Skip to Content
Merck
All Photos(1)

Key Documents

673013

Sigma-Aldrich

2-Benzyloxyphenylmagnesium bromide solution

1.0 M in THF

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C13H11BrMgO
CAS Number:
Molecular Weight:
287.43
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

reaction suitability

reaction type: Grignard Reaction

Quality Level

concentration

1.0 M in THF

density

1.047 g/mL at 25 °C

SMILES string

Br[Mg]c1ccccc1OCc2ccccc2

InChI

1S/C13H11O.BrH.Mg/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13;;/h1-9H,11H2;1H;/q;;+1/p-1

InChI key

VELKJPFZDYXBDE-UHFFFAOYSA-M

Related Categories

Application

2-Benzyloxyphenylmagnesium bromide can be used:
  • As a substrate in the iron-catalyzed coupling reaction of aryl Grignard reagents with unprotected bromophenols.
  • As a substrate in the cross-coupling of Grignard reagents using diaryl titanates and ferric chloride.
  • In one of the key synthetic steps for the total synthesis of an antibiotic caboxamycin.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 - 5.0 °F - closed cup

Flash Point(C)

-20 - -15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant
Liu KM, et al.
Chemical Communications (Cambridge, England), 51(6), 1124-1127 (2015)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service