Basic information
- CAS
111-17-1- Standard SMILES
O=C(O)CCSCCC(=O)O- InChIKey
ODJQKYXPKWQWNK-UHFFFAOYSA-N- Molecular formula
- C6H10O4S
- Average molar mass
- 178.21 g/mol
- Monoisotopic mass
- 178.0299798
Overview
3,3'-Thiobispropanoic acid is a dicarboxylic acid.
Names & identifiers
- Preferred name
- Thiodipropionic Acid
- IUPAC
- 3-(2-carboxyethylsulfanyl)propanoic acid
- English name
- 3,3'-Thiodipropionic acid
- Molecular formula
- C6H10O4S
- Molecular weight
- 178.21
Names & synonyms
3,3'-Thiodipropionic acid111-17-1THIODIPROPIONIC ACIDTyox ATDPAPropanoic acid, 3,3'-thiobis-Bis(2-carboxyethyl) sulfideThiodihydracrylic acid4-Thiaheptanedioic acidSulfide, bis(2-carboxyethyl)3,3'-Thiobis(propanoic acid)Thiahydracrylic acid
Show more names
3,3-THIODIPROPIONIC ACIDthiodipropionatetyoxa3.3'-ThiodiprothiodipropionicRARECHEM AL BO 0314LABOTEST-BB LT00254336
Propionic acid, 3,3'-thiodi-Diethyl sulfide 2,2'-dicarboxylic acidDTXSID80442003BBK323ED8DTXCID6024200NSC-8166Kyselina beta,beta'-thiodipropionovaNSC-65523
Database identifiers
- CAS
111-17-1- PubChem CID
- 8096
- DTXSID
DTXSID8044200- ChEMBL
CHEMBL1569439- ChEBI
CHEBI:165380
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 99.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 130
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Sulfur Compounds
CosmeticsCosmetic ingredients (Thiodipropionic Acid) -> CIR (Cosmetic Ingredient Review)
Food AdditivesANTIOXIDANT -> FDA Substance added to food
Color/FormNACREOUS LEAFLETS FROM HOT WATER
Solubility
FREELY SOL IN HOT WATER, ALC, ACETONE; 1 G DISSOLVES IN 26.9 ML WATER @ 26 °C
37.2 mg/mL at 26 °C
Melting Point
134 °C
134 °C
Vapor Pressure0.0000143 [mmHg]
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
Liquid; Dry Powder
Solid; [Merck Index] Lustrous pearlescent solid; [CHEMINFO] White powder with a stench; [Alfa Aesar MSDS]
Safety & regulation
GHS classification
GHS Classification
Danger
H318 (69.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, P305+P354+P338, P317, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 165 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Hazard information
Regulatory Information
Chemical: Propanoic acid, 3,3'-thiobis-
Propanoic acid, 3,3'-thiobis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 3,3'-thiobis- 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: 18-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11809
Thiodipropionic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Although approved as a food antioxidant, has limited commercial use due to problems with odor and flavor in edible fats; In intravenous lethal-dose studies of dogs, causes drop in blood pressure, respiratory difficulties, and cardiac collapse prior to death; [HSDB] A mild skin and moderate eye irritant; [RTECS] An eye irritant; [Alfa Aesar MSDS]
Hazard Classes and Categories
Eye Dam. 1 (69.1%)
Skin corrosion/irritation - Category 1
Toxicology
Toxicity Summary
The CIR Expert Panel concludes that Dilauryl Thiodipropionate, Thiodipropionic Acid, Dicetyl Thiodipropionate, Dimyristyl Thiodipropionate, Distearyl Thiodipropionate, and Ditridecyl Thiodipropionate are safe as cosmetic ingredients in the practices of use and concentration given in this safety assessment when formulated to be non-irritating.
Chemistry & industry
Pharmacology
Absorption, Distribution and ExcretionTHIODIPROPIONIC ACID WHEN INJECTED INTO RABBITS IS RAPIDLY ELIMINATED UNCHANGED IN THE URINE (80% EXCRETED IN 2 HOURS) /PRC: LIKE DICARBOXYLIC ACIDS IN GENERAL/
Cellular LocationsCytoplasm
Uses & manufacturing
Uses
CIR ingredient: Thiodipropionic Acid
Used as an antioxidant for soap products, ethylene polymers, and edible fats and oils; Also used in plasticizers, lubricants, pharmaceuticals, and food packaging; [HSDB]
ANTIOXIDANT FOR SOAP PRODUCTS & POLYMERS OF ETHYLENE; IN PLASTICIZERS AND LUBRICANTS
PRESERVATIVE & ANTIOXIDANT FOR EDIBLE FATS & OILS; PHARMACEUTICALS; FOOD PACKAGING INGREDIENT
U.S. Production2023: <75,000 lb
Consumer UsesStabilizing agent
Industry UsesStabilizing agent
Methods of ManufacturingBRITISH PATENT 571,628 (1945 TO AM CYANAMID CO); GRESHAM, SHAVER, US PATENT 2,449,992 (1948 TO BF GOODRICH).
Household ProductsInformation on 2 consumer products that contain Thiodipropionic acid in the following categories is provided:
Use ClassificationFood Additives -> ANTIOXIDANT -> JECFA Functional Classes
General Manufacturing Information
Plastics Product Manufacturing
Propanoic acid, 3,3'-thiobis-: ACTIVE
OTHER ANTIOXIDANTS, WHICH ARE FOOD APPROVED BUT FIND LITTLE COMMERCIAL USE, INCLUDE THIODIPROPIONIC ACID ... THESE ANTIOXIDANTS ARE RELATIVELY INEFFECTIVE &, LIKE MANY SULFUR-CONTAINING COMPOUNDS, CAUSE ODOR & FLAVOR PROBLEMS IN EDIBLE FATS.
Related reactions
7 records
Compound notes
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