3,4-Diacetoxycinnamic acid

Base Information

• Chemical Name: 3,4-Diacetoxycinnamic acid
• CAS No.: 13788-48-2
• Molecular Formula: C₁₃H₁₂O₆
• Molecular Weight: 264.235
• European Community (EC) Number: 237-446-2
• NSC Number: 175884
• Nikkaji Number: J1.581.303B,J117.123B
• ChEMBL ID: CHEMBL3613022
• Mol file: 13788-48-2.mol

Synonyms:3,4-diacetoxycinnamic acid

Chemical Property of 3,4-Diacetoxycinnamic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 444.5°Cat760mmHg
• Flash Point: 169.6°C
• PSA: 89.90000
• Density: 1.319g/cm³
• LogP: 1.63500
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 264.06338810
• Heavy Atom Count: 19
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4-Diacetoxycinnamic acid

There total 8 articles about 3,4-Diacetoxycinnamic acid 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: 86.0%

caffeic acid (331-39-5,501-16-6) + acetic anhydride (108-24-7) → di-O-acetylcaffeic acid (13788-48-2,88623-81-8)

Guidance literature:

With pyridine; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.03.038

Reference yield:

acetic anhydride (108-24-7) + 3,4-dihydroxybenzaldehyde (139-85-5) → di-O-acetylcaffeic acid (13788-48-2,88623-81-8)

Guidance literature:

With sodium acetate;

Reference yield:

caffeic acid (331-39-5,501-16-6) → di-O-acetylcaffeic acid (13788-48-2,88623-81-8)

Guidance literature:

DOI:10.1007/BF00574748

upstream raw materials:

caffeic acid

acetic anhydride

sodium acetate

3,4-dihydroxybenzaldehyde

Downstream raw materials:

3,4-diacetoxycinnamoyl chloride

(E)-3,4-di-O-acetylcaffeoyl chloride

Refernces

• 1、 Ajiro, Hiroharu,Hsiao, Yi-Ju,Thi, Tran Hang,Fujiwara, Tomoko,Akashi, Mitsuru. "A stereocomplex of poly(lactide)s with chain end modification: Simultaneous resistances to melting and thermal decomposition". . p. 8478 - 8480. Retrieved 2012.
• 2、 Chapelle,J.. "". . p. 1305. Retrieved 1976.
• 3、 Shin, Kyung-Min,Kim, In-Tae,Park, Youg-Mi,Ha, Joohun,Choi, Jong-Won,Park, Hee-Juhn,Lee, Yong Sup,Lee, Kyung-Tae. "Polymerization of the triphosphates of AraC, 2',2'-difluorodeoxycytidine (dFdC) and OSI-7836 (T-araC) by human DNA polymerase alpha and DNA primase.". . p. 2337 - 2346. Retrieved 2004.
• 4、 Yoo, Yeong Jae,Nam, Dong Hyuk,Jung, Seo Yun,Jang, Jae Wan,Kim, Hyoung Ja,Jin, Changbae,Pae, Ae Nim,Lee, Yong Sup. "Synthesis of cinnamoyl ketoamides as hybrid structures of antioxidants and calpain inhibitors". . p. 2850 - 2854. Retrieved 2011.
• 5、 -. "Novel 3C-like protease inhibitor as well as preparation method and application thereof". Paragraph 0047-0048; 0057-0059. . Retrieved 2021/09/26.
• 6、 -. "1 - O - dicafeoyl quininic acid, its derivatives, preparation method and use thereof (by machine translation)". Paragraph 0116; 0117; 0118; 0119. . Retrieved 2018/06/16.