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About This Item
Empirical Formula (Hill Notation):
C13H11BrMgO
CAS Number:
Molecular Weight:
287.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Segment
packaging
Sure/Seal™ of
concentration
1.0 M in THF
density
1.047 g/mL at 25 °C
functional group
phenyl
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
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.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Signal Word
Danger
supp_hazards
Storage Class
3 - Flammable liquids
Flash Point (°F)
-4.0 - 5.0 °F - closed cup
Flash Point (°C)
-20 - -15 °C - closed cup
PPE (personal protective equipment)
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Precautionary Statements
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
Target Organs
Central nervous system, Respiratory system
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