Cinnamyl anthranilate

Base Information

• Chemical Name: Cinnamyl anthranilate
• CAS No.: 87-29-6
• Molecular Formula: C16H15 N O2
• Molecular Weight: 253.301
• Hs Code.: 2922439000
• European Community (EC) Number: 201-738-8
• UNII: LTW6QIC74B
• Nikkaji Number: J33.922I
• Wikidata: Q27155933
• ChEMBL ID: CHEMBL561481
• Mol file: 87-29-6.mol

Synonyms:3-phenyl-2-propenyl-2-aminobenzoate;cinnamyl anthranilate

Chemical Property of Cinnamyl anthranilate

Chemical Property:

• Vapor Pressure: 2.95E-08mmHg at 25°C
• Melting Point: 64-66°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 322°C
• PKA: 2.15±0.10(Predicted)
• Flash Point: 322°C
• PSA: 52.32000
• Density: 1,18 g/cm3
• LogP: 3.72020
• Water Solubility.: 0.23mg/L(temperature not stated)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 308

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Cinnamyl anthranilate, 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: C1=CC=C(C=C1)C=CCOC(=O)C2=CC=CC=C2N
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/COC(=O)C2=CC=CC=C2N
• Uses: Flavoring agent in food; fragrance in soaps and perfumes. Cinnamyl Anthranilate is a flavoring agent that is a powder which may be red or yellow. It has an odor resembling anthranilates, fruity and characteristically balsamic. It is insoluble in water, and soluble in alcohol, chloroform, and ether. It is obtained by chemical synthesis.

Technology Process of Cinnamyl anthranilate

There total 2 articles about Cinnamyl 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: 67.0%

isatoic anhydride (118-48-9) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → 2-aminobenzoic acid 3-phenyl-2-propenyl ester (87-29-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 90 ℃; for 6h;

DOI:10.1016/j.jsbmb.2018.12.005

Reference yield:

→ 3-phenyl-2-propenyl 2-aminobenzoate (87-29-6)

Guidance literature:

Anhydrid I, entspr. Alkohol;

Reference yield: 59.0%

2-aminobenzoic acid 3-phenyl-2-propenyl ester (87-29-6) + benzyl chloroformate (501-53-1,94274-21-2) → cinnamyl N-(benzyloxycarbonyl)anthranilate

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 46h;

DOI:10.1016/j.tet.2004.11.080

upstream raw materials:

isatoic anhydride

(2E)-3-phenyl-2-propen-1-ol

Refernces