107-96-0

Basic information

• Product Name: 3-Mercaptopropionic acid
• Synonyms: (S)-2-(diMethylaMino)-3-(2-thioxo-2,3-dihydro-1H-iMidazol-4-yl)propanoic acid hydrate;3-Mercaptopropionic acid ( MPA);3-Mercaptopropionic acid Thiopropionic acid;3-MERCAPTOPROPIONIC ACID >= 99.0% (H;PROPONOIC ACID, 3-MERCAPTO;3-Mercaptopropanoic acid;3-mercapto-propanoicaci;3-mercaptopropanoicacid
• CAS NO: 107-96-0
• Molecular Formula: C₃H₆O₂S
• Molecular Weight: 106.14
• EINECS: 203-537-0
• Product Categories: Organic acids;Self Assembly&Contact Printing;Self-Assembly Materials;Thiols;Miscellaneous Reagents;Sulfur & Selenium Compounds
• Mol File: 107-96-0.mol
• Article Data: 71

Chemical Properties

• Melting Point: 17 °C
• Boiling Point: 110-111 °C15 mm Hg(lit.)
• Flash Point: 201 °F
• Appearance: White/Crystalline Powder, Crystals, and/or Chunks
• Density: 1.218 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.04 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.492(lit.)
• Storage Temp.: Store below +30°C.
• PKA: pK1:;pK2:10.84(SH) (25°C)
• Explosive Limit: 1.60%(V)
• Water Solubility: soluble
• Sensitive: Air Sensitive & Hygroscopic
• BRN: 773807
• CAS DataBase Reference: 3-Mercaptopropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Mercaptopropionic acid(107-96-0)
• EPA Substance Registry System: 3-Mercaptopropionic acid(107-96-0)

Safety Data

• Hazard Codes: T
• Statements: 25-34-23/24/25
• Safety Statements: 7-26-36/37/39-45
• RIDADR: UN 2922 8/PG 2
• WGK Germany: 1
• RTECS: UF5270000
• F: 10-13
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 107-96-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to yellowish liquid after melting

Uses

Different sources of media describe the Uses of 107-96-0 differently. You can refer to the following data:
1. A compound suitable for amino acid analysis by means of OPA
2. 3-Mercaptopropionic acid is widely used in food and beverage industries as a flavoring agent. It is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations. It can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers. It acts as a sulfide ion equivalent and is utilized in the preparation of diaryl sulfide from aryl iodide.

Definition

ChEBI: A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.

General Description

3-Mercaptopropionic acid (3-MPA) is used as a self-assembled monolayer (SAM) with a thiol and carboxylic groups. It has short carbon chains and is mainly used as a capping agent on a variety of nanoparticles.

InChI:InChI=1/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)/p-1

Synthetic route

acrylonitrile (107-13-1) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
Stage #1: acrylonitrile With sodium hydrogen sulfide; sulfur; sodium hydroxide Stage #2: With hydrogenchloride In water Reflux;	98.6%
With sodium hydrogen sulfide; iron Acidic conditions;

3-butoxypropylamine (16499-88-0) + S-acrylic acid-N-butoxypropyl dithiocarbamate → N,N'-dibutoxypropyl thiourea + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In water at 70℃; for 2h;	A 98.5% B 95.7%

S-acrylic acid-N-n-propyl dithiocarbamate (7629-47-2) + 3-Isopropoxy-propylamin (2906-12-9) → N-n-propyl-N'-isopropoxypropyl thiourea + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In water at 65℃; for 2h; Solvent;	A 95.6% B 94.1%

acrylic acid (79-10-7) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With hydrogen sulfide; C8H20N2O*C2HF6NO4S2 at 70℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature;	95%
With hydrogen sulfide; ammonia In methanol at 20 - 60℃; under 18751.9 Torr;	87.5%
Stage #1: acrylic acid With sodium hydrogen sulfide; sodium hydroxide In water at 45 - 100℃; for 8.5h; Stage #2: With sulfuric acid; iron In water for 2.5h; Concentration; Inert atmosphere;	83.7%

3-butoxypropylamine (16499-88-0) + S-acrylic acid-N-isopropoxypropyl dithiocarbamate → N-isopropoxypropyl-N'-butoxypropyl thiourea + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In water at 70℃; for 2.5h;	A 94.9% B 93.6%

acrylic acid (79-10-7) → 4-thiaheptane-1,7-dioic acid (111-17-1) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
Stage #1: acrylic acid With sodium hydroxide In water at 45 - 50℃; for 0.5h; Stage #2: With hydrogen sulfide In water at 45 - 100℃; Concentration; Time;	A n/a B 94.4%
Stage #1: acrylic acid With sodium hydroxide In water at 45 - 50℃; for 0.5h; Stage #2: With hydrogen sulfide In water at 45 - 100℃; for 9.46h; Stage #3: With sulfuric acid; iron In water for 2.5h; Concentration; Reagent/catalyst; Inert atmosphere;

S-acrylic acid-N-butoxypropyl dithiocarbamate + diethylamine (109-89-7) → N-butoxypropyl-N',N'-diethylthiourea + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In water at 70℃; for 2h; Solvent;	A 93.6% B 87.2%

3-ethoxypropylamine (6291-85-6) + S-acrylic acid-N-benzyldithiocarbamate → N-benzyl-N'-ethoxypropyl thiourea + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In 1,4-dioxane at 65℃; for 3h; Solvent;	A 89.3% B 85.1%

sodium 2-propenoate (7446-81-3) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
Stage #1: sodium 2-propenoate With sodium hydrogen sulfide at 50℃; under 1125.11 Torr; for 1h; Stage #2: With sodium sulfide at 110℃; under 1125.11 Torr; for 1h; Stage #3: With sulfuric acid at 60℃; for 1h; Reagent/catalyst; Temperature; Pressure;	85.4%
Stage #1: sodium 2-propenoate With sodium hydroxide; sodium hydrogensulfide In water at 80 - 100℃; for 6.5h; Stage #2: With sulfuric acid In water at 5℃; for 1h; Stage #3: With zinc In water at 40℃; Product distribution / selectivity;	70%

3-carbamimidoylmercapto-propionic acid (5398-29-8) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With ammonium hydroxide at 80℃;	80%
With barium dihydroxide

tetrachloromethane (56-23-5) + 3-acetylsulfanyl-propionic acid (41345-70-4) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
at 25℃;

β-Propiolactone (57-57-8) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydrogensulfide; water at 5℃; folgendes Ansaeuern mit konz.HCl;
With water at 30℃; folgendes Ansaeuern mit konz.HCl;

β-Propiolactone (57-57-8) → 4-thiaheptane-1,7-dioic acid (111-17-1) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium sulfide; water

3-iodopropanoic acid (141-76-4) → 4-thiaheptane-1,7-dioic acid (111-17-1) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With potassium hydrosulfide
With alkali hydrosulfide

xanthate carboxylic acid (6302-95-0) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With ammonia
With ethanol; ammonia ueber mehrere Stufen;

cysteine disulfide (56-89-3, 349-46-2, 923-32-0, 6020-39-9, 24645-67-8, 35100-73-3, 40143-67-7) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With hydrogenchloride; sodium nitrite Reduktion der entstehenden Saeure mit Zinkstaub und verd.Salzsaeure;

3-carbamimidoylmercapto-propionic acid (5398-29-8) + furan-2,3,5(4H)-trione pyridine (1:1) → 3-mercaptopropionic acid (107-96-0)

3,3'-dithiobis(propionic acid) (1119-62-6) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With hydrogenchloride; zinc

3,3'-dithiobis(propionic acid) (1119-62-6) → 3-sulfopropanoic acid (44826-45-1) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With water; copper(II) sulfate
With water; silver sulfate
With water; hydrogen bromide; mercury dibromide
With water; copper(II) perchlorate

3-Bromopropionic acid (590-92-1) + thiourea (17356-08-0) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With ethanol Kochen der Reaktionsloesung mit Natronlauge unter Stickstoff;
With ethanol Kochen der Reaktionsloesung mit Barytwasser unter Stickstoff;

acrylic acid methyl ester (292638-85-8) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium tetrasulfide; water anschliessend mit wss. Salzsaeure und Behandeln der Reaktionsloesung mit Aluminium und Natriumhydroxid;

3-(2-carboxyethylsulfanylthiocarbonylsulfanyl)propionic acid (15238-06-9) + aniline (62-53-3) → 1,1-diphenylthiourea (3898-08-6) + 3-mercaptopropionic acid (107-96-0)

3,3'-dithiobis(propionic acid) (1119-62-6) + 2-amino-2-methylpropanethiol (13893-24-8) → 3-(2-Amino-2-methyl-propyldisulfanyl)-propionic acid + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium chloride In water-d2 at 25℃; Equilibrium constant;

2-amino-2-methylpropanethiol (13893-24-8) + 3-(2-Amino-2-methyl-propyldisulfanyl)-propionic acid → 2-(2-Amino-2-methyl-propyldisulfanyl)-1,1-dimethyl-ethylamine (4424-49-1) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium chloride In water-d2 at 25℃; Equilibrium constant;

2-carboxy-ethylsulfanyl (40055-90-1) + D,L-dithiothreitol (3483-12-3, 6892-68-8, 7634-42-6, 16096-97-2, 27565-41-9, 35454-97-8) → C4H10O2S2(2-) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
In water at 23℃; Thermodynamic data; Rate constant; pH=7.0; phosphate buffer; ΔGo;

2-carboxy-ethylsulfanyl (40055-90-1) + 1,4-Dithioerythritol (3483-12-3, 6892-68-8, 7634-42-6, 16096-97-2, 27565-41-9, 35454-97-8) → C4H10O2S2(2-) + 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
In water at 23℃; Thermodynamic data; Rate constant; pH=7.0; phosphate buffer; ΔGo;

3-acetylsulfanyl-propionic acid (41345-70-4) → 3-mercaptopropionic acid (107-96-0)

Conditions	Yield
With sodium hydroxide In acetone Ambient temperature;
With sulfuric acid for 5h; Hydrolysis; Heating;
With sulfuric acid; water Heating;

Upstream product

• 57-57-8 2-Oxetanone 
• 107-13-1 Acrylonitrile 
• 127-17-3 Pyruvic acid 
• 62-56-6 Thiocarbamide 

Downstream Products

• 80-77-3 Chlormezanone 
• 30897-26-8 2-(4-CHLOROPHENYL)-3-METHYL-TETRAHYDRO-1,3-THIAZINE-4-ONE 
• 16215-21-7 BUTYL 3-MERCAPTOPROPIONATE 
• 646-01-5 3-METHYLTHIOPROPIONIC ACID 

Recommend Products

• 56-23-5  tetrachloromethane 
• 41345-70-4  3-acetylsulfanyl-propionic acid 
• 111-17-1  4-thiaheptane-1,7-dioic acid 
• 141-76-4  3-iodopropanoic acid 
• 56-89-3  cysteine disulfide 
• 5398-29-8  3-carbamimidoylmercapto-propionic acid 
• 1119-62-6  3,3'-dithiobis(propionic acid) 
• 44826-45-1  3-sulfopropanoic acid 
• 4265-55-8  3,3'-cyclohexylidenedimercapto-di-propionic acid 
• 108-94-1  cyclohexanone 
• 2899-66-3  3-(benzylthio)propanoic acid 
• 100-39-0  benzyl bromide 
• 3513-48-2  3-(2,4-dinitro-phenyldisulfanyl)-propionic acid 
• 528-76-7  2,4-dinitrobenzenesulfenyl chloride 

Related news

Determination of 3-Mercaptopropionic acid (cas 107-96-0) by HPLC: A sensitive method for environmental applications08/22/2019

The organic sulfur compound 3-mercaptopropionic acid (3-MPA) is an important thiol intermediate in organic sulfur metabolism in natural environments. It is generated during degradation of sulfur-containing amino acids (e.g. methionine) and from demethylation of dimethylsulfoniopropionate (DMSP)....detailed

Functionalization of ZnO nanoparticles by 3-Mercaptopropionic acid (cas 107-96-0) for aqueous curcumin delivery: Synthesis, characterization, and anticancer assessment08/21/2019

Inherent biocompatibility and stability of zinc oxide nanoparticles (ZnO-NPs) and their biomedical potentials make them an emerging candidate for drug delivery. The aim of this study was to develop and assess a simple procedure for surface functionalization of ZnO-NPs by 3-mercaptopropionic acid...detailed

New model of pharmacoresistant seizures induced by 3-Mercaptopropionic acid (cas 107-96-0) in mice08/20/2019

About 30% of the patients with epilepsy do not respond to clinically established anticonvulsants, despite having effective concentrations of the antiepileptic drug in plasma. Therefore, new preclinical models of epilepsy are needed to identify more efficacious treatments. We describe here a new ...detailed

3-Mercaptopropionic acid (cas 107-96-0) functionalization of titanium dioxide thin films08/19/2019

Nanostructured titanium dioxide (TiO2) films are commonly employed as surface modifiers on medical and dental metallic implants, presenting promising results related to interactions with living tissues, promoting improvements in the in vivo biocorrosion resistance and increased bioactivity when ...detailed