2-Hydroxy-3-butenoicacid

Base Information

• Chemical Name: 2-Hydroxy-3-butenoicacid
• CAS No.: 600-17-9
• Molecular Formula: C4H6 O3
• Molecular Weight: 102.09
• Mol file: 600-17-9.mol

Synonyms:(?à)-Vinylglycolic acid;2-Hydroxy-3-butenoic acid; DL-Vinylglycolic acid; Vinylglycolic acid

Chemical Property of 2-Hydroxy-3-butenoicacid

Chemical Property:

• Vapor Pressure: 0.00148mmHg at 25°C
• Melting Point: 43°C
• Refractive Index: 1.4046 (estimate)
• Boiling Point: 263.1°C at 760 mmHg
• PKA: 3.49±0.11(Predicted)
• Flash Point: 127.2°C
• PSA: 57.53000
• Density: 1.242g/cm³
• LogP: -0.38210

Purity/Quality:

98%min ^*data from raw suppliers

2-hydroxybut-3-enoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Hydroxy-3-butenoicacid

There total 12 articles about 2-Hydroxy-3-butenoicacid 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: 70.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + dihydroxyacetone (96-26-4,26776-70-5) → LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + vinyl glycolic acid (600-17-9) + 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

With tin (IV) chloride pentahydrate; In 1,4-dioxane; at 140 ℃; for 3h; Reagent/catalyst; Inert atmosphere; Autoclave; Sealed tube;

DOI:10.1002/cssc.201403100

Reference yield: 41.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + vinyl glycolic acid (600-17-9) + 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

With tin (IV) chloride pentahydrate; In 1,4-dioxane; at 140 ℃; for 3h; Inert atmosphere; Autoclave; Sealed tube;

DOI:10.1002/cssc.201403100

Reference yield: 31.0%

erythrulose (40031-31-0) → vinyl glycolic acid (600-17-9) + 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

With tin (IV) chloride pentahydrate; In 1,4-dioxane; at 90 ℃; for 3h; Inert atmosphere; Autoclave; Sealed tube;

DOI:10.1002/cssc.201403100

upstream raw materials:

hydrogenchloride

3-cyano-3-hydroxy-1-propene

2-hydroxy-but-3-enoic acid amide

methyl 2-hydroxybut-3-enoate

Downstream raw materials:

4-bromocrotonic acid

2-Oxobutyric acid

threonic acid

(+/-)-erythronic acid

Refernces

• 1、 Yamaguchi, Sho,Matsuo, Takeaki,Motokura, Ken,Miyaji, Akimitsu,Baba, Toshihide. "Influence of the Interaction between a Tin Catalyst and an Accelerator on the Formose-Inspired Synthesis of α-Hydroxy-γ-butyrolactone". . p. 1386 - 1391. Retrieved 2016/04/20.
• 2、 Schwiderski, Martin,Kruse, Andrea. "Catalytic effect of aluminium chloride on the example of the conversion of sugar model compounds". . p. 64 - 70. Retrieved 2015/04/14.