cis-3-Undecene

Base Information

• Chemical Name: cis-3-Undecene
• CAS No.: 821-97-6
• Deprecated CAS: 32968-71-1
• Molecular Formula: C11H22
• Molecular Weight: 154.296
• UNII: GKK6Y91KJ1
• DSSTox Substance ID: DTXSID60880562
• Nikkaji Number: J97.379C
• Wikidata: Q27279140
• Mol file: 821-97-6.mol

Synonyms:cis-3-Undecene;(Z)-3-Undecene;3-Undecene, (Z)-;gamma-cis-Undecene;3-Undecene, (3Z)-;821-97-6;UNII-GKK6Y91KJ1;GKK6Y91KJ1;(3Z)-3-Undecene;3-Undecene, cis-;(3Z)-3-Undecene #;.GAMMA.-CIS-UNDECENE;DTXSID60880562;SDTYFWAQLSIEBH-ALCCZGGFSA-N;Q27279140

Chemical Property of cis-3-Undecene

Chemical Property:

• Vapor Pressure: 0.725mmHg at 25°C
• Boiling Point: 191.2oC at 760 mmHg
• Flash Point: 59.8oC
• 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:

• Canonical SMILES: CCCCCCCC=CCC
• Isomeric SMILES: CCCCCCC/C=C\CC

Technology Process of cis-3-Undecene

There total 3 articles about cis-3-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:

[1-Ethyl-non-(Z)-ylidene]-(2-phenyl-aziridin-1-yl)-amine → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + cis-3-undecene (821-97-6)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; at 0 ℃; for 1h; Yield given;

DOI:10.1021/ja951422p

Reference yield:

(E)-2-ethyl-dec-2-enal (70792-74-4) → n-Undecane (1120-21-4) + cis-3-undecene (821-97-6) + trans-3-undecene (1002-68-2)

Guidance literature:

With RhCl(PPh₃)3; In dichloromethane; at 100 ℃; for 10h; Yield given. Yields of byproduct given;

DOI:10.1007/BF00953108

Reference yield:

((CH3)3C6H2)2BCHLiC7H15 (103687-22-5) + propionaldehyde (123-38-6) → cis-3-undecene (821-97-6) + trans-3-undecene (1002-68-2)

Guidance literature:

With acetic acid; In tetrahydrofuran; Product distribution; -127 deg C, 1 h, then room t., 16 h; reactions in presence of sev. protic acids under var. conditions;

DOI:10.1016/S0040-4020(01)87983-7

upstream raw materials:

(E)-2-ethyl-dec-2-enal

((CH₃)3C₆H₂)2BCHLiC₇H₁₅

propionaldehyde

Refernces

• 1、 Pelter,Smith,Elgendy. "Hindered organoboron groups in organic chemistry. 25. The condensation of aliphatic aldehydes with dimesitylboryl stabilised carbanions to give alkenes". . p. 7119 - 7132. Retrieved 2007/10/02.
• 2、 Pelter, Andrew,Smith, Keith,Elgendy, Said,Rowlands, Martin. "HINDERED ORGANOBORON GROUPS IN ORGANIC SYNTHESIS. 13. THE DIRECT PRODUCTION OF KETONES FROM ALIPHATIC ALDEHYDES BY A UNIQUE VARIANT OF THE BORON-WITTIG REACTION". . p. 5643 - 5646. Retrieved 2007/10/02.