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Sigma-Aldrich

2-(2-Bromoethoxy)tetrahydro-2H-pyran

96%

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About This Item

Empirical Formula (Hill Notation):
C7H13BrO2
CAS Number:
17739-45-6
Molecular Weight:
209.08
MDL number:
MFCD01321310
UNSPSC Code:
12352100
PubChem Substance ID:
24871122
NACRES:
NA.22

assay

96%

contains

~1% K2CO3 as stabilizer

refractive index

n20/D 1.482 (lit.)

bp

62-64 °C/0.4 mmHg (lit.)

density

1.384 g/mL at 25 °C (lit.)

SMILES string

BrCCOC1CCCCO1

InChI

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

InChI key

GCUOLJOTJRUDIZ-UHFFFAOYSA-N

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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.[1]

Application

2-(2-Bromoethoxy)tetrahydro-2H-pyran may be used in the synthesis of:
  • 4-(2-chloroethoxy)benzenesulfonyl chloride[2]
  • estrogen ligands bearing carborane[3]
  • 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[4]
Used in preparing 2-hydroxyethyl derivatives of cardiolipin analogs,[5] furan-fused compounds,[6] indoles,[7] and pyrazoles.[8]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2022
MKCF6490
MKBZ0764V
MKBX6958V
MKBX4870V

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Heterocycles, 62, 207-211 (2004)
Zhihao Zha et al.
Journal of medicinal chemistry, 54(23), 8085-8098 (2011-10-21)
β-Amyloid plaques (Aβ plaques) in the brain are associated with cerebral amyloid angiopathy (CAA). Imaging agents that could target the Aβ plaques in the living human brain would be potentially valuable as biomarkers in patients with CAA. A new series
Y Endo et al.
Chemistry & biology, 8(4), 341-355 (2001-04-28)
Carboranes (dicarba-closo-dodecaboranes) are a class of carbon-containing polyhedral boron-cluster compounds having remarkable thermal stability and exceptional hydrophobicity. Applications of the unique structural and chemical properties offered by icosahedral carboranes in boron neutron capture therapy have received increasing attention over the
Synlett, 1404-1404 (2006)
Stacy W Remiszewski et al.
Journal of medicinal chemistry, 46(21), 4609-4624 (2003-10-03)
A series of N-hydroxy-3-phenyl-2-propenamides were prepared as novel inhibitors of human histone deacetylase (HDAC). These compounds were potent enzyme inhibitors, having IC(50)s < 400 nM in a partially purified enzyme assay. However, potency in cell growth inhibition assays ranged over
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