1,3-Propanedithiol
Basic information
- CAS
109-80-8- Standard SMILES
SCCCS- InChIKey
ZJLMKPKYJBQJNH-UHFFFAOYSA-N- Molecular formula
- C3H8S2
- Average molar mass
- 108.23 g/mol
- Monoisotopic mass
- 108.0067426
Overview
1,3-dimercaptopropane is a clear orange oil with a disagreeable odor. (NTP, 1992)
Names & identifiers
- Preferred name
- 1,3-Propanedithiol
- IUPAC
- propane-1,3-dithiol
- English name
- 1,3-Dimercaptopropane
- Molecular formula
- C3H8S2
- Molecular weight
- 108.23
Names & synonyms
1,3-Propanedithiol109-80-8Propane-1,3-dithiol1,3-DIMERCAPTOPROPANETrimethylene dimercaptanDithiotrimethyleneglycolTrimethylenedithiolTrimethylenedithioglycol1,3-Propanedimercaptan1,3-propane dithiolFEMA No. 3588R4LUJ82U52
Show more names
PDTFEMA 35881,3-dimercaptopropan1,3-diethyl thiol1,3-DITHIOPROPANE1,3-propyldithiol
1,3-TRIMETHYLENEDITHIOLDTXSID0059376CHEBI:44864RefChem:72944DTXCID5033129203-706-9MFCD00004904NDR-132
Database identifiers
- CAS
109-80-8- PubChem CID
- 8013
- DTXSID
DTXSID0059376- ChEBI
CHEBI:44864- UNII
- R4LUJ82U52
- EC Number
- 203-706-9
- Nikkaji
- J4.503I
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 12.4
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Thiols
SpringerMaterials PropertiesBoiling point
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density
1.0722 at 68 °F (NTP, 1992) - Denser than water; will sink
1.077-1.078 (d20/4)
Flavoring AgentsEU Flavoring substances
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
insoluble in water; miscible in fat
(in ethanol)
Flash Point138 °F (NTP, 1992)
Boiling Point
336 °F at 760 mmHg (NTP, 1992)
169.00 to 173.00 °C. @ 760.00 mm Hg
169-173 °C; 105 °C (100 mm Hg); 63 °C (15 mm Hg)
Melting Point
-110 °F (NTP, 1992)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 7.1% (11 of 154) of reports.
Warning
H302 (16.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 154 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,3-Propanedithiol
REACH registered substance: Propane-1,3-dithiol (EC: 203-706-9)
1,3-Propanedithiol: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelFlammable Liquid
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound include skin, eye, mucous membrane and upper respiratory tract irritation.
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin, eye, mucous membrane, and upper respiratory tract irritant; [NTP] May cause irritation and CNS effects; [Acros Organics MSDS] See Thiols.
Reactive GroupSulfides, Organic
Reactivity AlertsHighly Flammable
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUsed as a reagent in the manufacture of thioketals and thioacetals; [NTP] Used as a flavoring agent; [FDA]
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information1,3-Propanedithiol: ACTIVE
Applications
OccurrenceReported found in cooked or boiled beef.
Uses1,3-Propanedithiol is used as a reagent in the preparation of thioketals and thioacetals. It acts as a flavoring agent. It is used as a precursor in the synthesis of cyclic dithioacetal (1,3-dithiane) derivatives of carbonyl compounds. It is involved in the preparation of diiron propanedithiolate hexacarbonyl by reacting reaction with triiron dodecacarbonyl. Further, it is used for the protection of aldehydes and ketones through their reversible formation of dithianes. In addition to this, it reacts with metal ions to form chelate rings.
General DescriptionClear orange oil with a disagreeable odor.
Upstream & downstream products
Upstream raw materials
Related reactions
269 records
Compound notes
Loading…