Methyl 2-hydroxybut-3-enoate

Base Information

• Chemical Name: Methyl 2-hydroxybut-3-enoate
• CAS No.: 5837-73-0
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2918199890
• European Community (EC) Number: 831-109-9
• DSSTox Substance ID: DTXSID30337851
• Nikkaji Number: J2.522.984C
• Mol file: 5837-73-0.mol

Synonyms:methyl 2-hydroxybut-3-enoate;5837-73-0;DL-2-Hydroxy-3-butenoic Acid Methyl Ester;Methyl DL-2-Hydroxy-3-butenoate;Methyl 2-hydroxy-3-butenoate;3-Butenoic acid, 2-hydroxy-, methyl ester;2-hydroxy-3-butenoic acid methyl ester;methyl vinyl glycolate;SCHEMBL615765;JBKTVPSFVUFSAO-UHFFFAOYSA-;Methyl 2-hydroxy-3-butenoate #;DTXSID30337851;MFCD00144164;Methyl (+-)-2-hydroxy-3-butenoate;AKOS009158889;SB83907;2-hydroxy-but-3-enoic acid methyl ester;Methyl (.+/-.)-2-hydroxy-3-butenoate;DL-2-Hydroxy-3-Butenoic Acid Ethyl Ester;CS-0099770;FT-0625390;H0748;EN300-244191;T72662

Chemical Property of Methyl 2-hydroxybut-3-enoate

Chemical Property:

• Vapor Pressure: 0.539mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 64°C 10mm
• PKA: 12.26±0.20(Predicted)
• Flash Point: 64.4°C
• PSA: 46.53000
• Density: 1,11 g/cm3
• LogP: -0.29370
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 97.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2-Hydroxybut-3-enoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C=C)O

Technology Process of Methyl 2-hydroxybut-3-enoate

There total 16 articles about Methyl 2-hydroxybut-3-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

methanol (67-56-1) + sucrose → D-Mannose (530-26-7) + (S)-Methyl lactate (27871-49-4,2155-30-8) + 2-methoxyethyl vinyl ether (1663-35-0) + methyl 2-hydroxybut-3-enoate (5837-73-0) + 1,1-dihydroxyacetone (1186-47-6) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) + glycoaldehyde diethyl acetal (621-63-6)

Guidance literature:

With potassium carbonate; at 160 ℃; for 16h; Reagent/catalyst; Flow reactor;

Reference yield: 50.0%

L-erythrulose (533-50-6) → methyl 2-hydroxybut-3-enoate (5837-73-0) + methyl 2-hydroxy-4-methoxybutanoate (1361017-70-0) + 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

With Sn-MCM-41; In methanol; at 139.84 ℃; for 5h; under 15001.5 Torr; Reagent/catalyst; Temperature; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acscatal.5b01344

Reference yield: 31.0%

methanol (67-56-1) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) → methyl lactate (547-64-8,2155-30-8) + methyl 2-hydroxybut-3-enoate (5837-73-0)

Guidance literature:

Sn-BEA; at 170 ℃; Inert atmosphere of nitrogen;

upstream raw materials:

methanol

Glycolaldehyde

fructose

D-Fructose

Downstream raw materials:

methyl-4-bromo-2-butenoate

2-Oxobutyric acid

vinyl glycolic acid

Methyl α-bromoacrylate