tert-Butyl 4-aminobenzoate

Base Information

• Chemical Name: tert-Butyl 4-aminobenzoate
• CAS No.: 18144-47-3
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 29224999
• European Community (EC) Number: 629-537-4
• NSC Number: 31647
• DSSTox Substance ID: DTXSID00283457
• Nikkaji Number: J870.258F
• Wikidata: Q72510686
• Mol file: 18144-47-3.mol

Synonyms:tert-Butyl 4-aminobenzoate;18144-47-3;4-Aminobenzoic Acid tert-Butyl Ester;TERT-BUTYL-4-AMINOBENZOATE;T-Butyl 4-aminobenzoate;Benzoic acid, 4-amino-, 1,1-dimethylethyl ester;4-Amino-benzoic acid tert-butyl ester;1,1-dimethylethyl 4-aminobenzoate;MFCD00665790;tert-Butyl4-aminobenzoate;4-(tert-Butoxycarbonyl)aniline;NSC31647;t-butyl-4-aminobenzoate;4-tert.butoxycarbonyl-aniline;tert.-butyl 4-amino-benzoate;SCHEMBL380152;4-tert.butyloxycarbonyl-aniline;DTXSID00283457;4-aminobenzoic acid t-butyl ester;KYORUZMJUKHKFS-UHFFFAOYSA-N;AM798;4-amino benzoic acid t-butyl ester;4-amino-benzoic acid t-butyl ester;CS-M1336;p-Aminobenzoic acid tert-butyl ester;2-methyl-2-propanyl 4-aminobenzoate;AB1270;NSC-31647;AKOS005157083;AC-8126;PS-4853;SY023203;4-Aminobenzoic acid 1,1-dimethylethyl ester;B3504;FT-0601099;tert-Butyl 4-aminobenzoate, >=98.0% (NT);EN300-123284;J-524838

Chemical Property of tert-Butyl 4-aminobenzoate

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Melting Point: 108-110 °C
• Refractive Index: 1.538
• Boiling Point: 322.4 °C at 760 mmHg
• PKA: 2.43±0.10(Predicted)
• Flash Point: 173.6 °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: 200

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 4-Aminobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=C(C=C1)N
• Description: Tert-Butyl 4-Aminobenzoate is a solid with a white to almost white appearance and a melting point range of 108–110°C. Tert-Butyl 4-Aminobenzoate consists of a benzene ring with an amino group (NH2) attached at the para position and a tert-butyl group (-C(CH3)3) attached to the amino group.
• Uses and Mechanism of Action: Tert-Butyl 4-Aminobenzoate falls under the category of pharmaceutical intermediates, other intermediates, and synthetic material intermediates. Tert-Butyl 4-Aminobenzoate is used as a reagent in peptide synthesis. It serves as a research reagent in pharmaceutical development and drug discovery processes.; Tert-Butyl 4-Aminobenzoate is utilized in the synthesis of anti-folate structural units, which are important in pharmaceuticals.
• Production Methods: Tert-Butyl 4-Aminobenzoate can be synthesized through various chemical reactions, including amination of tert-butyl 4-bromobenzoate using palladium-catalyzed reactions.
• Analysis Method: The purity and characteristics of Tert-Butyl 4-Aminobenzoate can be analyzed using techniques such as high-performance liquid chromatography (HPLC), gas chromatography (GC), mass spectrometry (MS), and infrared spectroscopy (IR). Additionally, precautions should be taken during handling to avoid personal contact and exposure to ignition sources due to its potential explosive properties.

Technology Process of tert-Butyl 4-aminobenzoate

There total 16 articles about tert-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%

tert-butyl 4-nitrobenzoate (19756-72-0) → tert-butyl 4-aminobenzoate (18144-47-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1021/jm801245v

Reference yield: 94.0%

4-(2-trimethylsilanylethoxycarbonylamino)benzoic acid tert-butyl ester (1257310-84-1) → tert-butyl 4-aminobenzoate (18144-47-3)

Guidance literature:

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

DOI:10.1016/j.tetlet.2010.08.100

Reference yield: 93.0%

(4-acetylaminophenyl)carbamic acid tert-butyl ester (769121-30-4) → tert-butyl 4-aminobenzoate (18144-47-3)

Guidance literature:

With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c3ob41971a

upstream raw materials:

tert-butyl 4-nitrobenzoate

4-sulfinylamino-benzoyl chloride

tert-butyl alcohol

tert-butyl-4-bromobenzoate

Downstream raw materials:

N-<4'-(tert-butoxycarbonyl)phenyl>-3-pyrrolidinol

tert-butyl 4-[N-[2-acetoxymethyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]amino]benzoate

4-(2-cyclopropyl-5-phenylpyrazolo[1,5-a]pyrimidin-7-ylamino)benzoic acid tert-butyl ester

C₂₂H₂₇N₅O₂

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、 Lee, Nicholas R.,Bikovtseva, Agata A.,Cortes-Clerget, Margery,Gallou, Fabrice,Lipshutz, Bruce H.. "Carbonyl Iron Powder: A Reagent for Nitro Group Reductions under Aqueous Micellar Catalysis Conditions". supporting information. p. 6518 - 6521. Retrieved 2017/12/26.