1,3-CYCLOOCTADIENE

Base Information

• Chemical Name: 1,3-CYCLOOCTADIENE
• CAS No.: 3806-59-5
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• Mol file: 3806-59-5.mol

Synonyms:cis-cyclooct-5-ene-1,2-diol;cis,cis-1,3-cyclooctadiene;cis-Cycloocten-cis-5,6-diol;cyclo-octadiene;meso-5-cyclooctene-1,2-diol;cis-cyclooctadiene;5-Cyclooctene-1,2-diol;cis-Cyclooct-5-en-1,2-diol;cis-5-cyclooctene-1,2-diol;

Chemical Property of 1,3-CYCLOOCTADIENE

Chemical Property:

• Melting Point: -53--51oC(lit.)
• Refractive Index: n20/D 1.494
• Boiling Point: 55oC34 mm Hg(lit.)
• Flash Point: 76 °F
• PSA: 0.00000
• Density: 0.869
• LogP: 2.67280
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

cis,cis-1,3-Cyclooctadiene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1901033
• Hazard Codes: T
• Statements: 10-36/38-65-36/37/38-25
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 1,3-CYCLOOCTADIENE

There total 54 articles about 1,3-CYCLOOCTADIENE 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: 60.0%

Cyclooctan (292-64-8) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + 1,3-cyclooctadiene (3806-59-5)

Guidance literature:

RhCl(CO)(PMe₃)2; In various solvent(s); at 100 ℃; for 3h; Irradiation;

Reference yield: 48.0%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + Cyclooctan (292-64-8) + 1,3-cyclooctadiene (3806-59-5) + 1,4-Cyclooctadien (1073-07-0,16327-22-3)

Guidance literature:

With hydrogen; Polymer-bound Ni²-catalyst; at 100 ℃; for 15h; under 51714.8 Torr; Product distribution; Other catalyst;

DOI:10.1021/jo01296a015

Reference yield:

1,2-cyclooctanediol (4277-32-1) → 9-oxa-bicyclo[4.2.1]nonane (284-20-8) + cycloactanone (502-49-8) + 1,3-cyclooctadiene (3806-59-5)

Guidance literature:

With benzyltrichlorostannane; at 97 - 100 ℃; for 0.7h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)89178-X

upstream raw materials:

methanol

(E)-1-iodocyclooct-1-ene

1,5-cis,cis-cyclooctadiene

Cyclooctan

Downstream raw materials:

bicyclo[3.3.0]oct-2-ene

4-Ethylbicyclo<3.3.0>oct-2-en

cyclooctadienyl anion

1,1,6,6-tetramethoxyhexane

Refernces

• 1、 Baldwin, John E.,Gallagher, Sarah S.,Leber, Phyllis A.,Raghavan, Anuradha. "Thermal disrotatory electrocyclic isomerization of cis-Bicyclo[4.2.0]oct-7- ene to cis,cis-1,3-Cyclooctadiene". . p. 1457 - 1460. Retrieved 2004.
• 2、 Yan, Zhiqiang,Huang, Qinfei,Liang, Wenting,Yu, Xingke,Zhou, Dayang,Wu, Wanhua,Chruma, Jason J.,Yang, Cheng. "Enantiodifferentiation in the Photoisomerization of (Z,Z)-1,3-Cyclooctadiene in the Cavity of γ-Cyclodextrin-Curcubit[6]uril-Wheeled [4]Rotaxanes with an Encapsulated Photosensitizer". . p. 898 - 901. Retrieved 2017/02/26.
• 3、 Fukuhara, Gaku,Imai, Mami,Yang, Cheng,Mori, Tadashi,Inoue, Yoshihisa. "Enantiodifferentiating photoisomerization of (Z, Z)-1,3-cyclooctadiene included and sensitized by naphthoyl-curdlan". supporting information; experimental part. p. 1856 - 1859. Retrieved 2011/06/22.