4-HYDROXY-BUT-2-ENOIC ACID

Base Information

• Chemical Name: 4-HYDROXY-BUT-2-ENOIC ACID
• CAS No.: 24587-49-3
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID901027169
• Nikkaji Number: J549.025A
• Wikipedia: T-HCA
• Wikidata: Q7667802
• Metabolomics Workbench ID: 1514
• ChEMBL ID: CHEMBL507046
• Mol file: 24587-49-3.mol

Synonyms:4-HYDROXY-BUT-2-ENOIC ACID;

Chemical Property of 4-HYDROXY-BUT-2-ENOIC ACID

Chemical Property:

• Vapor Pressure: 6.49E-06mmHg at 25°C
• Melting Point: 109℃
• Boiling Point: 338.7oC at 760 mmHg
• PKA: 4.31±0.10(Predicted)
• Flash Point: 172.9oC
• PSA: 57.53000
• Density: 1.271±0.06 g/cm3(Predicted)
• LogP: -0.38050
• Storage Temp.: Desiccate at +4°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 84.9

Purity/Quality:

97% ^*data from raw suppliers

trans-4-Hydroxycrotonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C=CC(=O)O)O
• Isomeric SMILES: C(/C=C/C(=O)O)O
• Uses: γ-Hydroxybutyric acid (GHB) analog.

Technology Process of 4-HYDROXY-BUT-2-ENOIC ACID

There total 20 articles about 4-HYDROXY-BUT-2-ENOIC ACID 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: 80.0%

γ-bromocrotonate de trimethylsilyle (88239-39-8) → (2E)-4-hydroxybut-2-enoic acid (24587-49-3)

Guidance literature:

With potassium hydroxide; In water; at 100 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(01)85793-8

Reference yield: 71.0%

4-bromocrotonic acid (13991-36-1) → (2E)-4-hydroxybut-2-enoic acid (24587-49-3)

Guidance literature:

With potassium hydroxide; for 0.0833333h; Heating;

DOI:10.1021/jm00400a001

Reference yield: 53.0%

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) → (2E)-4-hydroxybut-2-enoic acid (24587-49-3)

Guidance literature:

With water; potassium hydroxide; at 100 ℃; for 2h;

upstream raw materials:

ethyl 4-chloro-3-hydroxybutanoate

γ-acetoxycrotonic acid ethyl ester

4-bromo-trans-crotonic acid ethyl ester

ethyl β-chlorovinylacetate

Downstream raw materials:

5-amino-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-3-(4-{[6-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1H-pyrazole-4-carboxamide

5-amino-3-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl}-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide

5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]-piperidin-3-yl}-1H-pyrazole-4-carboxamide

5-amino-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]piperidin-3-yl}-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide