2-(2-BROMOETHOXY)TETRAHYDRO-2H-PYRAN Chemical Properties

Boiling point:

62-64 °C0.4 mm Hg(lit.)

Density 

1.384 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.482(lit.)

Flash point:

190 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

1.384

InChI

InChI=1S/C7H13BrO2/c8-4-6-10-7-3-1-2-5-9-7/h7H,1-6H2

InChIKey

GCUOLJOTJRUDIZ-UHFFFAOYSA-N

SMILES

C1(OCCBr)OCCCC1

EPA Substance Registry System

2H-Pyran, 2-(2-bromoethoxy)tetrahydro- (17739-45-6)

Safety Information

WGK Germany 

3

HS Code 

29329900

MSDS

• Language:English Provider:SigmaAldrich

2-(2-BROMOETHOXY)TETRAHYDRO-2H-PYRAN Usage And Synthesis

Chemical Properties

Clear pale yellow liquid

Uses

2-(2-Bromoethoxy)tetrahydro-2H-pyran may be used in the synthesis of:

• 4-(2-chloroethoxy)benzenesulfonyl chloride
• estrogen ligands bearing carborane
• 2-(2-(1,3-di((E)-2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethoxy)-tetrahydro-2H-pyran

General Description

2-(2-Bromoethoxy)tetrahydro-2H-pyran is an organic building block. It has been synthesized by employing 2-bromoethanol as a starting reagent.

Synthesis

To a mixed solution of 2-bromoethanol (3.8 g, 30.0 mmol) and 3,4-dihydro-2H-pyran (2.5 g, 30.0 mmol) dissolved in dichloromethane (50 mL), p-toluenesulfonic acid (380.0 mg, 2.2 mmol) was added in portions. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was concentrated and purified by silica gel column chromatography (petroleum ether/ethyl acetate, 50:1) to afford 2-(2-bromoethoxy)tetrahydro-2H-pyran (5.6 g, yield: 89%) as a colorless oil.

References

[1] Collection of Czechoslovak Chemical Communications, 2004, vol. 69, # 10, p. 1843 - 1876
[2] Chinese Chemical Letters, 2010, vol. 21, # 10, p. 1165 - 1166
[3] Phosphorus, Sulfur and Silicon and Related Elements, 1998, vol. 132, p. 219 - 229
[4] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2000, vol. 350, p. 51 - 65
[5] Patent: WO2008/76949, 2008, A2. Location in patent: Page/Page column 28

2-(2-BROMOETHOXY)TETRAHYDRO-2H-PYRAN(17739-45-6)Related Product Information

• Br-PEG7-THP
• Br-PEG8-Ms
• Ethanol, 2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]-, 1-methanesulfonate
• Br-PEG5-Ms
• Ethanol, 2-(2-bromoethoxy)-, 1-methanesulfonate
• Br-PEG7-Ms
• Br-PEG5-THP
• 2H-Pyran, 2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]tetrahydro-
• Br-PEG6-Ms
• 2H-Pyran, 2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]tetrahydro-
• Br-PEG9-Ms
• Br-PEG3-MS
• Br-PEG9-THP
• Br-PEG6-THP
• Methanesulfonic acid 2-bromoethyl ester
• Br-PEG8-THP
• 2-[2-(2-Bromoethoxy)ethoxy]tetrahydro-2H-pyran
• Br-PEG12-Ms