4-BROMO-TETRAHYDROPYRAN
- Product Name
- 4-BROMO-TETRAHYDROPYRAN
- CAS No.
- 25637-16-5
- Chemical Name
- 4-BROMO-TETRAHYDROPYRAN
- Synonyms
- 4-Bromotetrahydro-2H-pyran;4-broMooxane;?CB0257673;4-Bromooxacyclohexane;4-Bromotetrahyropyran;4-BROMO-TETRAHYDROPYRAN;4-Bromo-tetrahydropyran ,98%;2H-Pyran, 4-bromotetrahydro-;4-BroMotetrahydro-2H-pyra...;4-BROMO-TETRAHYDROPYRAN ISO 9001:2015 REACH
- CBNumber
- CB0257673
- Molecular Formula
- C5H9BrO
- Formula Weight
- 165.03
- MOL File
- 25637-16-5.mol
4-BROMO-TETRAHYDROPYRAN Property
- Boiling point:
- 178℃
- Density
- 1.467 g/cm3 at 25 °C
- refractive index
- n20/D1.497
- Flash point:
- 69℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- clear liquid
- color
- Colorless to Yellow to Orange
- InChI
- InChI=1S/C5H9BrO/c6-5-1-3-7-4-2-5/h5H,1-4H2
- InChIKey
- IVBVKTPDEWDNRW-UHFFFAOYSA-N
- SMILES
- C1OCCC(Br)C1
- CAS DataBase Reference
- 25637-16-5
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- WGK Germany
- 2
- HS Code
- 29321900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 722456
- Product name
- 4-Bromotetrahydropyran
- Packaging
- 500mg
- Price
- $90
- Updated
- 2025/07/31
- Product number
- B5600
- Product name
- 4-Bromotetrahydro-2H-pyran
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- B5600
- Product name
- 4-Bromotetrahydro-2H-pyran
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $200
- Updated
- 2025/07/31
- Product number
- B688308
- Product name
- 4-Bromo-tetrahydropyran
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 077342
- Product name
- 4-Bromotetrahydropyran
- Purity
- 98%
- Packaging
- 1g
- Price
- $12
- Updated
- 2021/12/16
4-BROMO-TETRAHYDROPYRAN Chemical Properties,Usage,Production
Chemical Properties
Light yellow liquid
Uses
Reactant for:
- Nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents
- Preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans
- Preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes
- Preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity
- Preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives
- Synthesis of gephyrotoxin via the Schmidt reaction
Uses
4-Bromo-tetrahydropyran is a useful reactant in organic synthesis.
Synthesis
2081-44-9
25637-16-5
General procedure for the synthesis of 4-bromotetrahydropyran from tetrahydropyran-4-ol: A. Preparation of 4-bromotetrahydropyran. Tetrahydropyran-4-ol (1.0 g, 10 mmol), carbon tetrabromide (3.6 g, 11 mmol) and triphenylphosphine (3.1 g, 12 mmol) were dissolved in dichloromethane (25 mL) and the reaction was stirred at room temperature overnight. Upon completion of the reaction, the crude reaction mixture was concentrated and subsequently purified by rapid chromatography on silica gel (eluent ratio ethyl acetate:hexane = 1:20) to afford the target product 4-bromotetrahydropyran as a colorless oil (1.4 g, 87% yield).
References
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 2780 - 2789
[2] Patent: WO2005/9973, 2005, A1. Location in patent: Page/Page column 85; 86
[3] Angewandte Chemie - International Edition, 2007, vol. 46, # 19, p. 3556 - 3558
[4] Justus Liebigs Annalen der Chemie, 1937, vol. 532, p. 80
[5] Chem.Abstr., 1940, p. 4396
4-BROMO-TETRAHYDROPYRAN Preparation Products And Raw materials
Raw materials
Preparation Products
4-BROMO-TETRAHYDROPYRAN Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
- sales@tciamerica.com
- Country
- Americas
- ProdList
- 23653
- Advantage
- 75
View Lastest Price from 4-BROMO-TETRAHYDROPYRAN manufacturers
- Product
- 4-Bromo-tetrahydropyran 25637-16-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-22
- Product
- 4-BROMO-TETRAHYDROPYRAN 25637-16-5
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-29
- Product
- 4-Bromo-tetrahydropyran 25637-16-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2018-08-16