Methyl 4-hydroxybut-2-ynoate

Base Information

• Chemical Name: Methyl 4-hydroxybut-2-ynoate
• CAS No.: 31555-05-2
• Molecular Formula: C5H6 O3
• Molecular Weight: 114.101
• Hs Code.: 2918199090
• NSC Number: 292683
• DSSTox Substance ID: DTXSID00315166
• Nikkaji Number: J773.864A
• Wikidata: Q82067991
• Mol file: 31555-05-2.mol

Synonyms:methyl 4-hydroxybut-2-ynoate;31555-05-2;methyl 4-hydroxy-2-butynoate;METHYL-4-HYDROXY-2-BUTYNOATE;Tetrolic acid, hydroxy-, methyl ester;4-Hydroxy-2-butynoic acid methyl ester;NSC292683;2-Butynoic acid, 4-hydroxy-, methyl ester;methyl4-hydroxybut-2-ynoate;methyl 4-hydroxy-2-butinoate;SCHEMBL3277502;methyl gamma-hydroxy-2-butynoate;DTXSID00315166;AB7534;MFCD00029655;AKOS016009316;NSC 292683;NSC-292683;4-hydroxy-but-2-ynoic acid methyl ester;FT-0657544;EN300-220367

Chemical Property of Methyl 4-hydroxybut-2-ynoate

Chemical Property:

• Vapor Pressure: 0.0244mmHg at 25°C
• Boiling Point: 219.9°Cat760mmHg
• PKA: 13.11±0.10(Predicted)
• Flash Point: 95.7°C
• PSA: 46.53000
• Density: 1.196g/cm³
• LogP: -0.84490
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 114.031694049
• Heavy Atom Count: 8
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-hydroxy-2-butynoate >90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C#CCO

Technology Process of Methyl 4-hydroxybut-2-ynoate

There total 2 articles about Methyl 4-hydroxybut-2-ynoate 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:

methyl 4-tetrahydropyranyloxy-2-butinoate (69511-49-5) → 2-methoxytetrahydropyran (6581-66-4) + methyl 4-hydroxy-2-butynoate (31555-05-2)

Guidance literature:

With methanol; Dowex 50 ; at 25 ℃; for 1.5h; Yield given;

DOI:10.1139/v80-407

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-hydroxy-2-butynoic acid (7218-52-2) → methyl 4-hydroxy-2-butynoate (31555-05-2)

Guidance literature:

DOI:10.1007/BF00851184

Reference yield: 98.0%

methyl 4-hydroxy-2-butynoate (31555-05-2) + diethyl 2-(2-oxo-2-phenylethylidene)propanedioate (89201-08-1) → C20H22O8

Guidance literature:

With zinc dibromide; In 1,2-dichloro-ethane; at 80 ℃;

DOI:10.1021/jo070882l

upstream raw materials:

diazomethane

4-hydroxy-2-butynoic acid

methyl 4-tetrahydropyranyloxy-2-butinoate

Downstream raw materials:

methyl 5-carbomethoxy-4-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

7-methoxyisobenzofuran-1(3H)-one

methyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

Refernces