trans-3-Hexene

Base Information

• Chemical Name: trans-3-Hexene
• CAS No.: 13269-52-8
• Molecular Formula: C6H12
• Molecular Weight: 84.1613
• European Community (EC) Number: 271-208-9,236-261-4,209-758-9,615-219-2
• NSC Number: 74125
• UNII: 3CO1LUX1AR
• DSSTox Substance ID: DTXSID70891265
• Nikkaji Number: J5.206J,J72H
• Wikidata: Q27257037
• Mol file: 13269-52-8.mol

Synonyms:trans-3-Hexene;13269-52-8;(E)-3-Hexene;(E)-hex-3-ene;3-HEXENE;592-47-2;3-hexene, (3E)-;3-Hexene, (E)-;trans-Hex-3-ene;(3E)-3-Hexene;Hex-3-ene;(3E)-hex-3-ene;UNII-3CO1LUX1AR;NSC 74125;3CO1LUX1AR;UNII-40FC9RS24T;Alkenes, C13-14 .alpha.-;Alkenes, C6;EINECS 209-758-9;EINECS 236-261-4;NSC-74125;70955-09-8;MFCD00009386;68526-52-3;(3E)-3-Hexene #;Alkenes, C13-14 alpha-;Alkenes, C15-18 alpha-;trans-3-Hexene, >=99%;70955-10-1;40FC9RS24T;Alkenes, C15-18 .alpha.-;DTXSID70891265;CHEBI:176800;CHEBI:176801;NSC74125;AKOS005111021;(E)-3-C6H12;H0399;J-006210;Q27257037

Chemical Property of trans-3-Hexene

Chemical Property:

• Vapor Pressure: 169mmHg at 25°C
• Melting Point: -113 °C
• Boiling Point: 65.6°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.694g/cm³
• LogP: 2.36260
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 84.093900383
• Heavy Atom Count: 6
• Complexity: 29.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Hazard Codes: R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Statements: R11:Highly flammable.; R65:Harmful: may cause lung damage if swallowed.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S33:Take precauti

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: UVCB,Other Classes -> Aliphatics,Unsaturated
• Canonical SMILES: CCC=CCC
• Isomeric SMILES: CC/C=C/CC

Technology Process of trans-3-Hexene

There total 92 articles about trans-3-Hexene 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: 61.7%

hexan-1-ol (111-27-3) → 1-hexene (592-41-6,25067-06-5) + cis-3-hexene (7642-09-3) + trans-3-Hexene (13269-52-8) + n-hexan-2-ol (626-93-7) + cis-2-hexene (7688-21-3) + trans-2-hexene (4050-45-7) + bis(2-hexyl) ether (57821-86-0) + dihexyl ether (112-58-3) + 2-Hexyloxy-hexane

Guidance literature:

With Amberlyst 70; at 190 ℃; for 6h; under 15751.6 Torr; Temperature; Kinetics; Autoclave; Inert atmosphere;

DOI:10.1016/j.apcata.2009.11.024

Reference yield:

ethene (74-85-1) → 2-ethyl-1-butene (760-21-4) + 3-Methyl-cis-2-penten (922-62-3) + (E)-3-methyl-2-pentene (616-12-6) + cis-3-hexene (7642-09-3) + trans-3-Hexene (13269-52-8) + cis-2-hexene (7688-21-3) + trans-2-hexene (4050-45-7) + 3-methyl-1-pentene (760-20-3,13643-02-2)

Guidance literature:

With C₃₄H₃₃Br₂NNiO₂P₂S; In toluene; at 30 ℃; for 1h; under 3750.38 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejic.201402430

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + ethene (74-85-1) → 1-butylene (106-98-9,9003-28-5) + 1-hexene (592-41-6,25067-06-5) + 2-methyl-2-pentene (625-27-4) + 2-Methyl-1-pentene (763-29-1) + (Z)-2-Butene (590-18-1) + 2-methyl-but-2-ene (513-35-9) + 2-ethyl-1-butene (760-21-4) + trans-2-Butene (624-64-6) + (Z)-pent-2-ene (627-20-3) + (E)-pent-2-ene (646-04-8) + 3-methyl-2-pentene (922-61-2) + cis-3-hexene (7642-09-3) + trans-3-Hexene (13269-52-8) + cis-2-hexene (7688-21-3) + trans-2-hexene (4050-45-7) + (Z)-4-methyl-2-pentene (691-38-3) + (E)-4-methylpent-2-ene (674-76-0) + 1-penten (109-67-1) + 2-Methyl-1-butene (563-46-2) + 2,3-Dimethyl-1-butene (563-78-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

With bis(triphenylphosphine)nickel⁽⁰⁾ dicarbonyl; tert-butyl XPhos; at 20 ℃; under 1824.12 Torr; Temperature; Reagent/catalyst; Concentration; Pressure;

upstream raw materials:

methyl magnesium iodide

diethyl ether

(E)-1,4-dibromobutene

1,4-dichloro-2-butene

Downstream raw materials:

trans-1,2-diethylcyclopropane

erythro-3,4-Dithiocyanatohexan

erithro-3-isothiocyanato-4-thiocyanatohexane

erythro-3-iodo-4-thiocyanatohexane

Refernces

• 1、 Lindsey,Peterson. "-". . p. 2073. Retrieved 1959.
• 2、 Smarun, Alexey V.,Shahreel, Wahyu,Pramono, Steven,Koo, Shin Yi,Tan, Lai Yoong,Ganguly, Rakesh,Vidovi?, Dragoslav. "Influence of increasing steric demand on isomerization of terminal alkenes catalyzed by bifunctional ruthenium complexes". . p. 1 - 9. Retrieved 2017.
• 3、 Bauer, Matthias,Cronin, Steve P.,Dyballa, Michael,Estes, Deven P.,Li, Zheng,Maier, Sarah,Nowakowski, Michal,Vu Dinh, Manh-Anh. "Immobilized Platinum Hydride Species as Catalysts for Olefin Isomerizations and Enyne Cycloisomerizations". . p. 1751 - 1757. Retrieved 2021.
• 4、 Vasnev,Greish,Kustov. "Metathesis of hex-1-ene in ionic liquids catalyzed by WCl6". . p. 2187 - 2191. Retrieved 2004.
• 5、 Wojciechowski, B. W.,Zhao, Y.-X.. "The Reactions of Hexyl Ions on USHY". . p. 239 - 253. Retrieved 1995.
• 6、 Albeniz, Ana C.,Espinet, Pablo,Lopez-Fernandez, Raquel,Sen, Ayusman. "A warning on the use of radical traps as a test for radical mechanisms: They react with palladium hydrido complexes". . p. 11278 - 11279. Retrieved 2002.
• 7、 Courtot, P.,Pichon, R.,Raoult, Y.,Salauen, J. Y.. "Thermal and photochemical olefin isomerizations with complex as initiator". . p. C1 - C4. Retrieved 1987.
• 8、 Fry,Mitnick. "". . p. 6207. Retrieved 1969.
• 9、 Chan, Antony P. Y.,Parkinson, John A.,Rosair, Georgina M.,Welch, Alan J.. "Bis(phosphine)hydridorhodacarborane Derivatives of 1,1′-Bis(ortho-carborane) and Their Catalysis of Alkene Isomerization and the Hydrosilylation of Acetophenone". . . Retrieved 2020.
• 10、 Rogers, D. W.,Crooks, Evon,Dejroongruang, Kosol. "Enthalpies of hydrogenation of the hexenes". . p. 1209 - 1216. Retrieved 1987.