2-Hydroxycinnamaldehyde acetate

Base Information

• Chemical Name: 2-Hydroxycinnamaldehyde acetate
• CAS No.: 33538-94-2
• Molecular Formula: C11H10 O3
• Molecular Weight: 0
• Hs Code.: 2915390090
• Wikidata: Q76323082
• ChEMBL ID: CHEMBL81543
• Mol file: 33538-94-2.mol

Synonyms:2-Hydroxycinnamaldehyde acetate;3-(2-(Acetyloxy)phenyl)-2-propenal;BRN 2443620;2-Propenal, 3-(2-(acetyloxy)phenyl)-;33538-94-2;CHEMBL81543;SCHEMBL6475481;SCHEMBL15330637;AKOS004118500;NSC 114587;LS-123218

Chemical Property of 2-Hydroxycinnamaldehyde acetate

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Boiling Point: 335.7°Cat760mmHg
• Flash Point: 149.6°C
• PSA: 43.37000
• Density: 1.15g/cm³
• LogP: 1.82400
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1C=CC=O
• Isomeric SMILES: CC(=O)OC1=CC=CC=C1/C=C/C=O

Technology Process of 2-Hydroxycinnamaldehyde acetate

There total 6 articles about 2-Hydroxycinnamaldehyde acetate 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: 79.0%

(E)-1-(2-acetoxyphenyl)butadiene → (E)-2-(3-oxoprop-1-en-1-yl)phenyl acetate (33538-94-2)

Guidance literature:

With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 23h; regioselective reaction;

DOI:10.1021/acs.orglett.9b03562

Reference yield: 76.0%

2-allylphenyl acetate (4125-54-6) → (E)-2-(3-oxoprop-1-en-1-yl)phenyl acetate (33538-94-2)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 60 ℃; for 10h; Solvent; Temperature;

DOI:10.1039/c8ob01469h

Reference yield:

Acetic acid 2-((E)-3-hydroxy-propenyl)-phenyl ester → 3-(2'-O-acetylphenyl)-2-propenal (33538-94-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; acetone;

DOI:10.1016/S0960-894X(97)10008-7

upstream raw materials:

acetic anhydride

salicylaldehyde

ethyl vinyl ether

2-acetoxycinnamic acid

Downstream raw materials:

2'-hydroxycinnamaldehyde

3-(2-acetoxyphenyl)propenal N-phenylnitrone

Refernces

• 1、 Xu, Ting-Ting,Jiang, Tao-Shan,Han, Xiao-Lan,Xu, Yuan-Hong,Qiao, Jin-Ping. "Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process". . p. 5350 - 5358. Retrieved 2018/08/03.
• 2、 Billman,Tonnis. "Substituted aralkyl aldehydes: preparation and antitumor evaluation.". . p. 1188 - 1192. Retrieved 2007/10/11.