563749

9-Phenanthrylmagnesium bromide

0.5 M in THF

• Empirical Formula (Hill Notation): C₁₄H₉BrMg
• CAS Number: 71112-64-6
• Molecular Weight: 281.43
• MDL number: MFCD00672008
• UNSPSC Code: 12352103
• PubChem Substance ID: 24880126
• NACRES: NA.22

Properties

• reaction suitability: reaction type: Grignard Reaction
• 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

Description

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

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

Safety Information

• Pictograms: GHS02,GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302,H319,H335,H351
• Precautionary Statements: P210 - P280 - P301 + P312 + P330 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH019
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable