HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Mercaptopropionsäure
3-Mercaptopropanoic acid · 3-MPA · 3-mercaptopropionic · 3-Sulfanylpropanoic acid · 3-thiopropionicacid · 3-Thiopropionic acid · Thiopropionic acid · 3-mercapto-propionicaci
Identifikatoren & physikalische Daten
| CAS No. | 107-96-0 |
|---|---|
| Summenformel | C3H6O2S |
| Durchschnittliche Molmasse | 106,15 g/mol |
| Monoisotopische Masse | 106,00885043 g/mol |
| SMILES | O=C(O)CCS |
| InChIKey | DKIDEFUBRARXTE-UHFFFAOYSA-N |
| PubChem CID | 6514 |
| ChEMBL | CHEMBL358697 |
| ChEBI | CHEBI:44111 |
| EC No. | 203-537-0 |
| DTXSID | DTXSID8026775 |
| Lokaler Name | 3-Mercaptopropionsäure |
Chemische & physikalische Eigenschaften
| XLogP | 0,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 38,3 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 52,8 |
| Stoffklassen | Other Classes -> Organic Acids |
| Kosmetika | Hair waving or straighteningReducingDepilatory |
| SpringerMaterials Properties | Optical coefficient |
| LogP (Verteilungskoeffizient) | 0.430 |
| Geruch | STRONG & ACRID, SULFIDE LIKE ODOR |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.218 AT 21 °C1.220-1.226 (20 °C)1.218 @ 21°C1.218 g/mL at 25 °C (lit.) |
| Color/Form | CLEAR LIQUIDAMORPHOUS CRYSTALS |
| Löslichkeit | SOL IN WATER, ALCOHOL, BENZENE, & ETHERSolublePractically insoluble or insoluble in waterSoluble (in ethanol)Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| Flammpunkt | 93 °C201 °F |
| Siedepunkt | 111 °C AT 15 MM HG110.00 to 111.00 °C. @ 15.00 mm Hg110-111 °C (15 mmHg)110-111 °C/15 mmHg (lit.) |
| Schmelzpunkt | 16.8 °C15-18 °C (lit.) |
| Dampfdruck | 0.04 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.492(lit.) |
| FEMA | 4587 | 3-MERCAPTOPROPIONIC ACID |
| Lagerbedingungen | Store below +30°C. |
| pKa (Säurekonstante) | pK1:pK2:10.84(SH) (25°C) |
| Aggregatzustand | Crystalline Powder, Crystals, and/or Chunks |
| Farbe | White |
| Wichte | 1.218 |
| pH | 2 (120g/l, H2O, 20℃) |
| Geruch | sulfurous roasted |
| Geruchsart | sulfurous |
| Explosionsgrenze | 1.60%(V) |
| JECFA Number | 1936 |
| BRN | 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 (Verteilungskoeffizient) | -2.3 at 22℃ |
| CAS Datenbank | 107-96-0(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Thiolpropanoic acid(107-96-0) |
| EPA chemische Informationen | 3-Mercaptopropanoic acid (107-96-0) |
| Absorption | cut-off at 270nm |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 3.8% (36 of 942) of reports.DangerH290 (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. |
|---|---|
| Regulatorische Informationen | 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/55913-Mercaptopropionic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Gefahrenübersicht | 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 tractInhalation may cause chemical pneumonitis[MSDSonline] |
| Hazard Classes and Categories | Met. Corr. 1 (76.4%)Acute toxicity (Oral) - Category 3 |
| Preventive Measures | ADEQUATE VENTILATION & PREVENTION OF CONTACT WITH BODY SURFACES ARE NEEDED IN HANDLING IN INDUSTRY. |
| Protective Action Criteria (PAC) | 1.2 [mg/m3]13 [mg/m3]80 [mg/m3] |
| Wechselwirkungen | VALPROIC ACID INHIBITED THE INDUCTION OF SEIZURES BY 3-MERCAPTOPROPIONIC ACIDBOTH 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. |
| Unerwünschte Wirkungen | Neurotoxin - Other CNS neurotoxin |
| 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. |
| F | 10-13 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2922 8/PG 2 |
| Zollcode | 29309070 |
| RTECS-Nr. | UF5270000 |
| R-Sätze (R) | 25-34-23/24/25 |
| Toxizität | LD50 orally in Rabbit: 96 mg/kg |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 7-26-36/37/39-45 |
| Gefahrenklasse | 8Acute Tox. 3 OralAcute Tox. 4 InhalationEye Dam. 1Met. Corr. 1Skin Corr. 1B |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Gefahrstoffdaten | 107-96-0(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 662 °F |
Anwendungen & Verwendung
Verwenden
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.