2-(Hydroxymethyl)acrylic acid

Base Information

• Chemical Name: 2-(Hydroxymethyl)acrylic acid
• CAS No.: 4370-80-3
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• European Community (EC) Number: 825-545-9
• DSSTox Substance ID: DTXSID70195912
• Nikkaji Number: J637.041A
• Wikidata: Q83068978
• ChEMBL ID: CHEMBL1256640
• Mol file: 4370-80-3.mol

Synonyms:2-(Hydroxymethyl)acrylic acid;2-(hydroxymethyl)prop-2-enoic acid;4370-80-3;Hydroxymethylacrylic acid;2-(Hydroxymethyl)-2-propenoic acid;Acide hydroxymethylacrylique [French];Acide hydroxymethylacrylique;2-Propenoic acid, 2-(hydroxymethyl)-;Acrylic acid, 2-(hydroxymethyl)-;Acrylic acid, 2-(hydroxymethyl)- (7CI);2-hydroxymethylacrylic acid;SCHEMBL136796;Hydracrylic acid, 2-methylene-;CHEMBL1256640;DTXSID70195912;3-hydroxy-2-methylidenepropionic acid;AKOS013433003;LS-123656;CS-0234763;Hydracrylic acid, 2-methylene- (6CI,8CI);EN300-147050;F88387;75750-58-2

Chemical Property of 2-(Hydroxymethyl)acrylic acid

Chemical Property:

• Vapor Pressure: 5.31E-05mmHg at 25°C
• Boiling Point: 310.6°C at 760 mmHg
• Flash Point: 155.9°C
• Density: 1.251g/cm³
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CO)C(=O)O

Technology Process of 2-(Hydroxymethyl)acrylic acid

There total 2 articles about 2-(Hydroxymethyl)acrylic 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:

propargyl alcohol (107-19-7) + tetracarbonyl nickel (13463-39-3,71564-36-8) → 2-(hydroxymethyl)acrylic acid (4370-80-3)

Guidance literature:

Multistep reaction; (i) aq. AcOH, EtOH, (ii) /BRN= 506003/;

DOI:10.1021/jo01045a084

Reference yield:

diethyl bis(hydroxymethyl)malonate (20605-01-0) → α-bromocrotonic acid (27243-23-8) + 2-(hydroxymethyl)acrylic acid (4370-80-3) + 3-bromo-2-(bromomethyl)propionic acid (41459-42-1)

Guidance literature:

DOI:10.1021/jo01124a011

Reference yield: 20.0%

2-(hydroxymethyl)acrylic acid (4370-80-3) + 3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine → 1-(3-(4-amino-3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl) piperidin-1-yl)-2-(hydroxymethyl) prop-2-en-1-one hydrochloride

Guidance literature:

2-(hydroxymethyl)acrylic acid; 3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 0 - 20 ℃; for 16h;

With hydrogenchloride; In water; acetonitrile;

upstream raw materials:

propargyl alcohol

tetracarbonyl nickel

diethyl bis(hydroxymethyl)malonate