2,4-Undecadien-1-ol

Base Information

• Chemical Name: 2,4-Undecadien-1-ol
• CAS No.: 94087-86-2
• Molecular Formula: C11H20O
• Molecular Weight: 168.279
• Hs Code.: 2905290000
• European Community (EC) Number: 301-981-0
• DSSTox Substance ID: DTXSID6069325,DTXSID801310066
• Nikkaji Number: J368.085A,J308.675E
• Mol file: 94087-86-2.mol

Synonyms:2,4-Undecadien-1-ol;59376-58-8;(2E,4E)-undeca-2,4-dien-1-ol;2,4-Undecadienol;94087-86-2;2,4-Undecaden-1-ol;EINECS 301-981-0;(2E,4E)-Undeca-2,4-dienol;(2E,4E)-2,4-Undecadien-1-ol;SCHEMBL5016702;DTXSID6069325;FVKXLSPKNRZPJK-XBLVEGMJSA-N;DTXSID801310066;2,4-Undecadien-1-ol, AldrichCPR;MFCD00014053;(2E,4E)-2,4-Undecadien-1-ol #;U0061

Chemical Property of 2,4-Undecadien-1-ol

Chemical Property:

• Vapor Pressure: 0.00227mmHg at 25°C
• Boiling Point: 256.7°C at 760 mmHg
• Flash Point: 98.5°C
• PSA: 20.23000
• Density: 0.863g/cm³
• LogP: 3.06150
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CC=CCO
• Isomeric SMILES: CCCCCC/C=C/C=C/CO

Technology Process of 2,4-Undecadien-1-ol

There total 20 articles about 2,4-Undecadien-1-ol 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: 88.0%

(E)-1-iodo-1-octene (42599-17-7) + propargyl alcohol (107-19-7) → (2E, 4E)-undeca-2,4-dien-1-ol (94087-86-2)

Guidance literature:

propargyl alcohol; With zirconocene dichloride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 0 - 23 ℃; for 0.5h; Inert atmosphere;

(E)-1-iodo-1-octene; With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; In tetrahydrofuran; hexane; at 23 ℃; for 12h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1073/pnas.1105155108

Reference yield: 88.0%

(E)-1-iodo-1-octene (42599-17-7) + (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) → (2E, 4E)-undeca-2,4-dien-1-ol (94087-86-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium chloride; In water; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c2gc36042j

Reference yield: 84.0%

(E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + (Z)-1-octenyl iodide (52356-93-1) → (Z)-2-methylenedec-3-en-1-ol (1394822-51-5) + (2Z,4E)-undeca-2,4-dien-1-ol (77657-78-4,59376-58-8,94087-86-2)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); potassium carbonate; In N,N-dimethyl-formamide; at 45 ℃; for 8h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c2cc33294a

upstream raw materials:

trans,trans-2,4-undecadien-1-al

(E)-1-iodo-1-octene

allyl alcohol

1-octenyl iodide

Downstream raw materials:

trans,trans-2,4-undecadien-1-al

Refernces

• 1、 -. "CATALYSTS FOR EFFICIENT Z-SELECTIVE METATHESIS". Paragraph 00613-00614; 00641-00642. . Retrieved 2015/01/09.
• 2、 Lu, Guo-Ping,Voigtritter, Karl R.,Cai, Chun,Lipshutz, Bruce H.. "Ligand effects on the stereochemistry of Stille couplings, as manifested in reactions of Z-alkenyl halides". supporting information; experimental part. p. 8661 - 8663. Retrieved 2012/09/25.