(E)-4-Undecene

Base Information

• Chemical Name: (E)-4-Undecene
• CAS No.: 693-62-9
• Molecular Formula: C11H22
• Molecular Weight: 154.296
• NSC Number: 244852
• UNII: M7DNF68P2D
• DSSTox Substance ID: DTXSID30876614
• Nikkaji Number: J97.380G,J97.381E
• Wikidata: Q27283588
• Metabolomics Workbench ID: 5134
• Mol file: 693-62-9.mol

Synonyms:(E)-4-Undecene;4-Undecene;4-Undecene, (E)-;trans-4-Undecene;4-Undecene, (4E)-;693-62-9;(E)-undec-4-ene;4-Undecene, trans-;(4E)-4-Undecene;UNII-M7DNF68P2D;M7DNF68P2D;NSC-244852;trans-undec-4-ene;NSC244852;(4E)-4-Undecene #;.DELTA.-TRANS-UNDECENE;DTXSID30876614;CHEBI:186968;JABYJIQOLGWMQW-VQHVLOKHSA-N;LMFA11000436;NSC 244852;Q27283588

Chemical Property of (E)-4-Undecene

Chemical Property:

• Vapor Pressure: 0.725mmHg at 25°C
• Melting Point: -63.7°C
• Refractive Index: 1.4285
• Boiling Point: 191.2°C at 760 mmHg
• Flash Point: 59.8°C
• PSA: 0.00000
• Density: 0.757g/cm³
• LogP: 4.31310
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 154.172150702
• Heavy Atom Count: 11
• Complexity: 82

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CCCCCCC=CCCC
• Isomeric SMILES: CCCCCC/C=C/CCC

Technology Process of (E)-4-Undecene

There total 11 articles about (E)-4-Undecene 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: 76.0%

heptanal (111-71-7) + n-butyl(triphenyl)phosphonium bromide (1779-51-7) → cis-Undecen-(4) (821-98-7) + undec-4-ene (693-62-9)

Guidance literature:

n-butyl(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

heptanal; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/cbdv.202000483

Reference yield: 59.0%

(E)-1-iodo-1-octene (42599-17-7) + n-propylmagnesium bromide (927-77-5) → undec-4-ene (693-62-9)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; manganese(ll) chloride; In tetrahydrofuran; at 0 - 50 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol802273e

Reference yield: 6.0%

(E)-1-iodo-1-octene (42599-17-7) + n-propylmagnesium bromide (927-77-5) → undec-4-ene (693-62-9) + (7E,9E)-hexadeca-7,9-diene (71686-99-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; manganese(ll) chloride; In tetrahydrofuran; at 0 - 50 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol802273e

upstream raw materials:

heptanal

tributylphosphine

sodium 2,2,2-trifluoroacetate

Undec-4-in

Downstream raw materials:

(E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-3-[3-(3-pyrrolyl)benzyloxy]benzylamine

cis-Undecen-(4)

Refernces

• 1、 Thiam, Zeynabou,Abou-Hamad, Edy,Dereli, Busra,Liu, Lingmei,Emwas, Abdul-Hamid,Ahmad, Rafia,Jiang, Hao,Isah, Abdulrahman Adamu,Ndiaye, Papa Birame,Taoufik, Mostafa,Han, Yu,Cavallo, Luigi,Basset, Jean-Marie,Eddaoudi, Mohamed. "Extension of surface organometallic chemistry to metal?organic frameworks: Development of a well-defined single site [(≡Zr? O?)W(=O)(CH2TBu)3] olefin metathesis catalyst". supporting information. p. 16690 - 16703. Retrieved 2020/11/09.
• 2、 Khusid, A. Kh.,Kovalev, B. G.. "PHASE-TRANSFER VERSION OF THE WITTIG REACTION AND ITS STEREOCHEMISTRY IN THE ALIPHATIC SERIES". . p. 62 - 67. Retrieved 2007/10/02.