Basic information
- Standard SMILES
BrC1CCCC1- InChIKey
BRTFVKHPEHKBQF-UHFFFAOYSA-N- Molecular formula
- C5H9Br
- Average molar mass
- 149.03 g/mol
- Monoisotopic mass
- 147.98876239
Names & identifiers
- Preferred name
- Bromocyclopentane
- IUPAC
- bromocyclopentane
- English name
- Bromocyclopentane
- Molecular formula
- C5H9Br
- Molecular weight
- 149.03
Names & synonyms
Show more names
Database identifiers
- CAS
137-43-9- PubChem CID
- 8728
- DTXSID
DTXSID9059670- UNII
- QP65Z83BNY
- EC Number
- 205-294-6
- Nikkaji
- J132.737B
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 37.2
Experimental & physicochemical properties
Physicochemical properties
- Boiling point
- 137 · 137-139 °C (lit.)
- Density
- 1.39 g/mL · 1.39 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.4881(lit.)
- Flash point
- 95 °F · 95 °F
- storage temp.
- Store at R.T.
- solubility
- Chloroform, Ethyl Acetate (Slightly)
- form
- Liquid
- Specific Gravity
- 1.39 · 1.39
- color
- Clear yellow to light brown
- Water Solubility
- Immiscible with water.
- BRN
- 1209256 · 1209256
- Stability
- Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.
- InChI
- 1S/C5H9Br/c6-5-3-1-2-4-5/h5H,1-4H2
- InChIKey
- BRTFVKHPEHKBQF-UHFFFAOYSA-N
- SMILES
- BrC1CCCC1
- LogP
- 2.745 · 2.745 (est)
- CAS DataBase Reference
- 137 · 137-43-9(CAS DataBase Reference)
- FDA UNII
- 65 Z83BNY · QP65Z83BNY
- NIST Chemistry Reference
- Cyclopentane, bromo-(137-43-9)
- EPA Substance Registry System
- Cyclopentane, bromo- (137-43-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Warning
- Hazard statements
- 226 · H226
- Precautionary statements
- 501 · P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Risk Statements
- 10 · 10
- Safety Statements
- 23 · 23-24/25-16
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- F
- 8 · 8
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29035990 · 29035990
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 · Flam. Liq. 3
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (98.8%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 82 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Cyclopentane, bromo-
Status: Active Update: 12-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/15852
Bromocyclopentane: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 8
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29035990
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 23-24/25-16
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Flam. Liq. 3
- Precautionary statements
- P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
Chemistry & industry
Uses & manufacturing
Applications
UsesBromocyclopentane is a precursor used in the preparation of cyclopentene and cyclopentanol. It is a fatty bromide, which is used as a solvent. It is used as an intermediate for the preparation of surfactant and pharmaceuticals and other organic compounds. It is also used in the production of the medicine cyclopentathiazide.
Preparation methods
PreparationBromocyclopentane is synthesized by bromination of cyclopentanol: cyclopentanol is mixed with hydrobromic acid and heated to about 170°C refluxed for 6-8h. Then distilled with water steam, the oil layer is washed with 5% sodium carbonate, then dried, filtered, fractionated and collected 136-139°C fraction is the finished product. Another method is by the reaction of cyclopentanol and phosphorus tribromide: the cyclopentanol is cooled to 0 ℃, add the newly evaporated phosphorus tribromide drop by drop, add it all at 0-5 ℃, stir for 2h, and leave it at room temperature overnight. Add water and stratify, take the oil layer water distillation. Distillate stratification, the oil layer was washed with 10% sodium bicarbonate solution, dried with anhydrous calcium chloride, filtration, filtrate distillation, collect 134-141 ℃ fraction that is bromocyclopentane.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
Loading…