23426-63-3 Usage
Synthesis
Bromoisobutyric acid (4.17 g, 25 mmol) was dissolved in a solution of concentrated sulfuric acid (0.75 mL) and methanol (50 mL) and stirred under reflux for 2 h. The solution was then cooled to room temperature and concentrated under vacuum. The residue was dissolved in diethyl ether and washed with 10% aqueous sodium bicarbonate, washed with brine, dried under magnesium sulfate, and concentrated again under vacuum. A colorless oil was obtained (4.2 g, 23 mmol, 93% yield)?1H NMR (300 MHz, CDCl3) δ(ppm): 3.78 (s, 3H), 1.93 (s, 6H)
Uses
Atom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with a methyl end group
Application
Methyl 2-bromo-2-methylpropionate can be used as a free radical initiator to participate in polymerization reactions.
Synthesis Reference(s)
The Journal of Organic Chemistry, 43, p. 3684, 1978 DOI: 10.1021/jo00413a009
Check Digit Verification of cas no
The CAS Registry Mumber 23426-63-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,4,2 and 6 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 23426-63:
(7*2)+(6*3)+(5*4)+(4*2)+(3*6)+(2*6)+(1*3)=93
93 % 10 = 3
So 23426-63-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H9BrO2/c1-5(2,6)4(7)8-3/h1-3H3
23426-63-3Relevant articles and documents
1,2-Dibromoethane in the Synthesis of 2-Bromoesters: Bromination vs Alkylation
Ibarzo, Javier,Ortuno, Rosa M.
, p. 9825 - 9830 (1994)
1,2-Dibromoethane has been employed as an efficient brominating agent of tertiary carbanions in sterically congested molecules, allowing the stereoselective synthesis of 2-bromoesters in mild conditions and being compatible with the presence of C-C double bonds.Alkylation is the predominating process when tertiary or secondary carbanions in flexible open chains were used.An interpretation of these facts is provided.
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Gensler,W.J. et al.
, p. 4279 - 4281 (1968)
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