Butyl anthranilate

Base Information

• Chemical Name: Butyl anthranilate
• CAS No.: 7756-96-9
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922493800
• European Community (EC) Number: 231-816-7
• NSC Number: 406509
• UNII: 73DAT3M81O
• DSSTox Substance ID: DTXSID5024683
• Nikkaji Number: J47.852K
• Wikidata: Q27158971
• Metabolomics Workbench ID: 47549
• ChEMBL ID: CHEMBL1558498
• Mol file: 7756-96-9.mol

Synonyms:BUTYL ANTHRANILATE;Butyl 2-aminobenzoate;7756-96-9;n-Butyl anthranilate;Butyl O-aminobenzoate;n-Butyl o-aminobenzoate;Anthranilic acid, butyl ester;Benzoic acid, 2-amino-, butyl ester;2-Aminobenzoic acid butyl ester;anthranilic acid n-butyl ester;FEMA No. 2181;CCRIS 4759;2-Aminobenzoic acid, butyl ester;EINECS 231-816-7;NSC 406509;UNII-73DAT3M81O;AI3-03442;73DAT3M81O;DTXSID5024683;CHEBI:86192;NSC-406509;Anthranilic acid, butyl ester (6CI,7CI,8CI);2-Amino-Benzoicacid butylester;Butyl 2-aminobenzoate #;Anthranilic Acid Butyl Ester;Butyl anthranilate, >=99%;MLS001050125;SCHEMBL869504;DTXCID204683;CHEMBL1558498;FEMA 2181;BUTYL ANTHRANILATE [FHFI];BUTYL ANTHRANILATE [USP-RS];Tox21_201173;MFCD00036506;NSC406509;STL453571;AKOS009165502;Butyl anthranilate, analytical standard;LS-1720;NCGC00091623-01;NCGC00091623-02;NCGC00258725-01;AC-11716;AS-57629;SMR001216579;CAS-7756-96-9;A0498;FT-0622415;A19167;D88268;W-104308;Q27158971;Butyl anthranilate, United States Pharmacopeia (USP) Reference Standard

Chemical Property of Butyl anthranilate

Chemical Property:

• Appearance/Colour: dark brown liquid
• Vapor Pressure: 0.00138mmHg at 25°C
• Melting Point: <0 °C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 297.1 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 153.2 °C
• PSA: 52.32000
• Density: 1.078 g/cm³
• LogP: 2.80690
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99.9% ^*data from raw suppliers

Butyl Anthranilate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC=CC=C1N

Technology Process of Butyl anthranilate

There total 7 articles about Butyl 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: 99.4%

2-(sulfinylamino)benzoyl chloride (64001-48-5) + butan-1-ol (71-36-3) → n-butyl anthranilate (7756-96-9)

Guidance literature:

for 1h;

Reference yield: 78.0%

isatoic anhydride (118-48-9) + butan-1-ol (71-36-3) → n-butyl anthranilate (7756-96-9)

Guidance literature:

With sodium hydroxide; at 85 ℃;

DOI:10.1016/j.jsbmb.2018.12.005

Reference yield: 70.0%

2-nitro-benzaldehyde (552-89-6) + butan-1-ol (71-36-3) → n-butyl anthranilate (7756-96-9)

Guidance literature:

With dmap; ethyl 2-cyanoacetate; at 20 ℃; for 5h; chemoselective reaction;

DOI:10.1039/c5cc03369a

upstream raw materials:

2-carbomethoxyaniline

butan-1-ol

isatoic anhydride

anthranilic acid

Downstream raw materials:

2-(Diisopropoxy-phosphanylamino)-benzoic acid butyl ester

dibutyl phosphoramidite

2-(4-Hydroxy-3,6-dioxo-5-undecyl-cyclohexa-1,4-dienylamino)-benzoic acid butyl ester

2-(4-Methoxy-3,6-dioxo-5-undecyl-cyclohexa-1,4-dienylamino)-benzoic acid butyl ester

Refernces

• 1、 Zhang, Shudi,Tan, Zhenda,Xiong, Biao,Jiang, Huan Feng,Zhang, Min. "Transition-metal-catalyst-free synthesis of anthranilic acid derivatives by transfer hydrogenative coupling of 2-nitroaryl methanols with alcohols/amines". supporting information. p. 531 - 535. Retrieved 2018/02/07.
• 2、 Sarkar, Satavisha,Khan, Abu T.. "Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy". supporting information. p. 12673 - 12676. Retrieved 2015/08/06.