bromide (75-26-3) → isopropyl 4-aminobenzoate (18144-43-9)

Guidance literature:

With triethylamine; at 60 ℃; for 1h; Inert atmosphere; Ionic liquid;

DOI:10.3906/kim-0904-39

upstream raw materials:

isopropyl 4-nitrobenzoate

4-amino-benzoic acid

isopropyl alcohol

p-aminoethylbenzoate

Downstream raw materials:

isopropyl 4-<4-(dimethylamino)benzylideneamino>benzoate

1-methylethyl 4-isocyanatobenzoate

Refernces

• 1、 Lu, Hongtao,Geng, Zhiyue,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie. "Metal-Free Reduction of Aromatic Nitro Compounds to Aromatic Amines with B2pin2 in Isopropanol". supporting information. p. 2774 - 2776. Retrieved 2016/06/15.
• 2、 Goek, Yetkin,Alici, Buelent,Cetinkaya, Enginc,OeZdemir, Ismail,Oezeroglu, Ozlem. "Ionic liquids as solvent for efficient esterification of carboxylic acids with alkyl halides". experimental part. p. 187 - 191. Retrieved 2010/09/11.