1,3,5-Hexatriene, (Z)-

Base Information

• Chemical Name: 1,3,5-Hexatriene, (Z)-
• CAS No.: 2612-46-6
• Molecular Formula: C6H8
• Molecular Weight: 80.1277
• UNII: 615GD8VTZ0
• DSSTox Substance ID: DTXSID001015941
• Nikkaji Number: J125.204F
• Wikidata: Q27263293
• Mol file: 2612-46-6.mol

Synonyms:1,3,5-Hexatriene, (Z)-;2612-46-6;cis-Hexatriene;(Z)-1,3,5-Hexatriene;(3Z)-1,3,5-Hexatriene;1,3,5-Hexatriene, (3Z)-;cis-1,3,5-Hexatriene;UNII-615GD8VTZ0;615GD8VTZ0;1,3,5-cis-hexatriene;3-CIS-HEXATRIENE;1,3,5-Hexatriene, cis-;(3Z)-1,3,5-Hexatriene #;(Z)-CH2=CHCH=CHCH=CH2;AFVDZBIIBXWASR-WAYWQWQTSA-N;DTXSID001015941;Q27263293

Chemical Property of 1,3,5-Hexatriene, (Z)-

Chemical Property:

• Vapor Pressure: 103mmHg at 25°C
• Melting Point: -12°C
• Refractive Index: 1.4577
• Boiling Point: 78.2°C at 760 mmHg
• PSA: 0.00000
• Density: 0.719g/cm³
• LogP: 1.91460
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 80.062600255
• Heavy Atom Count: 6
• Complexity: 58.1

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC=CC=C
• Isomeric SMILES: C=C/C=C\C=C

Technology Process of 1,3,5-Hexatriene, (Z)-

There total 15 articles about 1,3,5-Hexatriene, (Z)- 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: 48.3%

Diallyl selenide (127699-25-6) → (E)-1,3,5-hexatriene (821-07-8) + methyl 1-propenyl selenide (127699-27-8) + methyl 1-propenyl selenide (127699-26-7) + (Z)-1,3,5-hexatriene (2612-46-6)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; at 80 ℃; for 5h; Yields of byproduct given;

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) → (Z)-1,3,5-hexatriene (2612-46-6)

Guidance literature:

In cyclohexane; at 10 ℃; Irradiation;

DOI:10.1021/ja00064a040

Reference yield:

(E)-1,3,5-hexatriene (821-07-8) → (Z)-1,3,5-hexatriene (2612-46-6)

Guidance literature:

at 299.5 ℃; Kinetics; other temperatures; log A, Ea, ΔS(excit.), ΔH(excit.);

upstream raw materials:

4-thia-2,6-diazatricyclo[5.2.2.0^2,6]undec-8-ene-3,5-dione

(E)-1,3,5-hexatriene

tricyclo<3.1.0.0^2,6>hexane

Diallyl selenide

Downstream raw materials:

3-Vinyl-4-cyclohexen-1,1,2,2-tetracarbonitril

cyclohexa-1,3-diene

(E)-1,3,5-hexatriene

Refernces

• 1、 Langkilde, Frans W.,Wilbrandt, Robert,Moeller, Soeren,Brouwer, Albert M.,Negri, Fabrizia,Orlandi, Giorgio. "Resonance Raman and Absorption Spectroscopy of the Lowest Triplet State of 1,3,5-Hexatriene and Deuteriated Derivatives at 183 K: Molecular Structure in the T1 State". . p. 6884 - 6894. Retrieved 1991.
• 2、 Horio, Takuya,Humeniuk, Alexander,Kanno, Manabu,Karashima, Shutaro,Mitri?, Roland,Nishitani, Junichi,Ohta, Tetsuro,Suzuki, Toshinori,Uenishi, Ryuta. "Ultrafast Ring-Opening Reaction of 1,3-Cyclohexadiene: Identification of Nonadiabatic Pathway via Doubly Excited State". . p. 8034 - 8045. Retrieved 2021.
• 3、 Fuss,Schikarski,Schmid,Trushin,Kompa. "Ultrafast dynamics of the photochemical ring opening of 1,3-cyclohexadiene studied by multiphoton ionization". . p. 675 - 682. Retrieved 1996.
• 4、 Yamamoto, Keiji,Suzuki, Shigeaki,Tsuji, Jiro. "Preparation of (E)-1,3,5-Hexatriene and (3E,5E)-1,3,5,7-Octatetraene by the Palladium Catalyzed Elimination of Acetic Acid form Allylic Acetates". . p. 2541 - 2542. Retrieved 1981.