Guaiacol cinnamate

Base Information

• Chemical Name: Guaiacol cinnamate
• CAS No.: 531-40-8
• Molecular Formula: C16H14 O3
• Molecular Weight: 254.285
• Hs Code.: 2916399090
• European Community (EC) Number: 208-508-6
• NSC Number: 700129
• UNII: 8G261E69SI
• Nikkaji Number: J3.060.572A,J95.480B
• Wikidata: Q27270365
• ChEMBL ID: CHEMBL1971991
• Mol file: 531-40-8.mol

Synonyms:Guaiacol cinnamate;2-Methoxyphenyl cinnamate;531-40-8;2-Methoxyphenyl 3-phenylacrylate;NSC700129;(2-methoxyphenyl) (E)-3-phenylprop-2-enoate;8G261E69SI;UNII-8G261E69SI;EINECS 208-508-6;2-Propenoic acid, 3-phenyl-, 2-methoxyphenyl ester;SCHEMBL9065919;CHEMBL1971991;GUAIACOL CINNAMATE [WHO-DD];AKOS002256459;NSC-700129;SR-01000196384;SR-01000196384-1;Q27270365

Chemical Property of Guaiacol cinnamate

Chemical Property:

• Vapor Pressure: 4.92E-07mmHg at 25°C
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 175.3°C
• PSA: 35.53000
• Density: 1.156g/cm³
• LogP: 3.31400
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: COC1=CC=CC=C1OC(=O)/C=C/C2=CC=CC=C2

Technology Process of Guaiacol cinnamate

There total 5 articles about Guaiacol cinnamate 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: 99.0%

2-methoxy-phenol (90-05-1) + Cinnamoyl chloride (102-92-1,17082-09-6) → 2-methoxyphenylcinnamate (531-40-8)

Guidance literature:

With pyridine; In benzene; for 1h; Heating;

Reference yield: 84.0%

cinnamoyl chloride (102-92-1,17082-09-6) + 2-methoxy-phenol (90-05-1) → 2-methoxyphenyl cinnamate (531-40-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.5012/bkcs.2011.32.1.65

Reference yield:

cinnamic acid anhydride (538-56-7) → 2-methoxyphenyl cinnamate (531-40-8)

Guidance literature:

upstream raw materials:

cinnamoyl chloride

2-methoxy-phenol

cinnamic acid anhydride

(E)-3-phenylacrylic acid

Downstream raw materials:

4'-hydroxy-3'-methoxychalcone

5-hydroxy-6-methoxy-3-phenylindanone

Refernces

• 1、 Dupin, Jean-Francois E.,Chenault, Jacques. "REACTIVITY OF ARYLCINNAMATES IN POLYPHOSPHORIC ACID (PPA): CYCLISATION AND REARRANGEMENT REACTIONS". . p. 2401 - 2404. Retrieved 2007/10/02.