2-(3-Bromopropoxy)tetrahydro-2H-pyran
- Product Name
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran
- CAS No.
- 33821-94-2
- Chemical Name
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran
- Synonyms
- AURORA KA-6729;2-(3-Bomopropoxy)oxane;2-(3-broMopropoxy)oxane;2-(3-Bromopropoxy)Tetrahydro-2;2-(3-bromopropoxy)tetrahydropyran;3-broMopropyltetrahydropyranylether;2-(Bromopropoxy)tetrahydro-2H-pyran;3-Bromo-O-tetrahydropyranyl-propanol;2-(3-BROMOPROPOXY)TETRAHYDRO-2H-PYRAN;2-(3-bromopropoxy)tetrahydro-1H-pyran
- CBNumber
- CB0779744
- Molecular Formula
- C8H15BrO2
- Formula Weight
- 223.11
- MOL File
- 33821-94-2.mol
2-(3-Bromopropoxy)tetrahydro-2H-pyran Property
- Boiling point:
- 64.5 °C/0.8 mmHg (lit.)
- Density
- 1.317 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.478(lit.)
- Flash point:
- 222 °F
- storage temp.
- -20°C
- form
- liquid
- Appearance
- Colorless to light yellow Liquid
- BRN
- 106236
- InChI
- InChI=1S/C8H15BrO2/c9-5-3-7-11-8-4-1-2-6-10-8/h8H,1-7H2
- InChIKey
- HJNHUFQGDJLQRS-UHFFFAOYSA-N
- SMILES
- C1(OCCCBr)OCCCC1
- CAS DataBase Reference
- 33821-94-2(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 415979
- Product name
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran
- Purity
- 98%
- Packaging
- 5g
- Price
- $196
- Updated
- 2025/07/31
- Product number
- B3187
- Product name
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran (stabilized with K2CO3)
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $94
- Updated
- 2025/07/31
- Product number
- B3187
- Product name
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran (stabilized with K2CO3)
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $282
- Updated
- 2025/07/31
- Product number
- B687728
- Product name
- 2-(3-Bromopropoxy)tetrahydro-2h-pyran
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B687728
- Product name
- 2-(3-Bromopropoxy)tetrahydro-2h-pyran
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
2-(3-Bromopropoxy)tetrahydro-2H-pyran Chemical Properties,Usage,Production
Chemical Properties
Clear colorless to yellow liquid
Uses
2-(3-Bromopropoxy)tetrahydro-2H-pyran may be used in organic synthesis studies.
General Description
The latent alcohol functionality of this bifunctional building block can be generated using aqueous acid.
Synthesis
110-87-2
627-18-9
33821-94-2
GENERAL STEPS: The synthesis of the compound was reported in the literature (Pinchuk, A.N. et al. J. Med. Chem. 2006, 49, 2155-2165). A solution of 3-bromo-1-propanol (6.95 g, 50 mmol, 1 eq.) in DCM (25 mL) was added to a 125 mL round-bottomed flask, and 3,4-dihydro-2H-pyran (5.93 mL, 65 mmol, 1.3 eq.) was added slowly with stirring. The reaction mixture was stirred at room temperature overnight and the progress of the reaction was monitored by TLC (Spreader: 20% EtOAc in hexane solution, Color Developer: KMnO4) to confirm complete consumption of 3-bromo-1-propanol. After completion of the reaction, the solvent was evaporated under reduced pressure, and the resulting crude product was purified by rapid column chromatography on silica gel (silica gel dosage: 20 g, column diameter: 1.5 cm, eluent: 10% EtOAc/hexane, 100 mL) to afford 2-(3-bromopropoxy)tetrahydro-2H-pyran as a colorless, transparent oil in 86.4% yield (9.637 g). The product was detected by TLC (20% EtOAc in hexane solution) with Rf = 0.85. The NMR data were as follows: 1H NMR (400 MHz, CDCl3) δ: 4.59 (t, 1H, J = 3.52 Hz, H-7), 3.90-3.81 (m, 2H, H-6), 3.55-3.47 (m, 4H, H-4 + H-5), 2.16-2.08 (m, 2H, H-3), 1.90-1.64 (m, 2H, H-2), 1.57-1.50 (m, 4H, H-1); 13C NMR (100 MHz, CDCl3) δ: 98.90 (C-7), 64.88 (C-6), 62.26 (C-5), 32.90 (C-3), 30.59 (d, 2J-3) 30.59 (d, 2J = 6.04 Hz, C-4), 25.41 (C-2), 19.48 (C-1).
References
[1] Synthetic Communications, 2007, vol. 37, # 12, p. 2031 - 2037
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 7, p. 2155 - 2165
[3] Organic Letters, 2014, vol. 16, # 11, p. 2818 - 2821
[4] Angewandte Chemie - International Edition, 2015, vol. 54, # 51, p. 15497 - 15500
[5] Angew. Chem., 2015, vol. 127, # 51, p. 15717 - 15720
2-(3-Bromopropoxy)tetrahydro-2H-pyran Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(3-Bromopropoxy)tetrahydro-2H-pyran manufacturers
- Product
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran 33821-94-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-29
- Product
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran 33821-94-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- 2-(3-Bromopropoxy)tetrahydro-2H-pyran 33821-94-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2019-07-09