3-Mercapto-2-methylpropionic acid

Base Information

• Chemical Name: 3-Mercapto-2-methylpropionic acid
• CAS No.: 26473-47-2
• Molecular Formula: C4H8O2S
• Molecular Weight: 120.172
• Hs Code.: 2930909090
• European Community (EC) Number: 247-726-6
• UNII: V3E4016VAS
• DSSTox Substance ID: DTXSID60865293
• Nikkaji Number: J248.947C
• Wikidata: Q27291489
• ChEMBL ID: CHEMBL3100057
• Mol file: 26473-47-2.mol

Synonyms:3-mercapto-2-methylpropionate;3-mercapto-2-methylpropionic acid;3-mercapto-2-methylpropionic acid, monocalcium salt;3-mercapto-2-methylpropionic acid, monopotassium salt;3-mercapto-2-methylpropionic acid, monosodium salt;MMPA

Chemical Property of 3-Mercapto-2-methylpropionic acid

Chemical Property:

• Appearance/Colour: Pale Yellow Oil
• Refractive Index: 1.4820 to 1.4860
• Boiling Point: 232.5 °C at 760 mmHg
• PKA: 4.41±0.10(Predicted)
• Flash Point: 94.4 °C
• PSA: 76.10000
• Density: 1.159 g/cm³
• LogP: 0.63690
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 120.02450067
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

98% ^*data from raw suppliers

3-Mercapto-2-methylpropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CS)C(=O)O
• Uses: 3-Mercaptoisobutyric Acid can be used as a usefule synthetic intermediate. 3-Mercapto-2-methylpropanoic Acid (Captopril EP Impurity C) is a useful synthetic intermediate.

Technology Process of 3-Mercapto-2-methylpropionic acid

There total 13 articles about 3-Mercapto-2-methylpropionic 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: 95.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 2-methyl-3-sulfanylpropanoic acid (26473-47-2)

Guidance literature:

poly(methacrylic acid); With hydrogenchloride; thiourea; In water; at 90 ℃; for 2.5h;

With sodium hydroxide; In water; for 1h;

Reference yield: 92.6%

3-bromo-2-methylpropionic acid (56970-78-6) → 2-methyl-3-sulfanylpropanoic acid (26473-47-2)

Guidance literature:

With copper(l) iodide; sodium hydrogensulfide; tetrabutylammomium bromide; In water; at 65 - 75 ℃; Reagent/catalyst; Solvent; Inert atmosphere;

Reference yield: 92.0%

(R)-(+)-β-chloro-isobutyric acid (16674-04-7) → 2-methyl-3-sulfanylpropanoic acid (26473-47-2)

Guidance literature:

With copper(l) iodide; sodium hydrogensulfide; tetrabutylammomium bromide; In water; at 75 - 80 ℃; Reagent/catalyst; Solvent; Inert atmosphere;

upstream raw materials:

tetrachloromethane

poly(methacrylic acid)

thioacetic acid

3-bromo-2-methylpropionic acid

Downstream raw materials:

3-(acetylthio)-2-methylpropanoic acid

2,5-dimethyl-3-thia-adipic acid

(2S)-3-acetylthio-2-methylpropionic acid

(R)-3-acetylsulfanyl-2-methyl-propionic acid

Refernces

• 1、 -. "Green method for synthesizing high value-added mercaptoacid by catalyzing addition reaction of H2S and olefine acid by using ionic liquid as catalyst". Paragraph 0041; 0055-0056; 0058-0059. . Retrieved 2021/05/05.
• 2、 -. "Preparation method of 3-acetylthio-2-methylpropionic acid". Paragraph 0055-0063; 0067-0069. . Retrieved 2020/05/02.