Butyl 4-aminobenzoate

Base Information

• Chemical Name: Butyl 4-aminobenzoate
• CAS No.: 94-25-7
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 29224995
• European Community (EC) Number: 202-317-1
• NSC Number: 757433,128464
• UNII: EFW857872Q
• DSSTox Substance ID: DTXSID7022417
• Nikkaji Number: J4.698A
• Wikipedia: Butamben
• Wikidata: Q5002348
• NCI Thesaurus Code: C75086
• RXCUI: 19861
• Pharos Ligand ID: 542WNYPAMT2N
• Metabolomics Workbench ID: 67433
• ChEMBL ID: CHEMBL127516
• Mol file: 94-25-7.mol

Synonyms:butamben;butamben picrate;butanylcaine;Butesin;butyl aminobenzoate;butylcaine;N-butyl-p-aminobenzoate;zyljectin

Chemical Property of Butyl 4-aminobenzoate

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.000227mmHg at 25°C
• Melting Point: 57-58 °C(lit.)
• Refractive Index: 1.539
• Boiling Point: 325.7 °C at 760 mmHg
• PKA: pKa 5.38 (Uncertain)
• Flash Point: 184.6 °C
• PSA: 52.32000
• Density: 1.078 g/cm³
• LogP: 2.80690
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Very slightly soluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Butyl4-?Aminobenzoate(Butamben) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:; R43:
• Safety Statements: S26:; S36/37:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Sunscreens
• Canonical SMILES: CCCCOC(=O)C1=CC=C(C=C1)N
• Uses: n-Butyl 4-aminobenzoate is used as pharmaceutical intermediate. antibacterial

Technology Process of Butyl 4-aminobenzoate

There total 14 articles about Butyl 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%

butyl p-nitrobenzoate (120-48-9) → 4-amino-benzoic acid butyl ester (94-25-7)

Guidance literature:

With hydrogen; AV-18-7; palladium; In ethanol; at 45 ℃; under 750.06 Torr;

Reference yield: 90.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + butan-1-ol (71-36-3) → 4-amino-benzoic acid butyl ester (94-25-7)

Guidance literature:

With thionyl chloride; for 2h; Heating;

DOI:10.1016/0040-4039(96)01351-2

Reference yield: 90.0%

p-aminoiodobenzene (540-37-4) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) + butan-1-ol (71-36-3) → 4-amino-benzoic acid butyl ester (94-25-7)

Guidance literature:

With C₃₅H₂₀F₃₄NO₃^(1-)*Pd⁽²⁺⁾*Cl^(1-); N-ethyl-N,N-diisopropylamine; In neat (no solvent); at 130 ℃; for 0.2h; Microwave irradiation;

DOI:10.1016/j.tet.2014.09.065

upstream raw materials:

butyl p-nitrobenzoate

4-amino-benzoic acid

butan-1-ol

4-methoxycarbonyl aniline

Downstream raw materials:

4-{[furan-2-yl-(8-hydroxy-quinolin-7-yl)-methyl]-amino}-benzoic acid butyl ester

N-chloroaceto-4-aminobutylbenzoate

4-{(S)-6-Amino-2-[(4-aminomethyl-cyclohexanecarbonyl)-amino]-hexanoylamino}-benzoic acid butyl ester

4-((S)-6-Benzyloxycarbonylamino-2-{[4-(benzyloxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-hexanoylamino)-benzoic acid butyl ester

Refernces

• 1、 Sarki, Naina,Goyal, Vishakha,Tyagi, Nitin Kumar,Puttaswamy,Narani, Anand,Ray, Anjan,Natte, Kishore. "Simple RuCl3-catalyzed N-Methylation of Amines and Transfer Hydrogenation of Nitroarenes using Methanol". . p. 1722 - 1729. Retrieved 2021/04/19.
• 2、 Duan, Zhiying,Liu, Fangfang,Pang, Shaofeng,Su, Qiong,Wang, Yanbin,Xie, Xin,Zhang, Ping,Zhang, Yujing,Zhou, Feng. "Superhydrophobic nickel/carbon core-shell nanocomposites for the hydrogen transfer reactions of nitrobenzene and N-heterocycles". . p. 1996 - 2010. Retrieved 2020/04/07.