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Sulfolane

HCID 31347
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Basic information

CAS
126-33-0
Standard SMILES
O=S1(=O)CCCC1
InChIKey
HXJUTPCZVOIRIF-UHFFFAOYSA-N
Molecular formula
C4H8O2S
Average molar mass
120.17 g/mol
Monoisotopic mass
120.0245005

Overview

Sulfolane is a colorless oily liquid with a weak oily odor. Solidifies (freezing point is 79 °F) and sinks on first contact with water, then mixes with water. (USCG, 1999)

Names & identifiers

Preferred name
Sulfolane
IUPAC
thiolane 1,1-dioxide
English name
Sulfolane
Molecular formula
C4H8O2S
Molecular weight
120.17

Names & synonyms

SULFOLANE126-33-0Tetrahydrothiophene 1,1-dioxideTetramethylene sulfoneSulfolan1,1-DioxothiolanSulpholaneThiophene, tetrahydro-, 1,1-dioxidethiolane 1,1-dioxideSulfaloneSulphoxalineDioxothiolan
Show more names
foLSulfoloneTETRAHYDROTHIOPHEN-1,1-DIOXIDESULFOLANE-W
Thiophan sulfoneBondelane ABondolane AThiophane dioxideThiacyclopentane dioxideCyclotetramethylene sulfoneTetrahydrothiophene dioxideDihydrobutadiene sulfone

Database identifiers

CAS
126-33-0、28452-93-9
PubChem CID
31347
DTXSID
DTXSID3027037
ChEMBL
CHEMBL3186899
ChEBI
CHEBI:74794
UNII
Y5L06AH4G5
EC Number
204-783-1
Nikkaji
J3.792.736H

Properties

Computed structural properties

XLogP
-0.8
Topological polar surface area
42.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
7
Formal charge
0
Complexity
128

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesSchoenflies notation
LogP · 2 items

log Kow= -0.77

-0.77

OdorOdorless
TasteSlightly bitter taste
Density · 3 items

1.26 at 86 °F (USCG, 1999) - Denser than water; will sink

1.2606 at 30 °C/4 °C

1.261 @25 °C

Viscosity10.34 centipoises at 30 °C
Color/FormWhite or creamy white, crystalline powder
Solubility · 2 items

Partially miscible with octanes, olefins, naphthenes; miscible with water, Acetone, toluene at 30 °C

Freely soluble in alcohol, soluble in dilute mineral acids

Flash Point · 2 items

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 · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Thiophene, tetrahydro-, 1,1-dioxide

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

Status: Active Update: 02-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13657

Sulpholane: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelClass 9
Fire HazardsSpecial Hazards of Combustion Products: Toxic, irritating gases may be generated in fires. (USCG, 1999)
Fire PotentialCombustible when exposed to heat or flame.
Health HazardsVery mildly irritating to the eyes. (USCG, 1999)
Hazards Summary · 1 item

Not irritating or sensitizing to rabbit skin; Mildly irritating to rabbit eyes; All rats convulsed during aerosolized exposure in lethal-concentration study; Convulsions observed in sub-chronic inhalation studies of dogs and monkeys and clonic-tonic convulsions noted in rats exposed by oral and parenteral routes; Intraperitoneal injection causes decreased metabolic rate and hypothermia in mice and rats; No evidence of mutagenicity; [HSDB] A mild eye irritant; [Alfa Aesar MSDS]

Chemistry & industry

Pharmacology

Biological Half-LifePlasma half-life is between 3 1/2-5 hours.
Metabolism/MetabolitesWhen administered intraperitoneally, sulfolane is excreted both unchanged and as 3-hydroxysulfolane.
MeSH Pharmacological Classification · 2 items

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.

Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military.

Absorption, Distribution and Excretion · 2 items

Absorbed rapidly and completely by the gastrointestinal tract. Passed easily through the blood-brain barrier. ...Urine and fecal elimination /times/ were 36.5 and 59 hours respectively. ...Sulfolane is rapidly absorbed by the blood and excreted in urine. ...Excreted mainly as 3-hydroxysulfolane, with some unchanged sulfolane, the percentage of the latter increasing with increasing oral doses.

When administered intraperitoneally, sulfolane is excreted both unchanged and as 3-hydroxysulfolane.

Uses & manufacturing

Uses · 6 items

Used as a solvent (aromatics extraction and polymerization), plasticizer, curing agent (epoxy resins) and therapeutic (antibacterial, convulsant, and radiation-protective agent); Also used for acid gas purification, fractionation (wood tars, tall oil, and other fatty acids), and textile finishing; [HSDB] Used in electronic applications, pharmaceutical manufacturing (solvent), jet printing inks (solvent), and medicines (believed to exist only in patent literature); [SIDS UNEP]

Semiconductor Manufacturing [Category: Industry]

Selective solvent for liquid-vapor extractions.

Solvent for aromatics extraction; for acid gas purification.

Related reactions

846 records
New reaction record
HRID 13565 reaction equation
HRID 13565As reactantuspto-grants-2010_06
HRID 13567 reaction equation
HRID 13567As reactantuspto-grants-2010_06
HRID 15610 reaction equation
HRID 15610As solventuspto-grants-2010_06
HRID 15611 reaction equation
HRID 15611As reactantuspto-grants-2010_06
HRID 16472 reaction equation
HRID 16472As solventuspto-grants-2010_06
HRID 23319 reaction equation
HRID 23319As solventuspto-grants-2005_02
HRID 23321 reaction equation
HRID 23321As solventuspto-grants-2005_02
HRID 25916 reaction equation
HRID 25916As reactantuspto-grants-1979_04
Page 1 of 106

Compound notes

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330 °F (USCG, 1999)

177 °C (350 °F) (OPEN CUP)

Boiling Point · 3 items

545 °F at 760 mmHg (USCG, 1999)

285 °C

285 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of /sulfur oxide/.

Physicochemical properties

Melting point
20 · 20-26 °C (lit.)
Boiling point
104 °C/0.2 · 104 °C/0.2 mmHg (lit.) 285 °C (lit.)
Density
1.261 g/mL · 1.261 g/mL at 25 °C (lit.)
vapor density
4.2 · 4.2 (vs air)
vapor pressure
0.01 mm · 0.01 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.484(lit.)
Flash point
330 °F · 330 °F
storage temp.
30 °C · Store below +30°C.
solubility
100 g/l · >=100g/l soluble
form
Liquid After Melting
color
Clear yellow
Water Solubility
soluble
FreezingPoint
26 ℃ · 26℃
Specific Heat Capacity
1.5 J/ · Cp(liquid): 1.5 J/(g·K), at 25℃
Sensitive
Hygroscopic
Merck
14 · 14,8955
BRN
107765 · 107765
Henry's Law Constant
2.1 · 2.1×100 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
44 · 44.0
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
InChIKey
HXJUTPCZVOIRIF-UHFFFAOYSA-N
SMILES
O=S1(=O)CCCC1
LogP
0 at · 0 at 20℃
Surface tension
47.95 mN/m · 47.95 mN/m at 303.15K
CAS DataBase Reference
126 · 126-33-0(CAS DataBase Reference)
FDA UNII
5 L06AH4G5 · Y5L06AH4G5
NIST Chemistry Reference
1 · Thiophene, tetrahydro-, 1,1-dioxide(126-33-0)
EPA Substance Registry System
Sulfolane (126-33-0)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302-H360FD
Precautionary statements
202 · P202-P264-P270-P280-P301+P312-P308+P313
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xn
Risk Statements
22 · 22
Safety Statements
23 · 23-25
WGK Germany
1 · 1
RTECS
700000 · XN0700000
TSCA
TSCA listed
HS Code
29349990 · 29349990
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 OralRepr · Acute Tox. 4 OralRepr. 1B
Hazardous Substances Data
126 · 126-33-0(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 1.54 ml/kg (Smyth)
REACH Registrations
Active
Reactive GroupSulfonates, Phosphonates, and Thiophosphonates, Organic
Special Reports · 2 items

USEPA; Chemical Hazard Information Profile Draft Report: Sulfolane (1984). Available data on the hazards of sulfolane is reviewed.

European Chemicals Bureau; IUCLID Dataset, Tetrahydrothiophene 1,1-dioxide (126-33-0) (2000 CD-ROM edition). Available from the database query page: http://ecb.jrc.it/esis/esis.php as of June 27, 2005.

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. Sulfolane is included on this list.

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

Reactivity Profile · 1 item

Mixing SULFOLANE in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid and oleum [NFPA 1991]. With nitrating agents (nitronium tetrafluoroborate in sulfolane) very highly exothermic reactions are known to occur [J. Org. Chem., 1978, 43, 4677].

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Sulfolane is produced, as an intermediate or a final product, by process units covered under this subpart.

Air and Water ReactionsWater soluble.

Safety & protection

Fire FightingFire Extinguishing Agents: Water, foam, dry chemicals, or carbon dioxide (USCG, 1999)
First AidINGESTION: induce vomiting.
Firefighting HazardsPoisonous gases are produced in fire.
Fire Fighting Procedures · 2 items

Water or foam may cause frothing.

Wear goggles and self-contained breathing apparatus. Extinguish with water, foam, dry chemical, or carbon dioxide.

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 item

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Protective Action Criteria (PAC) · 3 items

8.0 [mg/m3]

88 [mg/m3]

530 [mg/m3]

Personal Protective Equipment (PPE)Goggles or face shield; rubber gloves. (USCG, 1999)

Toxicology

Interactions · 2 items

After oral or parenteral admin to rodents, analeptic effects of sulfolane were nearly additive with those of metrazol. When injected simultaneously with phenobarbital, it decr phenobarbital sleeping time in mice, but incr time when admin 1 hr before.

Rats receiving sulfolane at 240-300 mg/kg, ip, 20 min before irradiation showed 3 times as many bone marrow karyocytes as did control animals after receiving 300-900 rads gamma-irradiation. Mice receiving 120-240 mg/kg showed twice as many as controls.

Ecotoxicity Values · 5 items

LC50 Carassius auratus (Goldfish, 6.2 +/-0.7 cm, approx 3.3 g) 4800 mg/L/24 hr; static, aerated, dissolved oxygen >/= 4 mg/L, pH 6-8, 20 °C

LC50 Gambusia affinis (Mosquitofish) 1930 mg/L/96 hr /Conditions of bioassay not specified in source examined/

EC50 Selenastrum capricornutum (Algae; growth inhibition) >1000 mg/L/96 hr; static, 24 +/- 1 °C, constant illumination

EC50 Crassostrea gigas (Pacific oyster, embryo; embryo larval test) 460 mg/L/24 hr; static, artificial sea water, dissolved oxygen 6.8-7.1 mg/L, pH 7.9, 25 °C

For more Ecotoxicity Values (Complete) data for SULFOLANE (6 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values in the range of 4-35 measured in aquifer material from a natural gas plant(2), indicates that sulfolane is expected to have very high mobility in soil(SRC). Volatilization of sulfolane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.8X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Sulfolane is not expected to volatilize from dry soil surfaces given a vapor pressure of 0.0062 mm Hg(4). Microcosms constructed of groundwater and sediment obtained from natural gas plants suggest that sulfolane degrades readily under aerobic conditions (half-lives of 2-3 days), but was shown to be recalcitrant under anaerobic conditions(5,6).

AQUATIC FATE: Based on a classification scheme(1), Koc values in the range of 4-35 measured in aquifer material from a natural gas plant(2), indicates that sulfolane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.8X10-6 atm-cu m/mole (SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 and 64 days, respectively(SRC). Sulfolane is not expected to undergo hydrolysis in water due to the lack of hydrolyzable functional groups(3). According to a classification scheme(5), BCF values of <13, measured in carp(6) suggest that bioconcentration in aquatic organisms is low(SRC). Sulfolane did not pass the OECD ready biodegradation test(6), suggesting that biodegradation will not be fast. However, aquifer slurries constructed with soil and groundwater from a natural gas plant were shown to be capable of degrading sulfolane under aerobic conditions (half-lives of approximately 2-3 days); no degradation was observed under anaerobic conditions(7,8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sulfolane, which has a vapor pressure of 0.0062 mm Hg at 25 °C (2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sulfolane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 29 hours(SRC), calculated from its rate constant of 1.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Effluent ConcentrationsSulfolane was detected in effluents of advanced waste water treatment plants in Orange county, CA(1). Sulfolane was detected in landfill leachate from municipal waste in Japan at 1200 ug/L(2).
Soil Adsorption/Mobility · 1 item

Sulfolane exhibited very high mobility in batch adsorption experiments using aquifer material from 3 natural gas plants in Canada(1). In each experiment, the soil adsorption isotherms were linear and the soil adsorption coefficient (Kd) of sulfolane was very low (Kd < 1). The corresponding Koc values in these low organic (0.2-0.9% organic carbon) materials were in the range of 4-35. The Koc value of sulfolane using a humus rich soil (pH = 6.9, 3.6% organic carbon) was 3(1). According to a classification scheme(2), this range of Koc values suggests that sulfolane is expected to have very high mobility in soil(SRC).

TSCA Test Submissions · 2 items

The mutagenicity of sulfolane was evaluated in Salmonella tester strains TA1535, TA1537, TA1538, TA98 and TA100 (Ames Test), Escherichia coli tester strains WP2 and WP2 urvA, and in Saccharomyces cerevisiae tester strain JD1 with and without Aroclor-induced rat liver S9 metabolic activation. Bacterial cultures were tested at concentrations up to 4000 ug/plate using the plate incorporation technique. Yeast liquid suspension cultures were tested at concentrations up to 5.0 mg/mL. Sulfolane did not produce a positive response in any of the bacterial strains with or without metabolic activation. Sulfolane did not produce a consistent increase in the rate of mitotic gene conversion in Saccharomyces with or without metabolic activation.

The ability of sulfolane to cause chromosome aberrations in cultures of rat liver (RL4) cells was evaluated in the absence of added metabolic activation. Monolayer slide cultures of RL4 cells were exposed to 0, the test material at 250, 500 or 1000 ug/mL for 24 hrs and 100 cells/culture were scored for chromosome aberrations. None of the cultures produced frequencies of chromosome aberrations statistically greater than those produced by the controls (sterile distilled water vehicle).

Artificial Pollution Sources · 1 item

Sulfolane's use as a solvent for the extraction of benzene, toluene, and xylene from mixtures with aliphatic hydrocarbons and its use in the extraction of acidic components, eg, hydrogen sulfide, carbon dioxide, carbonyl sulfide, carbon dioxide and mercaptans, from sour gas streams(1), may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 2 items

AEROBIC: In a 5-day standard BOD test using acclimated or unacclimated sewage as microbial inoculum, no biodegradation of sulfolane was observed(1,2). Sulfolane, present at 100 mg/L, reached 10.1% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(3). On the other hand, more than 99% of sulfolane at an initial concn of 100 mg/L biodegraded by activated sludge cultures in 1 day in a batch die-away test(4). In a bench scale aerated lagoon reactor, more than 90% degradation of sulfolane occured at an initial concn 20-80 mg/L biodegraded at hydraulic retention time of 2-2.4 days(4). Inorganic sulfate has been identified as the biodegradation product of sulfolane(4). Aquifer slurries using sediment and groundwater from a sour natural gas plant were shown to be capable of degrading sulfolane at 26 and 8 °C under aerobic conditions(5). Following a 10 day acclimation period, sulfolane added at 20 mg/L to aquifer slurries degraded with half-lives of approximately 2-3 days at 26 °C depending upon whether nitrogen and phosphorous containing nutrients were added(5). At 8 degrees C, sulfolane degradation proceeded at a slower rate, particularly in the absence of nutrients; however, complete degradation was observed within 20 days(5).

ANAEROBIC: Under anaerobic conditions, little or no sulfolane degradation was observed at both 8 and 26 degrees C using aquifer sediments from sour natural gas plants(1).

Environmental Bioconcentration · 1 item

BCFs of <1.3 and <13 were measured for sulfolane at concentrations of 2.5 mg/L and 0.25 mg/L, respectively, using carp which were exposed over a 6-week period(1). According to a classification scheme(2), these BCF data suggest that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for sulfolane is estimated as 4.8X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that sulfolane is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 6 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 64 days(SRC). Sulfolane's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Sulfolane is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure 0.0062 mm Hg(3).

Non-Human Toxicity Excerpts · 5 items

/LABORATORY ANIMALS: Acute Exposure/ Death, apparently from anoxia, occurred within 24 hr of oral administration of sulfolane to mice. When applied to skin of rats at 3.8 g/kg for 24 hr under an impermeable cover, it produced no systemic effects. It did not irritate or sensitize skin of rabbits.

/LABORATORY ANIMALS: Acute Exposure/ The mean survival time of rats exposed to 11,000 mg of aerosolized sulfolane/cu m was 19.4 hr and all rats convulsed during exposure. Concentration expected to yield mean survival time of 24 hr was 4700 mg/cu m.

/LABORATORY ANIMALS: Acute Exposure/ After <24 hr of exposure, leukopenia and convulsions were observed in rats (3600 mg/cu m) or squirrel monkeys (Saimiri sciureus) (4850 mg/cu m).

/LABORATORY ANIMALS: Acute Exposure/ ...Tested full strength on rabbit eyes was only mildly irritating, producing conjunctival reaction which lasted only a few hours, and no injury of the cornea.

For more Non-Human Toxicity Excerpts (Complete) data for SULFOLANE (18 total), please visit the HSDB record page.

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. Sulfolane is included on this list.

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

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Sulfolane is produced, as an intermediate or a final product, by process units covered under this subpart.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
XN0700000
hs_code
29349990
Toxicity
LD50 orally in rats: 1.54 ml/kg (Smyth)
risk_code
22
Signal word
Danger
Symbol(GHS)
GHS07,GHS08
hazard_code
Xn
safety_code
23-25
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements
H302-H360FD
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralRepr. 1B
Precautionary statements
P202-P264-P270-P280-P301+P312-P308+P313
Hazardous Substances Data
126-33-0(Hazardous Substances Data)

Extraction of aromatic hydrocarbons from oil refinery streams; polymerization solvent; plasticizer.

Fractionation of wood tars, tall oil, and other fatty acids; component of hydraulic fluid; textile finishing.

U.S. Exports(1972) NEGLIGIBLE
U.S. Imports(1972) NEGLIGIBLE
U.S. Production · 6 items

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

Thiophene, tetrahydro-, 1,1-dioxide is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1986) >1 million - 10 million pounds

(1990) >1 million - 10 million pounds

(1994) >1 million - 10 million pounds

For more U.S. Production (Complete) data for SULFOLANE (7 total), please visit the HSDB record page.

Consumer UsesSolvent
Industry UsesOther
Methods of Manufacturing · 3 items

Prepared by catalytic hydrogenation of sulfolene oxides: Mahan, Fauske, US 2578565 (1951 to Phillips Petroleum).

... From butadiene and sulfur dioxide ... Evans, Morris, US 2360859 (1944 to Shell).

Sulfolane ... is made by reacting sulfur dioxide and butadiene to form sulfolene, which is then hydrogenated to give sulfolane

Formulations/Preparations · 3 items

Commercially available as anhydrous sulfolane and as sulfolane containing 3% wt deionized water

Grade: Technical

Sulfolane-W (97% 1,1-tetrahydrothiophenedioxide and 3% water)

General Manufacturing Information · 2 items

Petrochemical Manufacturing

Thiophene, tetrahydro-, 1,1-dioxide: ACTIVE

Applications · 5 items

UsesSulfolane is widely used as an industrial solvent, especially in the extraction of aromatic hydrocarbons from hydrocarbon mixtures and to purify natural gas. The first large scale commercial use of sulfolane, the sulfinol process, was first implemented by Shell Oil Company in March 1964 at the Person gas plant near Karnes City, Texas. The sulfinol process purifies natural gas by removing H2S, CO2, COS and mercaptans from natural gas with a mixture of alkanolamine and sulfolane.

UsesProcess solvent for extractions of aromatics and for purification of acid gases.

UsesSulfolane is used in lithium-ion batteries.

UsesSelective solvent for liquid-vapor extractions.

General DescriptionColorless oily liquid with a weak oily odor. Solidifies (freezing point is 79°) and sinks on first contact with water, then mixes with water. F.

Upstream & downstream products

Upstream raw materials

Methanol solution1,3-Butadiene3-SulfoleneSulfur dioxideHydroquinoneMethanol solventTetrahydrothiopheneTetramethylene sulfoxidePotassium peroxymonosulfateDiethylamine

Downstream products

1-Naphthalenesulfonyl chlorideN,N-DiMethylMethyleneaMMoniuM IodideDesulfurizer,high efficiencyHexaflumuronCefteram4-Amino-2,6-difluoropyrimidine(4-Fluoro-phenyl)-methanesulfonyl chloride(3-Fluoro-phenyl)-methanesulfonyl chlorideChlorfluazuron9,10-Anthracenedicarboxaldehyde4-Fluoroaniline2,6-DifluorobenzonitrileDisperse Yellow 542-Amino-4,6-difluoropyrimidine2,4-Difluoronitrobenzene3,4,5,6-Tetrafluorophthalonitrile5-(Chlorosulfonyl) Isatin3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1
Additional notes · 1 item

DefinitionChEBI: Sulfolane is a member of the class of tetrahydrothiophenes that is tetrahydrothiophene in which the sulfur has been oxidised to give the corresponding sulfone. A colourless, high-boiling (285℃) liquid that is miscible with both water and hydrocarbons, it is used as an industrial solvent, particularly for the purification of hydrocarbon mixtures by liquid-vapour extraction. It has a role as a polar aprotic solvent. It is a sulfone and a member of tetrahydrothiophenes. It derives from a hydride of a tetrahydrothiophene.