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722456

Sigma-Aldrich

4-Bromotetrahydropyran

Synonym(s):

4-Bromooxacyclohexane, 4-Bromotetrahydro-2H-pyran

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About This Item

Empirical Formula (Hill Notation):
C5H9BrO
CAS Number:
25637-16-5
Molecular Weight:
165.03
MDL number:
MFCD07371501
UNSPSC Code:
12352100
PubChem Substance ID:
329763928
NACRES:
NA.22

form

liquid

Quality Level

100

refractive index

n20/D 1.497

density

1.467 g/cm3 at 25 °C

functional group

bromo
ether

SMILES string

BrC1CCOCC1

InChI

1S/C5H9BrO/c6-5-1-3-7-4-2-5/h5H,1-4H2

InChI key

IVBVKTPDEWDNRW-UHFFFAOYSA-N

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

160.0 °F - closed cup

Flash Point(C)

71.1 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK6208
MKCH8569
MKCG7357
MKCF9393
MKCF5159

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