Methyl 2-(bromomethyl)-2-propenoate
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Methyl 2-(bromomethyl)-2-propenoate
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CAS No:
4224-69-5
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Formula:
C5H7BrO2
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Chemical Name:
Methyl 2-(bromomethyl)-2-propenoate
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Synonyms:
2-Propenoic acid,2-(bromomethyl)-,methyl ester;Acrylic acid,2-(bromomethyl)-,methyl ester;Methyl 2-(bromomethyl)-2-propenoate;Methyl α-(bromomethyl)acrylate;Methyl 2-(bromomethyl)acrylate;Methyl 2-(bromomethyl)propenoate;2-(Bromomethyl)acrylic acid methyl ester;Methyl 3-bromo-2-methylenepropanoate;3-Bromo-2-(methylene)-1-oxo-1-methoxypropane
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CAS No:
Characteristics
26.3
1.3
Clear colorless to slightly brownish Liquid
1.5±0.1 g/cm3
65 °C @ Press: 16 Torr
173 °F
1.471
2-8°C
Safety Information
UN 2810 6.1/PG 2
3
36/37/38-41-37/38
26-36-37/39-36/37/39
AS4900000
Xi
P261-P280-P305 + P351 + P338
H315-H318-H335
|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 41 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Methyl 2-(bromomethyl)-2-propenoate Use and Manufacturing
10.2 g of 2-hydroxymethyl methacrylate obtained in the previous step was dissolved in 150 ml of acetonitrile, and then 4 ml of phosphorus tribromide was carefully added thereto.After the addition was completed, the reaction was continued at room temperature for 4 hours.Carefully quenched with water and desolvated to remove acetonitrile.The residue was added with 100 ml of water, extracted twice with ethyl acetate, and desolvated to obtain 13.5 g of a colorless liquid in a yield of 86percent.General procedure: Into a round bottom flask charged with a magnetic stirbar was added 1 equiv. MBH adduct, followed by 3 equiv. 33wt percent HBr (in HOAc). The solution was vigorously stirred until judged complete by TLC, then was poured into a 1 : 1 (volumetric) mixture of deionized water and CHMethyl(2-bromomethyl)acrylate, Method B: The desiredMBH adduct (1.5715g, 13.53 mmol, 1.00 eq.) was weighed into a round-bottomflask that had been dried and flushed with NPreparation of Methyl 2-bromomethyl-2-propenoate
The substrate used for asymmetric synthesis of amino acids.
Computed Properties
Molecular Weight:179.01
XLogP3:1.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:177.96294
Monoisotopic Mass:177.96294
Topological Polar Surface Area:26.3
Heavy Atom Count:8
Complexity:109
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Methyl 2-(bromomethyl)-2-propenoate
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