3-BROMOCYCLOHEXENE
- Product Name
- 3-BROMOCYCLOHEXENE
- CAS No.
- 1521-51-3
- Chemical Name
- 3-BROMOCYCLOHEXENE
- Synonyms
- 3-BromocycL;3-BROMOCYCLOHEXENE;TIMTEC-BB SBB007864;1-Bromo-2-cyclohexene;3-Bromo-1-cyclohexene;3-broMocyclohex-1-ene;Cyclohexene, 3-bromo-;3-Bromocyclohexene,95%;2-Cyclohexenyl bromide;3-Bromocyclohexene >
- CBNumber
- CB5144817
- Molecular Formula
- C6H9Br
- Formula Weight
- 161.04
- MOL File
- 1521-51-3.mol
3-BROMOCYCLOHEXENE Property
- Melting point:
- 131-134 °C
- Boiling point:
- 57-58 °C/12 mmHg (lit.)
- Density
- 1.4 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.528(lit.)
- Flash point:
- 130 °F
- storage temp.
- -20°C
- form
- Solid
- color
- White to off-white
- Water Solubility
- Not miscible or difficult to mix in water.
- BRN
- 635953
- InChI
- InChI=1S/C6H9Br/c7-6-4-2-1-3-5-6/h2,4,6H,1,3,5H2
- InChIKey
- AJKDUJRRWLQXHM-UHFFFAOYSA-N
- SMILES
- C1CCCC(Br)C=1
- CAS DataBase Reference
- 1521-51-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 10-36/37/38
- Safety Statements
- 26-36
- RIDADR
- UN 1993 3/PG 3
- WGK Germany
- 3
- F
- 10
- HazardClass
- 3
- PackingGroup
- III
- HS Code
- 29038900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 333549
- Product name
- 3-Bromocyclohexene
- Purity
- technical grade, 90%
- Packaging
- 10ml
- Price
- $104
- Updated
- 2025/07/31
- Product number
- 333549
- Product name
- 3-Bromocyclohexene
- Purity
- technical grade, 90%
- Packaging
- 50ml
- Price
- $325
- Updated
- 2025/07/31
- Product number
- B0943
- Product name
- 3-Bromocyclohexene
- Purity
- >90.0%(GC)
- Packaging
- 5mL
- Price
- $117
- Updated
- 2025/07/31
- Product number
- B0943
- Product name
- 3-Bromocyclohexene
- Purity
- >90.0%(GC)
- Packaging
- 25mL
- Price
- $582
- Updated
- 2025/07/31
- Product number
- 333549
- Product name
- 3-Bromocyclohexene
- Purity
- technical grade, 90%
- Packaging
- 250ml
- Price
- $1590
- Updated
- 2025/07/31
3-BROMOCYCLOHEXENE Chemical Properties,Usage,Production
Chemical Properties
clear colorless to yellow liquid
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.
Synthesis Reference(s)
Tetrahedron Letters, 26, p. 3863, 1985 DOI: 10.1016/S0040-4039(00)89271-0
Synthesis
110-83-8
1521-51-3
The general procedure for the synthesis of 3-bromocyclohexene from cyclohexene was as follows: cyclohexene (8.2 g, 0.1 mol) and N-bromosuccinimide (NBS, 21.4 g, 0.12 mol) were dissolved in carbon tetrachloride (CCl4, 100 mL) at room temperature, and azobisisobutyronitrile (AIBN, 3.3 g, 20 mmol) was subsequently added as initiator. . The reaction mixture was heated to reflux for 3 hours. Upon completion of the reaction, the reaction mixture was washed sequentially with sodium sulfite (Na2SO3) solution, saturated sodium bicarbonate (NaHCO3) solution and brine to remove unreacted reagents and by-products. The organic layer was dried with anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to afford the crude product 3-bromocyclohexene (8.5 g, 53% yield). The product did not require further purification and could be used directly in the subsequent reaction.
References
[1] Organic and Biomolecular Chemistry, 2008, vol. 6, # 20, p. 3751 - 3761
[2] Tetrahedron Letters, 2003, vol. 44, # 9, p. 1815 - 1817
[3] Journal of Organic Chemistry, 2014, vol. 79, # 18, p. 8786 - 8799
[4] Journal of the American Chemical Society, 2016, vol. 138, # 42, p. 13830 - 13833
[5] Journal of Chemical Research, Miniprint, 1981, # 2, p. 569 - 582
3-BROMOCYCLOHEXENE Preparation Products And Raw materials
Raw materials
Preparation Products
3-BROMOCYCLOHEXENE Suppliers
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View Lastest Price from 3-BROMOCYCLOHEXENE manufacturers
- Product
- 3-BROMOCYCLOHEXENE 1521-51-3
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-26
- Product
- 3-BROMOCYCLOHEXENE 1521-51-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 3-BROMOCYCLOHEXENE 1521-51-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09