Cinnamic anhydride

Base Information

• Chemical Name: Cinnamic anhydride
• CAS No.: 21947-71-7
• Molecular Formula: C18H14O3
• Molecular Weight: 278.307
• European Community (EC) Number: 208-695-4
• UNII: 2VMI2E65WO
• Nikkaji Number: J188.388G,J6.374F
• Wikidata: Q27255657
• Mol file: 21947-71-7.mol

Synonyms:cinnamic anhydride;cinnamic anhydride, (E,E)-isomer

Chemical Property of Cinnamic anhydride

Chemical Property:

• Boiling Point: 270 °C (23 mmHg)
• PSA: 43.37000
• LogP: 3.48300
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 278.094294304
• Heavy Atom Count: 21
• Complexity: 359

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)OC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)OC(=O)/C=C/C2=CC=CC=C2

Technology Process of Cinnamic anhydride

There total 18 articles about Cinnamic anhydride 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: 100.0%

(E)-3-phenylacrylic acid (140-10-3) → cinnamic anhydride (21947-71-7)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c8ob00178b

Reference yield: 95.0%

(E)-3-phenylacrylic acid (140-10-3) + potassium cinnamate (63073-96-1) → cinnamic anhydride (21947-71-7)

Guidance literature:

(E)-3-phenylacrylic acid; With trichloroisocyanuric acid; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

potassium cinnamate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1515/chempap-2015-0042

Reference yield: 89.0%

→ cinnamic anhydride (21947-71-7)

Guidance literature:

upstream raw materials:

(E)-3-phenylacrylic acid

cinnamyl acetate

Cinnamic acid

Cinnamoyl chloride

Downstream raw materials:

(E)-2-styryl-1H-imidazo[4,5-b]pyridine

(E)-1,5-diphenyl-1-penten-4-yn-3-one

(E)-1,5-diphenyl-3-(phenylethynyl)pent-1-en-4-yn-3-ol

N-(2'-amino-biphenyl-2-yl)-trans-cinnamamide