419540
1-Propenylmagnesium bromide solution
0.5 M in THF
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About This Item
Linear Formula:
CH3CH=CHMgBr
CAS Number:
Molecular Weight:
145.28
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
reaction suitability
reaction type: Grignard Reaction
concentration
0.5 M in THF
bp
65 °C
density
0.95 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
CC=C[Mg]Br
InChI
1S/C3H5.BrH.Mg/c1-3-2;;/h1,3H,2H3;1H;/q;;+1/p-1
InChI key
HHNLJRLNDSEYOX-UHFFFAOYSA-M
Application
1-Propenylmagnesium bromide solution can be used in the preparation of:
- Titanocene alkenylidene intermediates in situ from alkenyltitanocene precursors, which then reacts with carbonyl compounds to form the corresponding allenes.
- 1-(4-ethoxy-phenyl)-3-methyl-hex-4-en-1-one from methyl 4-ethoxybenzoate.
- 2-(propen-1-yl)chroman-4-ones from chromones.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
Target Organs
Central nervous system, Respiratory system
Supplementary Hazards
Storage Class Code
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
Flash Point(F)
-4.0 °F - closed cup
Flash Point(C)
-20 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Efficient synthesis of apricoxib, CS-706, a selective cyclooxygenase-2 inhibitor, and evaluation of inhibition of prostaglandin E2 production in inflammatory breast cancer cells.
Mandal P K, et al.
Bioorganic & Medicinal Chemistry Letters, 21(20), 6071-6073 (2011)
Synthesis and antimicrobial activity of 2-alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones and 2-alkenylquinol-4-ones
Hoettecke N, et al.
Bioorganic & Medicinal Chemistry, 16(24), 10319-10325 (2008)
Allenation of carbonyl compounds with alkenyltitanocene derivatives.
Petasis N A and Hu Y H
The Journal of Organic Chemistry, 62(4), 782-783 (1997)
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