p-Methylcinnamyl alcohol

Base Information

• Chemical Name: p-Methylcinnamyl alcohol
• CAS No.: 1504-62-7
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• DSSTox Substance ID: DTXSID80326957
• Mol file: 1504-62-7.mol

Synonyms:p-methylcinnamyl alcohol;3-p-Tolyl-prop-2-en-1-ol;DTXSID80326957;3-(4-methylphenyl)-2-propene-1-ol;AKOS017523583

Chemical Property of p-Methylcinnamyl alcohol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=CCO

Technology Process of p-Methylcinnamyl alcohol

There total 17 articles about p-Methylcinnamyl alcohol 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: 98.0%

methyl 3-(4-methylphenyl)acrylate (7560-43-2,20754-20-5,50363-84-3) → 4-methylcinnamyl alcohol (122058-30-4,1504-62-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; for 0.5h; Inert atmosphere; Cooling;

DOI:10.1021/acs.orglett.0c00915

Reference yield: 95.0%

3-(4-methylphenyl)acrylaldehyde (1504-75-2) → 4-methylcinnamyl alcohol (122058-30-4,1504-62-7)

Guidance literature:

With formic acid; chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; In water; at 80 ℃; for 0.5h; chemoselective reaction; Schlenk technique;

DOI:10.1021/acs.organomet.9b00353

Reference yield: 64.1%

ethyl p-methylcinnamate (20511-20-0) → 4-methylcinnamyl alcohol (122058-30-4,1504-62-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -70 - 20 ℃; for 1h;

upstream raw materials:

1-(4-methylphenyl)-2-propen-1-ol

3-(4-methylphenyl)prop-2-enyl acetate

acetic anhydride

methyl 3-(4-methylphenyl)acrylate

Downstream raw materials:

3-bromo-1-p-tolyl-1-propene

Methyl-carbamic acid (E)-3-p-tolyl-allyl ester

C₁₀H₈N₂O₃

3-(hydroxymethyl)-4-(p-tolyl)-1,2,5-oxadiazole 2-oxide