Cyclohexene, 1-(1,3-butadiynyl)- (9CI)

Base Information

• Chemical Name: Cyclohexene, 1-(1,3-butadiynyl)- (9CI)
• CAS No.: 82936-58-1
• Molecular Formula: C10H10
• Molecular Weight: 130.189
• Mol file: 82936-58-1.mol

Synonyms:Butadiyne,(1-cyclohexen-1-yl)- (7CI); Cyclohexene, 1-(1,3-butadiynyl)- (9CI);1-(Cyclohex-1-enyl)-1,3-butadiyne

Chemical Property of Cyclohexene, 1-(1,3-butadiynyl)- (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 2.12340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexene, 1-(1,3-butadiynyl)- (9CI)

There total 7 articles about Cyclohexene, 1-(1,3-butadiynyl)- (9CI) 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: 95.0%

6-(cyclohex-1-en-1-yl)-2-methylhexa-3,5-diyn-2-ol (352296-86-7) → 1-(buta-1,3-diynyl)cyclohex-1-ene (82936-58-1)

Guidance literature:

With potassium hydroxide; In benzene; for 3h; Reflux; Inert atmosphere;

DOI:10.1021/ja910656b

Reference yield: 63.0%

1-(1-hydroxycyclohexyl)-1,3-butadiyne (13757-08-9) → 1-(buta-1,3-diynyl)cyclohex-1-ene (82936-58-1)

Guidance literature:

With methanesulfonyl chloride; In pyridine;

DOI:10.1016/S0040-4039(00)87019-7

Reference yield:

1-[4-(trimethylsilyl)-1,3-butadiyn-1-yl]cyclohexene (85678-39-3) → 1-(buta-1,3-diynyl)cyclohex-1-ene (82936-58-1)

Guidance literature:

1-[4-(trimethylsilyl)-1,3-butadiyn-1-yl]cyclohexene; With tetrabutyl ammonium fluoride; In acetone; for 0.333333h; Inert atmosphere;

With chloro-trimethyl-silane; In acetone; for 0.25h; Inert atmosphere;

DOI:10.1002/ejoc.201200554

upstream raw materials:

1-(1-hydroxycyclohexyl)-1,3-butadiyne

6-(cyclohex-1-en-1-yl)-2-methylhexa-3,5-diyn-2-ol

1-ethenylcyclohexene

cyclohexanone

Downstream raw materials:

1-(1-cyclohexenyl)-1,3-butanedione

di-cyclohex-1-enyl-octatetrayne

1-(6,6,6-trifluorohexa-1,3-diyn-1-yl)cyclohex-1-ene

N-(5-(cyclohex-1-en-1-yl)-1-phenylpenta-2,4-diyn-1-yl)-4-methylbenzenesulfonamide

Refernces

• 1、 Zhang, Fa-Guang,Ma, Hai,Zheng, Yan,Ma, Jun-An. "Zinc-mediated enantioselective addition of terminal 1,3-diynes to N-arylimines of trifluoropyruvates". scheme or table. p. 7663 - 7669. Retrieved 2012/09/05.
• 2、 Turlington, Mark,Du, Yuhao,Ostrum, Samuel G.,Santosh, Vishaka,Wren, Kathryne,Lin, Tony,Sabat, Michal,Pu, Lin. "From highly enantioselective catalytic reaction of 1,3-diynes with aldehydes to facile asymmetric synthesis of polycyclic compounds". supporting information; experimental part. p. 11780 - 11794. Retrieved 2011/09/16.