Isobutyl anthranilate

Base Information

• Chemical Name: Isobutyl anthranilate
• CAS No.: 7779-77-3
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• European Community (EC) Number: 231-938-0
• UNII: 42VU4JGT90
• DSSTox Substance ID: DTXSID8025460
• Nikkaji Number: J47.853I
• Wikidata: Q27258578
• Metabolomics Workbench ID: 46822
• ChEMBL ID: CHEMBL2263136
• Mol file: 7779-77-3.mol

Synonyms:ISOBUTYL ANTHRANILATE;7779-77-3;Isobutyl 2-aminobenzoate;2-Methylpropyl 2-aminobenzoate;Isobutyl O-aminobenzoate;Anthranilic acid, isobutyl ester;Isobutylanthranilate;FEMA No. 2182;Benzoic acid, 2-amino-, 2-methylpropyl ester;CCRIS 6251;EINECS 231-938-0;UNII-42VU4JGT90;AI3-03443;42VU4JGT90;Isobutylanthranilat;iso-butyl anthranilate;Anthranilic acid isobutyl;2-(isobutylamino)benzoate;Isobutyl 2-aminobenzoate #;anthranilic acid isobutyl ester;SCHEMBL1532440;CHEMBL2263136;DTXSID8025460;FEMA 2182;CHEBI:179249;AMY24780;ISOBUTYL ANTHRANILATE [FHFI];MFCD00053630;AKOS009166070;FS-3879;LS-1734;2-Aminobenzoic Acid 2-Methylpropyl Ester;A9826;FT-0657314;Q27258578

Chemical Property of Isobutyl anthranilate

Chemical Property:

• Appearance/Colour: brown liquid
• Vapor Pressure: 0.00206mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 290.6 °C at 760 mmHg
• Flash Point: 147.9 °C
• PSA: 52.32000
• Density: 1.076 g/cm³
• LogP: 2.66280
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl anthranilate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)C1=CC=CC=C1N
• Description: Isobutyl anthranilate has a faint, orange flowers odor. Prepared by heating the anhydride of N-carboxyl anthranilic acid with sodium isobutoxide and subsequently hydrolyzing the reaction product.

Technology Process of Isobutyl anthranilate

There total 4 articles about Isobutyl anthranilate 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: 86.3%

2-nitro-benzoic acid isobutyl ester (32357-18-9) → 2-aminobenzoic acid isobutyl ester (7779-77-3)

Guidance literature:

With platinum(IV) oxide; hydrogen; In various solvent(s);

DOI:10.1135/cccc19960751

Reference yield: 67.97%

2-methyl-propan-1-ol (78-83-1) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-aminobenzoic acid isobutyl ester (7779-77-3)

Guidance literature:

With sulfuric acid; Reflux;

DOI:10.1007/s00044-010-9537-5

Reference yield:

isatoic anhydride (118-48-9) + 2-methyl-propan-1-ol (78-83-1) → 2-aminobenzoic acid isobutyl ester (7779-77-3)

Guidance literature:

With sodium; Zersetzung des Reaktionsproduktes mit Wasser;

upstream raw materials:

isatoic anhydride

2-methyl-propan-1-ol

2-nitro-benzoic acid isobutyl ester

anthranilic acid

Downstream raw materials:

2-(Diisobutoxy-phosphanylamino)-benzoic acid isobutyl ester

isobutyl N-methyl anthranilate

C₁₇H₁₉N₃O₂

isobutyl N-(3,4-dimethoxybenzoyl)anthranilate

Refernces

• 1、 Pytela, Oldrich,Halama, Ales. "Steric effects in acid-catalyzed decomposition and base-catalyzed cyclization of 1-(2-alkoxycarbonyl-phenyl)-3-phenyltriazenes". . p. 751 - 763. Retrieved 2007/10/03.