Petroselinyl alcohol

Base Information

• Chemical Name: Petroselinyl alcohol
• CAS No.: 2774-87-0
• Molecular Formula: C18H36 O
• Molecular Weight: 268.483
• Hs Code.: 2905290000
• DSSTox Substance ID: DTXSID401314830
• Nikkaji Number: J598.445I
• Mol file: 2774-87-0.mol

Synonyms:Petroselinyl alcohol;cis-6-Octadecen-1-ol;2774-87-0;6-Octadecen-1-ol, (6Z)-;(Z)-octadec-6-en-1-ol;(Z)-6-Octadecen-1-ol;Petroselinyl alcohol, liquid;(6Z)-6-Octadecen-1-ol;SCHEMBL1058847;TVPWKOCQOFBNML-SEYXRHQNSA-N;DTXSID401314830;J-016877

Chemical Property of Petroselinyl alcohol

Chemical Property:

• Melting Point: 29-30 °C
• Boiling Point: 361.7±11.0 °C(Predicted)
• PKA: 15.18±0.10(Predicted)
• PSA: 20.23000
• Density: 0.847±0.06 g/cm3(Predicted)
• LogP: 6.01620
• Storage Temp.: −20°C
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 268.276615768
• Heavy Atom Count: 19
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

Petroselinyl alcohol liquid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC=CCCCCCO
• Isomeric SMILES: CCCCCCCCCCC/C=C\CCCCCO

Technology Process of Petroselinyl alcohol

There total 5 articles about Petroselinyl 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: 92.0%

Petroselinic acid (593-39-5) → (6Z)-6-octadecen-1-ol (2774-87-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/ja043002i

Reference yield: 70.0%

6-octadecyn-1-ol (2861-50-9) → (6Z)-6-octadecen-1-ol (2774-87-0)

Guidance literature:

With quinoline; palladium 10% on activated carbon; hydrogen; In hexane; at 20 ℃;

DOI:10.1007/s11745-017-4262-1

Reference yield:

6-octadecyn-1-ol → (6Z)-6-octadecen-1-ol (2774-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methanol / 12 h / 35 °C

2: palladium 10% on activated carbon; hydrogen; quinoline / hexane / 20 °C

With quinoline; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; In methanol; hexane;

DOI:10.1007/s11745-017-4262-1

upstream raw materials:

methyl petroselinate

Petroselinic acid

6-octadecyn-1-ol

tridec-1-yne

Downstream raw materials:

3-O-petroselinyl-sn-glycerol 1-O-m-nitrobenzenesulfonate

1-O-petroselinyl-sn-glycerol 3-O-m-nitrobenzenesulfonate

octadecane-1,8-diol

1-O-petroselinyl-2-O-(methoxymethyl)-3-O-<(m-nitrophenyl)sulfonyl>-sn-glycerol