3-BROMOCYCLOHEXENE

Base Information

• Chemical Name: 3-BROMOCYCLOHEXENE
• CAS No.: 1521-51-3
• Molecular Formula: C6H9Br
• Molecular Weight: 161.041
• Hs Code.: 29038900
• Mol file: 1521-51-3.mol

Synonyms:1-Bromo-2-cyclohexene;2-Cyclohexenyl bromide;3-Bromocyclohexene;3-bromocyclohex-1-ene;

Chemical Property of 3-BROMOCYCLOHEXENE

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 5.49mmHg at 25°C
• Melting Point: 131-134 °C
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 147.884 °C at 760 mmHg
• Flash Point: 46.844 °C
• PSA: 0.00000
• Density: 1.411 g/cm³
• LogP: 2.49000
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible or difficult to mix in water.

Purity/Quality:

98%, ^*data from raw suppliers

3-Bromocyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Bromocyclohexene was used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine. It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.

Technology Process of 3-BROMOCYCLOHEXENE

There total 56 articles about 3-BROMOCYCLOHEXENE 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: 59.9%

N-bromo-S,S-diphenyl sulfoximine (70975-34-7) + cyclohexene (110-83-8) → 1,2-dibromocyclohexane (5401-62-7) + S,S-diphenylsulphoximine (22731-83-5) + diphenyl-N-(2-bromocyclohexyl)sulphoximide (72277-52-2) + rac-3-bromocyclohexene (1521-51-3,113667-32-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 4h; Irradiation;

Reference yield: 49.0%

N,N'-dibromo-2,5-piperazinedione (NBP) (37636-53-6) + cyclohexene (110-83-8) → Glycine anhydride (106-57-0) + trans-1,2-dibromocyclohexane (7429-37-0) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) + 1-((1S,2R)-2-Bromo-cyclohexyl)-4-((1R,2S)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Guidance literature:

In chloroform; at 20 ℃; for 3h; Further byproducts given; Irradiation;

DOI:10.1246/bcsj.56.1705

Reference yield: 45.0%

N,N'-dibromo-2,5-piperazinedione (NBP) (37636-53-6) + cyclohexene (110-83-8) → Glycine anhydride (106-57-0) + trans-1,2-dibromocyclohexane (7429-37-0) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) + 1-((1S,2S)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Guidance literature:

In dichloromethane; at 20 ℃; for 3h; Further byproducts given; Irradiation;

DOI:10.1246/bcsj.56.1705

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

cyclohexene

N-bromoglutarimide

Downstream raw materials:

2-cyclohex-2-enyl-cyclohexane-1,3-dione

2-(cyclohex-2-en-1-yl)-2-phenylacetonitrile

rac-3-acetoxycyclohexene

6-chloro-7-cyclohex-2-enyl-7H-purine

Refernces

• 1、 Alexeev, Alexander A.,Evdokimova, Anna V.,Kuznetsov, Sergei A.,Milaeva, Elena R.,Nurieva, Evgeniya V.,Zefirova, Olga N.. "N-(4-Methoxyphenyl)-substituted bicyclic isothioureas: effect on morphology of cancer cells". . p. 288 - 290. Retrieved 2021/06/07.
• 2、 Chen, Chen,Bao, Yinwei,Zhao, Jinghui,Zhu, Bolin. "Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines". supporting information. p. 14697 - 14700. Retrieved 2019/12/11.