tert-Butyl 3-aminobenzoate

Base Information

• Chemical Name: tert-Butyl 3-aminobenzoate
• CAS No.: 92146-82-2
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922499990
• European Community (EC) Number: 628-818-9
• UNII: CVE73CZ65H
• DSSTox Substance ID: DTXSID4049373
• Nikkaji Number: J1.860.737I
• Wikidata: Q72510679
• ChEMBL ID: CHEMBL3187046
• Mol file: 92146-82-2.mol

Synonyms:tert-Butyl 3-aminobenzoate;92146-82-2;TERT-BUTYL-3-AMINOBENZOATE;1,1-dimethylethyl 3-aminobenzoate;Benzoic acid, 3-amino-, 1,1-dimethylethyl ester;t-butyl 3-aminobenzoate;3-aminobenzoic acid tert-butyl ester;CVE73CZ65H;DTXSID4049373;MFCD00729048;TERT-BUTYL3-AMINOBENZOATE;UNII-CVE73CZ65H;SCHEMBL381125;CHEMBL3187046;DTXCID1029332;CHEBI:195132;3-amino benzoic acid t-butyl ester;3-Amino-benzoic acid t-butyl ester;Tox21_202904;AB1269;3-amino-benzoic acid tert-butyl ester;AKOS009159044;AC-7104;PS-4335;NCGC00260450-01;SY003973;Benzoic acid, 3-amino-, tert.-butyl ester;CAS-92146-82-2;CS-0130430;FT-0642221;tert-Butyl 3-aminobenzoate, >=97.0% (NT);EN300-262030;(3-Amino-phenyl)-carboxylic acid-tert-butyl ester;Z600614512

Chemical Property of tert-Butyl 3-aminobenzoate

Chemical Property:

• Vapor Pressure: 0.000649mmHg at 25°C
• Melting Point: 81 °C
• Refractive Index: 1.538
• Boiling Point: 309.2 °C at 760 mmHg
• PKA: 3.44±0.10(Predicted)
• Flash Point: 163 °C
• PSA: 52.32000
• Density: 1.078 g/cm³
• LogP: 2.80530
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 3-aminobenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC(=CC=C1)N
• Uses: tert-butyl 3-aminobenzoate is a useful research chemical.

Technology Process of tert-Butyl 3-aminobenzoate

There total 11 articles about tert-Butyl 3-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%

3-nitro-benzoic acid t-butyl ester (58656-99-8) → tert-butyl 3-aminobenzoate (92146-82-2)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 95 ℃;

DOI:10.1002/chem.202003524

Reference yield: 98.0%

3-(2-trimethylsilanylethoxycarbonylamino)benzoic acid tert-butyl ester (1257310-83-0) → tert-butyl 3-aminobenzoate (92146-82-2)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 45 ℃; for 8h;

DOI:10.1016/j.tetlet.2010.08.100

Reference yield: 88.0%

3-chlorobenzoic acid tert-butyl ester (16537-17-0) → tert-butyl 3-aminobenzoate (92146-82-2)

Guidance literature:

With ammonium hydroxide; potassium phosphate; In dimethyl sulfoxide; at 80 ℃; UV-irradiation;

DOI:10.1007/s11426-020-9859-9

upstream raw materials:

3-nitro-benzoic acid t-butyl ester

tert-butyl 3-bromobenzoate

3-nitrobenzoic acid

di-tert-butyl dicarbonate

Downstream raw materials:

3-[(4-nitrophenyl)oxycarbonyl]-amino-benzoic acid tert-butyl ester

2-[2,4-Dioxo-5-phenyl-3-methyl-3-(3-carboxyphenyl)carbamoylmethyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-phenyl acetamide

3-(3-{6-[(isopropyl-phenyl-carbamoyl)-methyl]-5-oxo-1-phenyl-5,6-dihydro-4H-2,3,6,10b-tetraazabenzo[e]azulen-4-yl}-ureido)-benzoic acid tert-butyl ester

3-(3-{6-[(benzyl-isopropyl-carbamoyl)-methyl]-5-oxo-1-phenyl-5,6-dihydro-4H-2,3,6,10b-tetraazabenzo[e]azulen-4-yl}-ureido)-benzoic acid tert-butyl ester

Refernces

• 1、 Barja, Beatriz C.,Bruttomesso, Andrea C.,Eliseeva, Svetlana V.,Petoud, Stéphane,Ramírez, Javier A.,Trupp, Leandro,Vardé, Mariana. "Innovative Multipodal Ligands Derived from Tr?ger's Bases for the Sensitization of Lanthanide(III) Luminescence". supporting information. p. 16900 - 16909. Retrieved 2020/11/30.
• 2、 Drewe, William C.,Nanjunda, Rupesh,Gunaratnam, Mekala,Beltran, Monica,Parkinson, Gary N.,Reszka, Anthony P.,Wilson, W. David,Neidle, Stephen. "Rational design of substituted diarylureas: A scaffold for binding to G-quadruplex motifs". supporting information; experimental part. p. 7751 - 7767. Retrieved 2009/12/07.