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107-96-0

Basic Information
CAS No.: 107-96-0
Name: Propanoicacid, 3-mercapto-
Article Data: 71
Cas Database
Molecular Structure:
Molecular Structure of 107-96-0 (Propanoicacid, 3-mercapto-)
Formula: C3H6O2S
Molecular Weight: 448.568
Synonyms: Propionicacid, 3-mercapto- (8CI);Propionic acid, b-mercapto- (4CI);2-Mercaptoethanecarboxylic acid;3-Mercaptopropanoic acid;3-Thiopropanoic acid;3-Thiopropionic acid;BMPA (thiol);NSC 437;NSC 45157;Thiohydracrylic acid;b-Mercaptopropanoicacid;b-Mercaptopropionic acid;b-Thiopropionic acid;3-Mercaptopropionic acid;
EINECS: 203-537-0
Density: 1.218 g/cm3
Melting Point: 17 °C
Boiling Point: 217.363 °C at 760 mmHg
Flash Point: 100.737 °C
Solubility: soluble in water
Appearance: clear colourless to yellowish liquid after melting
Hazard Symbols: ToxicT
Risk Codes: 34-23/24/25
Safety: 7-26-36/37/39-45
Transport Information: UN 2922 8/PG 2
PSA: 76.10000
LogP: 0.39090
Synthetic route
107-13-1

acrylonitrile

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
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;
16499-88-0

3-butoxypropylamine

S-acrylic acid-N-butoxypropyl dithiocarbamate

A

N,N'-dibutoxypropyl thiourea

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 70℃; for 2h;A 98.5%
B 95.7%
7629-47-2

S-acrylic acid-N-n-propyl dithiocarbamate

2906-12-9

3-Isopropoxy-propylamin

A

N-n-propyl-N'-isopropoxypropyl thiourea

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 65℃; for 2h; Solvent;A 95.6%
B 94.1%
79-10-7

acrylic acid

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
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%
16499-88-0

3-butoxypropylamine

S-acrylic acid-N-isopropoxypropyl dithiocarbamate

A

N-isopropoxypropyl-N'-butoxypropyl thiourea

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 70℃; for 2.5h;A 94.9%
B 93.6%
79-10-7

acrylic acid

A

111-17-1

4-thiaheptane-1,7-dioic acid

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
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

109-89-7

diethylamine

A

N-butoxypropyl-N',N'-diethylthiourea

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 70℃; for 2h; Solvent;A 93.6%
B 87.2%
6291-85-6

3-ethoxypropylamine

S-acrylic acid-N-benzyldithiocarbamate

A

N-benzyl-N'-ethoxypropyl thiourea

B

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 65℃; for 3h; Solvent;A 89.3%
B 85.1%
7446-81-3

sodium 2-propenoate

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
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%
5398-29-8

3-carbamimidoylmercapto-propionic acid

107-96-0

3-mercaptopropionic acid

Conditions
ConditionsYield
With ammonium hydroxide at 80℃;80%
With barium dihydroxide
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  • Propanoicacid, 3-mercapto-

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    Propanoicacid, 3-mercapto-

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  • 3- Mercaptopropionic  acid

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    107-96-0

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    3- Mercaptopropionic acid

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The CAS registry number of 3-Mercaptopropionic acid is 107-96-0. Its EINECS registry number is 203-537-0. The IUPAC name is 3-sulfanylpropanoic acid. In addition, the molecular formula is C3H6O2S. What's more, it is an inhibitor of glutamate decarboxylase. It can decrease the gamma-aminobutyric acid concentration in the brain. And it can be used as pharmaceutical intermediates, antioxidants, catalysts, biochemical reagents, and a stabilizer for PVC.

Physical properties about 3-Mercaptopropionic acid are: (1)ACD/LogP: 0.38; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 2.105; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 2; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 3; (9)Polar Surface Area: 76.1 Å2; (10)Index of Refraction: 1.498; (11)Molar Refractivity: 25.408 cm3; (12)Molar Volume: 86.729 cm3; (13)Polarizability: 10.073 ×10-24cm3; (14)Surface Tension: 45.426 dyne/cm; (15)Density: 1.224 g/cm3; (16)Flash Point: 100.737 °C; (17)Enthalpy of Vaporization: 49.994 kJ/mol; (18)Boiling Point: 217.363 °C at 760 mmHg; (19)Vapour Pressure: 0.051 mmHg at 25°C.

Preparation of 3-Mercaptopropionic acid: 3-Mercaptopropionic acid can be prepared by propenenitril and sulfaurea. At first, sulfaurea should react with hydrochloric acid for 0.5 hour at temperature of 40 °C. Then add propenenitril into the mixture and react for 3 hours at temperature of 110-113 °C. Next, cool the reaction product to 40 °C. And then after a series of neutralization by sodium hydroxide, dehydrogenation for 4 hours, neutralization by hydrochloric acid, extraction by benzene and vacuum distillation you can get the desired product.

Uses of 3-Mercaptopropionic acid: it can react with diphenyl-ditelluride to get 2-carboxyethanethiophenyltellurium(II). This reaction will need solvent ethanol. The reaction time is 24 hours with ambient temperature. The yield is about 35%.
3-Mercaptopropionic acid can react with diphenyl-ditelluride to get 2-carboxyethanethiophenyltellurium(II).

When you are using 3-Mercaptopropionic acid, please be cautious about it as the following:
3-Mercaptopropionic acid can cause burns. And it is toxic by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). You should keep container tightly closed after using it.

You can still convert the following datas into molecular structure:
(1)SMILES: C(CS)C(=O)O
(2)InChI: InChI=1/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)
(3)InChIKey: DKIDEFUBRARXTE-UHFFFAOYAR

The toxicity data of 3-Mercaptopropionic acid is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 38120ug/kg (38.12mg/kg)   Current Toxicology. Vol. 1, Pg. 199, 1993.
rat LD50 intraperitoneal 66mg/kg (66mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Agents and Actions, A Swiss Journal of Pharmacology. Vol. 1(5), Pg. 231, 1970.
rat LD50 oral 96mg/kg (96mg/kg)   Tin Research Institute, Publication. Vol. -, Pg. 1, 1973.