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562246

Sigma-Aldrich

4-(2-Tetrahydro-2H-pyranoxy)phenylmagnesium bromide solution

0.5 M in THF

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About This Item

Empirical Formula (Hill Notation):
C11H13BrMgO2
CAS Number:
36637-44-2
Molecular Weight:
281.43
MDL number:
MFCD03427254
UNSPSC Code:
12352103
PubChem Substance ID:
24880020
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65 °C

density

0.961 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Mg]c1ccc(OC2CCCCO2)cc1

InChI

1S/C11H13O2.BrH.Mg/c1-2-6-10(7-3-1)13-11-8-4-5-9-12-11;;/h2-3,6-7,11H,4-5,8-9H2;1H;/q;;+1/p-1

InChI key

OHPUQUBYKZJOLY-UHFFFAOYSA-M

Application

4-(2-Tetrahydro-2H-pyranoxy)phenylmagnesium bromide can be used:
  • In the preparation of C-2 and C-20-diaryl steroidal derivatives.[1]
  • As an intermediate in the synthesis of multiblock copolymers having fullerene backbone for possible applications in photovoltaic devices.[2]

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

<1.4 °F - closed cup

flash_point_c

< -17 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL5122
SHBH2539V
SHBD1338V
SHBB6560
42296LK

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Synthesis of donor- acceptor multiblock copolymers incorporating fullerene backbone repeat units
Hiorns RC, et al.
Macromolecules, 43(14), 6033-6044 (2010)
Design and Diastereoselective Synthesis of C-2, C-20-Diaryl Steroidal Derivatives
Rey J, et al.
European Journal of Organic Chemistry, 2012(20), 3781-3794 (2012)

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