3-Sulfolene

HCID 178946313CAS 41908-25-2

Basic information

Standard SMILES
O=S1(=O)CC=CC1
InChIKey
MBDNRNMVTZADMQ-UHFFFAOYSA-N
Molecular formula
C4H6O2S
Average molar mass
118.16 g/mol

Overview

3-sulfolene appears as white crystals with a pungent odor. Melting point 64-65.5 °C.

Names & identifiers

Preferred name
3-Sulfolene
IUPAC
2,5-dihydrothiophene 1,1-dioxide
English name
3-Sulfolene-D6
Molecular formula
C4H6O2S
Molecular weight
118.15

Names & synonyms

3-Sulfolene2,5-DIHYDROTHIOPHENE 1,1-DIOXIDESulfolenebeta-SulfoleneThiophene, 2,5-dihydro-, 1,1-dioxidesulpholene2,5-dihydrothiophene-1,1-dioxideCCRIS 569.beta.-SulfoleneHSDB 2903EINECS 201-059-7UNII-Z6003L44MN
Show more names
3-Sulfolene-D6MBDNRNMVTZADMQ-TZCZJOIZSA-N
DTXSID6021294BRN 0107004AI3-234572,5-dihydrothiophene s,s-dioxideNSC-48532NSC-563733-SULFOLENE [MI]5-17-01-00177 (Beilstein Handbook Reference)

Database identifiers

CAS
41908-25-2
ChEMBL
CHEMBL3182104
ChEBI
CHEBI:194619
UNII
Z6003L44MN
EC Number
201-059-7、693-220-7

Properties

Computed structural properties

XLogP
-0.2
Topological polar surface area
42.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesCoriolis coupling
LogPlog Kow= -1.448
Density1.3 at 59 °F (NTP, 1992) - Denser than water; will sink
Color/FormCRYSTALS
Solubility · 3 items

50 to 100 mg/mL at 61 °F (NTP, 1992)

SOL IN WATER, ORGANIC SOLVENTS

PARTIALLY SOL IN ACETONE & TOLUENE

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H318 (55.3%): 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 76 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Hazard information

Regulatory Information · 2 items

Thiophene, 2,5-dihydro-, 1,1-dioxide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Thiophene, 2,5-dihydro-, 1,1-dioxide 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)

Thiophene, 2,5-dihydro-, 1,1-dioxide: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound include headache, nausea, tiredness, gastrointestinal upset, tremors and convulsions. It is irritating to the eyes and prolonged exposure may cause skin irritation.
Hazards Summary · 1 item

Not mutagenic to four strains of Salmonella typhimurium; No evidence of carcinogenicity in mice or rats; [HSDB] A severe eye irritant; [CAMEO] Not irritating to rabbit skin; Irritating to rabbit eyes; Not sensitizing in guinea pig maximization test; [EPA HPVIS] Causes somnolence, tremor, convulsions, and damage to esophagus and salivary glands in oral lethal-dose studies of rats and mice; [RTECS] An irritant; May cause serious eye injury; [Alfa Aesar MSDS]

Reactive GroupHydrocarbons, Aliphatic Unsaturated
Special ReportsDHEW/NCI; Bioassay of 3-Sulfolene for Possible Carcinogenicity (1978) Technical Rpt Series No. 102 DHEW Pub No. (NIH) 78-1352

Safety & protection

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: An estimated Koc value of 4(1) for 2,5-dihydrothiophene 1,1-dioxide indicates high mobility in soil(2) and leaching may occur. No data were located which suggest biodegradation is an important terrestrial fate process of 2,5-dihydrothiophene 1,1-dioxide(SRC).

AQUATIC FATE: Based on an estimated Koc value of 4 and an estimated BCF value of 4.7(1), 2,5-dihydrothiophene 1,1-dioxide is not expected to adsorb to sediment or bioconcentrate in aquatic organisms. A volatilization half-life of 225 days has been estimated for a model river (one meter deep) suggesting slow volatilization from shallow rivers(1,SRC). No data were located which suggest biodegradation is an important environmental fate process of 2,5-dihydrothiophene 1,1-dioxide in aquatic systems(SRC).

ATMOSPHERIC FATE: Vapor phase 2,5-dihydrothiophene 1,1-dioxide is degraded in the ambient atmosphere by reaction with photochemically formed hydroxyl radicals; the half-life for this reaction in air can be estimated to be about 6.7 hrs(1,SRC). Vapor phase 2,5-dihydrothiophene 1,1-dioxide is also rapidly degraded by reaction with ozone in the troposphere; the half-life for this reaction in air can be estimated to be about 1.4 hrs(1,SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=77-79-2]

Soil Adsorption/Mobility · 1 item

Based on an estimated log Kow of -1.448(2) the Koc for 2,5-dihydrothiophene 1,1-dioxide can be estimated to be about 4 using a recommended regression derived equation(1,SRC). This Koc value suggests that 2,5-dihydrothiophene 1,1-dioxide will have very high mobility in soil and will leach(3).

Artificial Pollution Sources · 1 item

2,5-Dihydrothiophene 1,1-dioxide is used as a specialty solvent in petroleum refining and during the manufacture of sulfolane which is also a solvent in petroleum refining(1); it may be released to the environment in waste streams from its production and use(SRC).

Carcinogen Classification · 6 items

3-Sulfolene

TR-102: Bioassay of 3-Sulfolene for Possible Carcinogenicity (CASRN 77-79-2) (1978 )

03/06/78

No Evidence

No Evidence

No Evidence

Regulatory information

TSCA Requirements · 2 items

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Sulfolene is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a specialty solvent in petroleum refining and in the manufacture of sulfolane (another solvent in petroleum refining); [HSDB]

Petroleum Production and Refining [Category: Industry]

2,5-Dihydrothiophene 1,1-dioxide is used as a specialty solvent in petroleum refining and it is used during the manufacture of sulfolane which is also a solvent in petroleum refining. 1

U.S. Production · 3 items

2023: 1,000,000 - <5,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Industry UsesLubricating agent
Methods of ManufacturingREACTION OF SULFUR DIOXIDE AND 1,3-BUTADIENE
General Manufacturing Information · 2 items

Petroleum Lubricating Oil and Grease Manufacturing

Thiophene, 2,5-dihydro-, 1,1-dioxide: ACTIVE

Applications

Uses3-Sulfolene-D6 is a labelled compound of Sulfolene (S689130).

Suppliers3 total

安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]

Related reactions

0 records

No reaction records under the current filter.

Linked notes

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3-Sulfolene (HCID 178946313)|Huagongshe