3,4,5-Trimethoxycinnamaldehyde

Base Information

• Chemical Name: 3,4,5-Trimethoxycinnamaldehyde
• CAS No.: 34346-90-2
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Hs Code.: 2912499000
• UNII: 0U9SB79TM1
• DSSTox Substance ID: DTXSID00904837
• Nikkaji Number: J33.987C,J1.370.424D
• Wikidata: Q27237259
• Mol file: 34346-90-2.mol

Synonyms:3,4,5-trimethoxycinnamic aldehyde

Chemical Property of 3,4,5-Trimethoxycinnamaldehyde

Chemical Property:

• Vapor Pressure: 1.39E-05mmHg at 25°C
• Refractive Index: 1.4560 (estimate)
• Boiling Point: 367.2°Cat760mmHg
• Flash Point: 163.5°C
• PSA: 44.76000
• Density: 1.112g/cm³
• LogP: 1.92450
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4,5-Trimethoxycinnamaldehyde

There total 41 articles about 3,4,5-Trimethoxycinnamaldehyde 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: 90.0%

3-(3',4',5'-trimethoxyphenyl)propanal (121667-78-5) → 3-(3',4',5'-trimethoxyphenyl)-prop-2-en-1-al (34346-90-2)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tert.-butylnitrite; oxygen; toluene-4-sulfonic acid; 1,3,5-trimethyl-benzene; In tert-butyl alcohol; at 25 ℃; for 7h; under 760.051 Torr;

DOI:10.1021/acscatal.7b01008

Reference yield: 90.0%

(E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol (1504-56-9) → 3,4,5-trimethoxycinnamaldehyde (71277-13-9,34346-90-2,71277-12-8)

Guidance literature:

With silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/cmdc.201700239

Reference yield: 85.0%

3-(3',4',5'-trimethoxyphenyl)propanal (121667-78-5) → 3,4,5-trimethoxycinnamaldehyde (71277-13-9,34346-90-2,71277-12-8)

Guidance literature:

With iron(III) chloride; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In chlorobenzene; at 120 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00043

upstream raw materials:

3’,4’,5’-trimethoxycinnamyl alcohol

elemicin

Isoelemicin

2,3-dicyano-5,6-dichloro-p-benzoquinone

Downstream raw materials:

6-[1-Amino-3-(3,4,5-trimethoxy-phenyl)-propyl]-2-methoxy-cyclohepta-2,4,6-trienone

(RS)-6-<1'-azido-3'-(3'',4'',5''-trimethoxyphenyl)propyl>-2-methoxycyclohepta-2,4,6-trienone

(RS)-6-<1'-mesyloxy-3'-(3'',4'',5''-trimethoxyphenyl)propyl>-2-methoxycyclohepta-2,4,6-trienone

(RS)-6-<1'-benzoyloxy-3'-(3'',4'',5''-trimethoxyphenyl)propyl>-2-methoxycyclohepta-2,4,6-trienone

Refernces

• 1、 Ando, Kaori,Watanabe, Haruka,Zhu, Xiaoxian. "One-Pot Preparation of (E)-α,β-Unsaturated Aldehydes by a Julia-Kocienski Reaction of 2,2-Dimethoxyethyl PT Sulfone Followed by Acid Hydrolysis". . p. 6969 - 6973. Retrieved 2021/05/06.
• 2、 Wang, Mei-Mei,Ning, Xiao-Shan,Qu, Jian-Ping,Kang, Yan-Biao. "Dehydrogenative Synthesis of Linear α,β-Unsaturated Aldehydes with Oxygen at Room Temperature Enabled by tBuONO". . p. 4000 - 4003. Retrieved 2017/06/19.