p-Coumaryl alcohol

Base Information

• Chemical Name: p-Coumaryl alcohol
• CAS No.: 3690-05-9
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 2907299090
• Mol file: 3690-05-9.mol

Synonyms:2-Propen-1-ol,3-(p-hydroxyphenyl)- (6CI,7CI,8CI);Phenol, 4-(3-hydroxy-1-propenyl)- (9CI);3-(p-Hydroxyphenyl)-2-propen-1-ol;4-Hydroxycinnamic alcohol;4-Hydroxycinnamylalcohol;p-Coumaric alcohol;p-Coumaryl alcohol;p-Cumaric alcohol;p-Hydroxycinnamic alcohol;p-Hydroxycinnamyl alcohol;Phenol,4-(3-hydroxy-1-propen-1-yl)-;

Chemical Property of p-Coumaryl alcohol

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Melting Point: 124 °C
• Refractive Index: 1.64
• Boiling Point: 323.5°Cat760mmHg
• PKA: 9.95±0.30(Predicted)
• Flash Point: 162.7°C
• PSA: 40.46000
• Density: 1.188g/cm³
• LogP: 1.39770
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99%, ^*data from raw suppliers

p-CoumarylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CCO)O
• Uses: p-Coumaryl Alcohol is a monolignon which is used to synthesize lignin through a biosynthetic enzyme-catalyzed phenol dehydrogenation reaction.

Technology Process of p-Coumaryl alcohol

There total 16 articles about p-Coumaryl 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: 96.0%

methyl 4-hydroxycinnamate (3943-97-3) → 4-hydroxycinnamic alcohol (3690-05-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/acs.biomac.7b01223

Reference yield: 95.0%

1-hydroxy-3-(4-acetoxyphenyl)-2-propen (1202495-53-1) → 4-hydroxycinnamic alcohol (3690-05-9)

Guidance literature:

With β‐cyclodextrin; In water; acetone; at 60 ℃; for 6h; Green chemistry;

DOI:10.1039/c5gc01785h

Reference yield: 93.0%

C14H18O3 → 4-hydroxycinnamic alcohol (3690-05-9)

Guidance literature:

With β‐cyclodextrin; In water; acetone; at 60 ℃; for 6h; Green chemistry;

DOI:10.1039/c5gc01785h

upstream raw materials:

ethyl 3-(4-hydroxyphenyl)prop-2-enoate

p-hydroxy-cinnamaldehyde

4-acetaminophenol

allyl alcohol

Downstream raw materials:

(4-(4-hydroxyphenyl)furoxan-3-yl)methanol

3-(4-hydroxyphenyl)propan-1-ol

p-hydroxy-cinnamaldehyde

Refernces

• 1、 Lee, Choonseok,Bedgar, Diana L.,Davin, Laurence B.,Lewis, Norman G.. "Assessment of a putative proton relay in Arabidopsis cinnamyl alcohol dehydrogenase catalysis". . p. 1127 - 1134. Retrieved 2013.
• 2、 Aschenbrenner, Jennifer,Marx, Patrick,Pietruszka, J?rg,Marienhagen, Jan. "Microbial Production of Natural and Unnatural Monolignols with Escherichia coli". . p. 949 - 954. Retrieved 2019/02/26.
• 3、 -. "METHODS OF PRODUCING SUGAR-SPHINGOSINE AND SPHINGO BASE". Paragraph 0053; 0054. . Retrieved 2016/12/01.