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

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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)

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Safety

Hazard Codes: Xi
Safety Statements: 23-24/25
WGK Germany: 3
F: 8-10
Hazard Note: Irritant
HS Code: 29329900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 415979
Product name: 2-(3-Bromopropoxy)tetrahydro-2H-pyran
Purity: 98%
Packaging: 5g
Price: $196
Updated: 2025/07/31

TCI Chemical

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

TCI Chemical

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

TRC

Product number: B687728
Product name: 2-(3-Bromopropoxy)tetrahydro-2h-pyran
Packaging: 250mg
Price: $55
Updated: 2021/12/16

TRC

Product number: B687728
Product name: 2-(3-Bromopropoxy)tetrahydro-2h-pyran
Packaging: 1g
Price: $75
Updated: 2021/12/16

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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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2-(3-Bromopropoxy)tetrahydro-2H-pyran Suppliers

Austria 1 Belgium 1 China 129 France 2 Germany 4 India 4 Switzerland 1 United Kingdom 11 United States 19 Global 172

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View Lastest Price from 2-(3-Bromopropoxy)tetrahydro-2H-pyran manufacturers

Dideu Industries Group Limited

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

Zhuozhou Wenxi import and Export Co., Ltd

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

Career Henan Chemical Co

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

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyranRelated Search:

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AURORA KA-6729

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2-(3-bromopropoxy)tetrahydro-1H-pyran

2-(3-Bromopropoxy)tetrahydro-2H-pyran ISO 9001：2015 REACH

2-(3-Bromopropoxy)tetrahydro-2<i>H</i>-pyran

2-(Bromopropoxy)tetrahydro-2H-pyran

33821-94-2

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HALOGEN

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