Grundinformationen
- Standard-SMILES
O=C(O)CCS- InChIKey
DKIDEFUBRARXTE-UHFFFAOYSA-N- Summenformel
- C3H6O2S
- Durchschnittliche Molmasse
- 106,15 g/mol
- Monoisotopische Masse
- 106,00885043
Überblick
3-mercaptopropanoic acid is a mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3. It has a role as an algal metabolite. It is a conjugate acid of a 3-mercaptopropionate.
Namen und Bezeichner
- Bevorzugter Name
- 3-Mercaptopropionic Acid
- IUPAC
- 3-sulfanylpropanoic acid
- Lokaler Name
- 3-Mercaptopropionsäure
- Englischer Name
- 3-Mercaptopropionic acid
- Summenformel
- C3H6O2S
- Molmasse
- 106.14
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
107-96-0- PubChem CID
- 6514
- DTXSID
DTXSID8026775- ChEMBL
CHEMBL358697- ChEBI
CHEBI:44111- UNII
- B03TJ3QU9M
- EC Number
- 203-537-0
- Nikkaji
- J38.166G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,4
- Polarare Oberfläche (TPSA)
- 38,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 6
- Formalladung
- 0
- Komplexität
- 52,8
Experimentelle und physikochemische Eigenschaften
LogP
0.430
0.43
Density
1.218 AT 21 °C
1.220-1.226 (20 °C)
1.218 @ 21°C
Color/Form
CLEAR LIQUID
AMORPHOUS CRYSTALS
Solubility
SOL IN WATER, ALCOHOL, BENZENE, & ETHER
Soluble
Practically insoluble or insoluble in water
Soluble (in ethanol)
Boiling Point
111 °C AT 15 MM HG
110.00 to 111.00 °C. @ 15.00 mm Hg
110-111 °C (15 mmHg)
Melting Point
16.8 °C
16.8 °C
Physikochemische Eigenschaften
- Schmelzpunkt
- 15 · 15-18 °C (lit.)
- Siedepunkt
- 110 · 110-111 °C/15 mmHg (lit.)
- Dichte
- 1.218 g/mL · 1.218 g/mL at 25 °C (lit.)
- Dampfdruck
- 0.04 mm · 0.04 mm Hg ( 20 °C)
- Brechungsindex
- 20 · n20/D 1.492(lit.)
- FEMA
- 4587 · 4587 | 3-MERCAPTOPROPIONIC ACID
- Flammpunkt
- 201 °F · 201 °F
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- pka
- 1 · pK1:;pK2:10.84(SH) (25°C)
- Aggregatzustand
- Crystalline Powder, Crystals, and/or Chunks
- Farbe
- White
- Wichte
- 1.218 · 1.218
- PH
- 2 · 2 (120g/l, H2O, 20℃)
- Geruch (Odor)
- sulfurous roasted
- Geruchsart
- sulfurous
- Explosionsgrenze
- 1.6 % · 1.60%(V)
- Wasserlöslichkeit
- soluble
- JECFA Number
- 1936 · 1936
- BRN
- 773807 · 773807
- Stabilität
- Air Sensitive, Hygroscopic
- Kosmetik-Inhaltsstoffe Funktionen
- DEPILATORYHAIR WAVING OR STRAIGHTENINGREDUCING
- InChI
- 1S/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)
- InChIKey
- DKIDEFUBRARXTE-UHFFFAOYSA-N
- SMILES
- OC(=O)CCS
- LogP
- -2.3 at · -2.3 at 22℃
- CAS Datenbank
- 107 · 107-96-0(CAS DataBase Reference)
- NIST chemische Informationen
- 3 · 3-Thiolpropanoic acid(107-96-0)
- EPA chemische Informationen
- 3 · 3-Mercaptopropanoic acid (107-96-0)
- Absorption
- 270 nm · cut-off at 270nm
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 3.8% (36 of 942) of reports.
Danger
H290 (76.4%): May be corrosive to metals [Warning Corrosive to Metals]
P234, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, P363, P390, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 942 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Gefahrenhinweise
Regulatory Information
Chemical: Propanoic acid, 3-mercapto-
Propanoic acid, 3-mercapto- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 3-mercapto- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 23-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5591
3-Mercaptopropionic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Emergency treatment: irritants; [HSDB] An inhibitor of glutamate decarboxylase. It decreases the GAMMA-AMINOBUTYRIC ACID concentration in the brain, thereby causing convulsions. [ChemIDplus] A skin irritant; [HSDB] Causes cleft palate in mice at maternally toxic doses (maternal seizures); [REPROTOX] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]
Hazard Classes and Categories
Met. Corr. 1 (76.4%)
Acute toxicity (Oral) - Category 3
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
1.2 [mg/m3]
13 [mg/m3]
80 [mg/m3]
Toxikologische Informationen
Interactions
VALPROIC ACID INHIBITED THE INDUCTION OF SEIZURES BY 3-MERCAPTOPROPIONIC ACID; BOTH TONIC & CLONIC PHASES WERE SUPPRESSED & ONLY THE INITIAL PHASE REMAINED. IN 3-MERCAPTOPROPIONIC ACID TREATED RATS, THE ANTICONVULSANT ACTION OF VALPROIC ACID WAS ANTAGONIZED.
PRETREATMENT OF RATS WITH 50 MG/KG OF PHENOBARBITONE PROTECTED AGAINST THE DEVELOPMENT OF SEIZURES & ABOLISHED THE INCR IN MITOCHONDRIAL RESPIRATION PRODUCED BY 3-MERCAPTOPROPIONIC ACID.
3-MERCAPTOPROPIONIC ACID WAS MORE SENSITIVE TO THE ANTICONVULSIVE ACTION OF MUSCIMOL THAN WAS EITHER PENTYLENETETRAZOL OR BICUCULLINE.
Human Toxicity Excerpts
...EFFECTS OF LARGE NUMBER OF MERCAPTO ACIDS...ON SKIN OF...HUMANS. THE BETA-FORM DID NOT SENSITIZE HUMAN SUBJECTS, ALTHOUGH THE ALPHA-ISOMER GAVE AN INCIDENCE OF 10% SENSITIZATION.
IT IS...A SKIN IRRITANT.
Non-Human Toxicity Excerpts
THE ORAL LD50 IN RATS OF THE UNDILUTED LIQUID WAS 50-400 MG/KG. THE SYMPTOMS WERE SIMILAR TO THIOGLYCOLIC ACID--WEAKNESS & CONVULSIONS. DEATHS OCCURRED WITHIN 30 MIN AFTER DOSING.
LIQUID APPEARS TO BE ABSORBED DIRECTLY THROUGH THE GUINEA PIG SKIN WITH DEATHS FROM AS LOW AS 5 ML/KG. SEVERE DELAYED ESCHAR FORMATION WAS NOTED. A 10% SOLN IN WATER APPLIED AS COMPRESS TO GUINEA PIG SKIN ALSO PRODUCES SEVERE DAMAGE & ESCHARS. NO DEATHS WERE PRODUCED AT THIS CONCN. IT IS NOT A SKIN SENSITIZER IN GUINEA PIG.
3-MERCAPTOPROPIONIC ACID (1 MILLIMOLAR) INHIBITED THE POTASSIUM-EVOKED RELEASE OF ENDOGENOUS GAMMA-AMINOBUTYRIC ACID FROM SLICES OF RAT HIPPOCAMPUS & CEREBRAL CORTEX IN VITRO.
IP ADMIN TO RATS DECR THE BRAIN GLUTAMATE DECARBOXYLASE ACTIVITY & GAMMA-AMINOBUTYRIC ACID LEVELS, INCR GAMMA-AMINOBUTYRIC ACID AMINOTRANSFERASE ACTIVITY, & DOSE-DEPENDENTLY ALTERED THE PURKINJE CELL MORPHOLOGY. AMINO ACIDS IMBALANCE OCCURRED IN THE CEREBELLUM.
Sicherheitsdaten
- F
- 10-13
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 2922 8/PG 2
- hs_code
- 29309070
- RTECS-Nr.
- UF5270000
- risk_code
- 25-34-23/24/25
- Toxizität
- LD50 orally in Rabbit: 96 mg/kg
- hazard_code
- T
- safety_code
- 7-26-36/37/39-45
- hazard_class
- 8
- packing_group
- III
- Speicherklasse
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Giftige Stoffe Daten
- 107-96-0(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 3 OralAcute Tox. 4 InhalationEye Dam. 1Met. Corr. 1Skin Corr. 1B
- Selbstentzündungstemperatur
- 662 °F
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances that act in the brain stem or spinal cord to produce tonic or clonic convulsions, often by removing normal inhibitory tone. They were formerly used to stimulate respiration or as antidotes to barbiturate overdose. They are now most commonly used as experimental tools.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Substances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.
Verwendung und Herstellung
Uses
Used as a stabilizer, antioxidant, catalyst, chemical intermediate, and experimental convulsant agent; [HSDB]
STABILIZER; ANTIOXIDANT; CATALYST; CHEMICAL INTERMEDIATE
HAS BEEN TRIED IN COLD-WAVE PREPARATIONS
AS EXPERIMENTAL CONVULSANT AGENT
CHEM INT FOR 3,3'-THIODIPROPIONIC ACID-MAY BE UNISOLATED
For more Uses (Complete) data for 3-MERCAPTOPROPIONIC ACID (8 total), please visit the HSDB record page.
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
2023: 1,000,000 - <8,500,000 lb
(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS
(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS
Methods of Manufacturing
REACTION OF BETA-PROPIOLACTONE WITH SODIUM HYDROGEN SULFIDE.
PROBABLY BY REACTION OF PROPENOIC ACID WITH HYDROGEN SULFIDE IN THE PRESENCE OF AN ALKALINE CATALYST
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Hair waving or straightening; Reducing; Depilatory
General Manufacturing Information
Plastics Material and Resin Manufacturing
Propanoic acid, 3-mercapto-: ACTIVE
Anwendungen
Verwenden3-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.
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Vorgelagerte Rohstoffe
Nachgelagerte Produkte
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Ergänzende Hinweise
DefinitionChEBI: A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.
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