2-METHYLCINNAMALDEHYDE

Base Information

• Chemical Name: 2-METHYLCINNAMALDEHYDE
• CAS No.: 93614-78-9
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.189
• Hs Code.: 2912299000
• Mol file: 93614-78-9.mol

Synonyms:2-Propenal,3-(2-methylphenyl)-, (E)-;(2E)-3-(2-Methylphenyl)acrylaldehyde;2-Methylcinnamaldehyde;2-propenal, 3-(2-methylphenyl)-, (2E)-;(E)-3-o-tolylacrylaldehyde;2-Methyl Cinnamic Aldehyde;3-o-tolylacrylaldehyde;

Chemical Property of 2-METHYLCINNAMALDEHYDE

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 259.691 °C at 760 mmHg
• Flash Point: 91.98 °C
• PSA: 17.07000
• Density: 1.015 g/cm³
• LogP: 2.20710
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-(o-Tolyl)acrylaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYLCINNAMALDEHYDE

There total 52 articles about 2-METHYLCINNAMALDEHYDE 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: 96.0%

1-methyl-2-(2-propenyl)-benzene (1587-04-8) → (E)-2-methylcinnamaldehyde (4549-82-0,93614-78-9)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In 1,2-dichloro-ethane; at 50 ℃; for 2h; stereoselective reaction;

DOI:10.1021/ol1030316

Reference yield: 91.0%

3-(2-methylphenyl)propanal (19564-40-0) → (E)-2-methylcinnamaldehyde (4549-82-0,93614-78-9)

Guidance literature:

With Pd(at)Pro-GO (palladium at proline-functionalized graphene-oxide); air; In water; dimethyl sulfoxide; at 40 ℃; for 10h;

DOI:10.1016/j.tetlet.2021.153596

Reference yield: 81.0%

ortho-methylphenyl iodide (615-37-2) + allyl alcohol (107-18-6) → 3-(2-methylphenyl)prop-2-en-1-al (93614-78-9,4549-82-0)

Guidance literature:

With tetrabutyl-ammonium chloride; oxygen; palladium diacetate; sodium hydrogencarbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 60 ℃; for 24h; under 760.051 Torr;

DOI:10.1039/b922351g

upstream raw materials:

(E)-3-phenylpropenal

methyl magnesium iodide

diethyl ether

3-phenyl-propenal

Downstream raw materials:

2-methyl-trans-cinnamaldehyde-semicarbazone

2-(2-methyl)phenyl-7,8-dihydro-5(6H)-quinoline

C₁₃H₁₃N₃O₂

(4S)-2-hydroxy-7,7-dimethyl-4-o-tolyl-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one

Refernces

• 1、 -. "Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method". Paragraph 0149-0154. . Retrieved 2021/05/29.
• 2、 Bettencourt, Christian J.,Chow, Sharon,Moore, Peter W.,Read, Christopher D.G.,Jiao, Yanxiao,Bakker, Jan Peter,Zhao, Sheng,Bernhardt, Paul V.,Williams, Craig M.. "Tandem oxidation-dehydrogenation of (hetero)arylated primary alcohols via perruthenate catalysis". . p. 652 - 659. Retrieved 2021/09/08.