(E)-2-Octadecenol

Base Information

• Chemical Name: (E)-2-Octadecenol
• CAS No.: 41207-34-5
• Molecular Formula: C₁₈H₃₆O
• Molecular Weight: 268.483
• DSSTox Substance ID: DTXSID101016942
• Nikkaji Number: J366.403A,J2.898.705F
• Mol file: 41207-34-5.mol

Synonyms:(E)-2-Octadecenol;(E)-octadec-2-en-1-ol;41207-34-5;2-OCTADECENOL;2-Octadecene-1-ol;octadec-2-en-1-ol;E-2-Octadecadecen-1-ol;(E)-2-Octadecen-1-ol;(2e)-octadec-2-en-1-ol;SCHEMBL2971122;(2E)-2-Octadecen-1-ol #;2-Octadecen-1-ol, (2E)-;NMNAESABLXLQEY-WUKNDPDISA-N;DTXSID101016942;MFCD00100899;AKOS025213206

Chemical Property of (E)-2-Octadecenol

Chemical Property:

• Boiling Point: 351.1 °C at 760 mmHg
• Flash Point: 154.6 °C
• PSA: 20.23000
• Density: 0.847 g/cm³
• LogP: 6.01620
• XLogP3: 7.9
• 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

(E)-2-OCTADECENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC=CCO
• Isomeric SMILES: CCCCCCCCCCCCCCC/C=C/CO

Technology Process of (E)-2-Octadecenol

There total 15 articles about (E)-2-Octadecenol 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: 99.0%

octadec-2-yn-1-ol (2833-97-8) → trans-octadec-2-en-1-ol (2831-86-9,22104-84-3,41207-34-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

Reference yield: 95.0%

ethyl trans-octadec-2-enoate (94874-12-1,97975-07-0) → trans-octadec-2-en-1-ol (2831-86-9,22104-84-3,41207-34-5)

Guidance literature:

ethyl trans-octadec-2-enoate; With diisobutylaluminium hydride; In toluene; at 0 - 20 ℃; for 1h; Inert atmosphere;

With water; In toluene; Inert atmosphere;

DOI:10.1016/j.tet.2010.09.018

Reference yield: 27.0%

2-hexadecyloxirane (7390-81-0) + lithium diisopropyl amide (4111-54-0) → octadecan-2-one (7373-13-9) + trans-octadec-2-en-1-ol (2831-86-9,22104-84-3,41207-34-5) + n-Octadecanal (638-66-4) + 1-Diisopropylamino-octadecan-2-ol

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h; Product distribution; var. of lithium amide, ratio;

DOI:10.1039/c39940002103

upstream raw materials:

octadec-2t-enoyl chloride

octadec-2-yn-1-ol

2-hexadecyloxirane

lithium diisopropyl amide

Downstream raw materials:

(E)-octadec-2-enal

C₄₃H₇₄FNO₇

C₇₃H₁₁₉NO₇

C₄₈H₆₇NO₇

Refernces

• 1、 Liu, Zheng,Bittman, Robert. "Synthesis of C -glycoside analogues of α-galactosylceramide via linear allylic C-H oxidation and allyl cyanate to isocyanate rearrangement". supporting information; scheme or table. p. 620 - 623. Retrieved 2012/03/22.
• 2、 Dinda, Subal Kumar,Das, Sajal Kumar,Panda, Gautam. "Asymmetric total syntheses of spisulosine, its diastereo- and regio-isomers". experimental part. p. 9304 - 9309. Retrieved 2011/01/12.