563749
9-Phenanthrylmagnesium bromide
0.5 M in THF
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About This Item
Empirical Formula (Hill Notation):
C14H9BrMg
CAS Number:
Molecular Weight:
281.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Segment
packaging
Sure/Seal™ of
concentration
0.5 M in THF
bp
65 °C (lit.)
density
0.970 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
Br[Mg]c1cc2ccccc2c3ccccc13
InChI
1S/C14H9.BrH.Mg/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13;;/h1-9H;1H;/q;;+1/p-1
InChI key
ACMUZKQPXSHTGB-UHFFFAOYSA-M
General description
9-phenanthrylmagnesium bromide is a Grignard reagent. It can be prepared using magnesium turnings and 9-bromophenanthrene under anhydrous condition.
Application
9-Phenanthrylmagnesium bromide can be used as a reagent to prepare:
- 9-alkyl and 9-arylthiophenanthrenes by reacting with alkyl or aryl thiol compounds.
- (S)-α-methylbenzyl 1-(9-phenanthryl)-2-naphthoate by treating with (S)- α -methylbenzyl methoxy-2-naphthoate.
- 1-(9-Phenanthryl)-1-phenylethanol (carbinol) by reacting with acetophenone. The obtained carbinol undergoes dehydration reaction in the presence of acetic acid and sulfuric acid to afford 1-(9-phenanthryl)-1-phenylethene (PPE).
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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