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Thiophene

HCID 8030
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Basic information

CAS
110-02-1
Standard SMILES
c1ccsc1
InChIKey
YTPLMLYBLZKORZ-UHFFFAOYSA-N
Molecular formula
C4H4S
Average molar mass
84.14 g/mol
Monoisotopic mass
84.00337113

Overview

Thiophene appears as a colorless liquid with an unpleasant odor. Insoluble in water and slightly denser than water. Flash point 30 °F. Vapors heavier than air. Irritates the skin, eyes, and mucous membranes. Used to make pharmaceuticals and dyes.

Names & identifiers

Preferred name
Thiophene
IUPAC
thiophene
English name
Thiophene
Molecular formula
C4H4S
Molecular weight
84.14

Names & synonyms

THIOPHENE110-02-1ThiofuranThioleThiophenThiotetroleThiacyclopentadieneThiofurfuranDivinylene sulfideThiapheneThiofuramFuran, thio-
Show more names
CYP3AthiophenoneHLPcp34THIOPHENE FOR SYNTHESIS 5 MLThiophene, benzene free, extra pure, 99.5%CP33
Huile HSOThiofenHuile H50CP 34USAF EK-1860CCRIS 2935HSDB 130NSC 405073

Database identifiers

CAS
110-02-1
PubChem CID
8030
DTXSID
DTXSID8026145
ChEMBL
CHEMBL278958
ChEBI
CHEBI:30856
UNII
SMB37IQ40B
EC Number
203-729-4
Nikkaji
J1.162.593B、J2.445G

Properties

Computed structural propertiesFilling in

XLogP
1.8
Topological polar surface area
28.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
5
Formal charge
0
Complexity
22.8

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Thiophenes

Flammable agents - 3rd degree

SpringerMaterials PropertiesCoriolis coupling
LogP · 4 items

log Kow = 1.81

1.81

1.81

1.89

OdorSLIGHT AROMATIC ODOR RESEMBLING BENZENE
Density · 3 items

1.0649 at 68 °F (NTP, 1992) - Denser than water; will sink

1.06494 @ 20 °C/4 °C

Relative density (water = 1): 1.06

Viscosity0.621 mPa.s
Color/FormCOLORLESS LIQUID
Solubility · 6 items

less than 1 mg/mL at 75 °F (NTP, 1992)

MISCIBLE IN ETHANOL, ETHER, ACETONE, AND BENZENE.

SOL IN ALL PROPORTIONS IN ORDINARY ORG SOLVENTS, CARBON TETRACHLORIDE, DIOXANE, PYRIMIDINE, TOLUENE

water solubility = 3,020 mg/l @ 25 °C

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

This chemical does not meet GHS hazard criteria for 1.5% (6 of 391) of reports.

Danger

H225 (98.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 391 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H402: Harmful to aquatic life [Hazardous to the aquatic environment, acute hazard]

Hazard information

Regulatory Information · 5 items

Chemical: Thiophene

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 07-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12099

Thiophene: HSNO Approval: HSR001226 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.

Fire PotentialA VERY DANGEROUS FIRE HAZARD WHEN EXPOSED TO HEAT OR FLAME.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 3 items

THIOPHEN IS METABOLIZED IN VIVO TO PREMERCAPTURIC ACID AND 2-THIENYL-MERCAPTURIC ACID.

RABBITS FED THIOPHEN 150 MG/KG EXCRETED 40% OF DOSE IN URINE IN FORM OF 2 MERCAPTURIC ACIDS, BELIEVED TO BE THIENYL 3-MERCAPTURIC ACID & THIENYL 2-MERCAPTURIC ACID.

MAJOR METABOLITE OF THIOPHENE (200-300 MG/KG, ORALLY) IN RATS & RABBITS WAS 3-HYDROXY-2,3-DIHYDRO-2-THIENYLMERCAPTURIC ACID & 2-THIENYLMERCAPTURIC ACID WAS MINOR METABOLITE. IN RAT 32% OF THIOPHENE EXCRETED UNCHANGED IN EXPIRED AIR & 40% EXCRETED IN URINE AS MERCAPTURIC ACIDS.

Absorption, Distribution and Excretion · 4 items

RABBITS FED THIOPHEN 150 MG/KG EXCRETED ABOUT 35% OF DOSE UNCHANGED IN EXPIRED AIR & 0.5% IN FECES.

(35)S-LABELED THIOPHENE APPLIED TO RABBIT SKIN OR INJECTED IP INTO RATS WAS IMMEDIATELY INCORPORATED INTO SKIN.

(35)S-LABELED THIOPHENE (250 MUCI) ADMIN ONCE SC TO RATS WAS RAPIDLY ABSORBED INTO BLOOD STREAM, DEPOSITED IN MAJOR ORGANS, & EXCRETED WITH URINE. URINE ANAL SHOWED 61.1% OF ISOTOPE WAS EXCRETED WITHIN 34 HR & 74.4% WITHIN 3 DAYS.

FOLLOWING RECTAL & ORAL ADMIN OF (14)C-LABELED THIOPHENE (33 MG/KG), PULMONARY EXCRETION WAS 40% & 5%, RESPECTIVELY.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 3 items

Used as a solvent, chemical intermediate, and monomer to make copolymers; [HSDB]

ORGANIC SYNTHESIS; COPOLYMERIZES WITH MALEIC ANHYDRIDE

SOLVENT; INT FOR PHARMACEUTICALS, THIOPHENE-PHENOL/FORMALDEHYDE RESINS, AND NEMATOCIDE TETRACHLOROTHIOPHENE

U.S. Production · 2 items

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) GREATER THAN 4.54X10+5 GRAMS

Methods of Manufacturing · 2 items

MADE AVAILABLE IN COMMERCIAL QUANTITIES BY PROCESS UTILIZING DEHYDROGENATION OF BUTANE WITH SULFUR AS DEHYDROGENATING AGENT, FOLLOWED BY CYCLIZATION WITH SULFUR TO FORM THIOPHENE RING. LAB PREPN BY HEATING SODIUM SUCCINATE WITH PHOSPHORUS TRISULFIDE. ALSO PREPARED BY PASSING ETHYLENE OR ACETYLENE INTO BOILING SULFUR; OR BY PASSING ACETYLENE AND HYDROGEN SULFIDE OVER HOT BAUXITE OR NICKEL HYDROXIDE.

Related reactions

799 records
New reaction record
HRID 1369 reaction equation
HRID 1369As reactantuspto-grants-1998_03
HRID 1385 reaction equation
HRID 1385As reactantuspto-grants-1998_03
HRID 1391 reaction equation
HRID 1391As reactantuspto-grants-1998_03
HRID 2318 reaction equation
HRID 2318As reactantuspto-grants-1998_03
HRID 2807 reaction equation
HRID 2807As reactantuspto-grants-1998_03
HRID 5779 reaction equation
HRID 5779As reactantuspto-grants-1993_09
HRID 5844 reaction equation
HRID 5844As reactantuspto-grants-1993_09
HRID 23334 reaction equation
HRID 23334As reactantuspto-grants-2005_02
Page 1 of 100

Compound notes

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3.01 mg/mL at 25 °C

Solubility in water: none

Flash Point · 3 items

30 °F (NTP, 1992)

30 °F (-1 °C) (CLOSED CUP)

-1 °C

Boiling Point · 4 items

183.9 °F at 760 mmHg (NTP, 1992)

84.0 °C @ 760 MM HG

84.00 °C. @ 760.00 mm Hg

84 °C

Decomposition · 2 items

WHEN HEATED TO DECOMPOSITION IT EMITS HIGHLY TOXIC FUMES OF SULFUR OXIDES.

May be heated to 850 °C without decomposition.

Melting Point · 4 items

-36.8 °F (NTP, 1992)

-39.4 °C

-38.3 °C

-38 °C

Physicochemical properties

Melting point
-38 °C · -38 °C (lit.)
Boiling point
84 °C · 84 °C (lit.)
Density
1.051 g/mL · 1.051 g/mL at 25 °C (lit.)
vapor density
2.9 · 2.9 (vs air)
vapor pressure
40 mm · 40 mm Hg ( 12.5 °C)
refractive index
20 · n20/D 1.529(lit.)
Flash point
-9 °C · -9 °C
storage temp.
30 °C · Store below +30°C.
solubility
Miscible with carbon tetrachloride, heptane, pyrimidine, dioxane, toluene, and many organic solvents (quoted, Keith and Walters, 1992)
form
powder
color
Clear
Specific Gravity
1.06 · 1.06
Odor
0.1 % · at 0.10 % in propylene glycol. alliaceous garlic
Odor Type
sulfurous
biological source
mouse
Odor Threshold
0.00056 ppm · 0.00056ppm
explosive limit
1.5 · 1.5-12.5%(V)
Water Solubility
INSOLUBLE
Thermal Conductivity
0.141 W/ · 0.141 W/(m·K) at 25 ℃
Specific Heat Capacity
1.47 J/ · Cp(liquid): 1.47 J/(g·K); Cp(gas): 0.87 J/(g·K), at 25℃
Merck
14 · 14,9353
BRN
103222 · 103222
Henry's Law Constant
2.33 and · 2.33 and 2.70 in distilled water and seawater, respectively (Przyjazny et al., 1983)
Dielectric constant
9.3 · 9.3(20℃)
Stability
Stable. Highly flammable. Incompatible with strong oxidizing agents, nitrates.
InChI
1S/C4H4S/c1-2-4-5-3-1/h1-4H
InChIKey
YTPLMLYBLZKORZ-UHFFFAOYSA-N
SMILES
c1ccsc1
LogP
1.81 · 1.81-1.86 at pH10
Surface tension
26.13 mN/m · 26.13mN/m at 298.15K
CAS DataBase Reference
110 · 110-02-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
37 IQ40B · SMB37IQ40B
NIST Chemistry Reference
Thiophene(110-02-1)
EPA Substance Registry System
Thiophene (110-02-1)
UNSPSC Code
41116107 · 41116107
NACRES
41 · NA.41
Symbol(GHS)
2 · GHS02,GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302-H315-H319-H373-H412-H225
Precautionary statements
501 · P501-P273-P260-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P314-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P403+P235
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
F,Xn,Xi,T
Risk Statements
45 · 45-46-11-20/21/22-41-52/53-36-20/22-37/38-22-48/20/21/22
Safety Statements
53 · 53-26-39-45-61-36/37/39-16-36
RIDADR
2414 · UN 2414
WGK Germany
3 · 3
RTECS
7350000 · XM7350000
Autoignition Temperature
743 °F · 743 °F
Hazard Note
Irritant/Highly Flammable
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29349990 · 29349990
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2
Hazardous Substances Data
110 · 110-02-1(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 1400 mg/kg
REACH Registrations
Active
Limited Quantities
1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Health Hazards · 2 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryContact can cause redness of the eyes and skin; Inhalation can cause sore throat, cough and dizziness; [ICSC] May be toxic to the liver; [NJ-HSFS] A skin and eye irritant; May cause liver injury; [MSDSonline]
DOT ID and Guide2414 130
Reactive GroupHydrocarbons, Aromatic
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 item

THIOPHENE reacts violently with strong oxidizing agents and concentrated nitric acid causing fire and explosion hazards [Handling Chemicals Safely 1980. p. 899]. A mixture of thiophene and N-nitrosoacetanilide exploded at 0 °C [Ber., 1887, 30, 367].

Chemical DangersDecomposes on heating and on burning. This produces toxic and irritating fumes (sulfur oxides). Reacts violently with oxidizing materials, including fuming nitric acid.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

Use foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Rest.

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

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.

General First Aid:

Safe StorageFireproof. Separated from oxidizing materials.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresFOAM, CARBON DIOXIDE, DRY CHEMICAL.
Nonfire Spill ResponseExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

Immediate precautionary measure

Eye PreventionWear safety goggles or eye protection in combination with breathing protection.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 230(SRC), determined from an experimental log Kow of 1.81(2) and a recommended regression-derived equation(3), indicates that thiophene is expected to have moderate mobility in soil(SRC). Volatilization of thiophene is expected from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.9X10-3 atm-cu m/mole(SRC), determined from an experimental vapor pressure of 79.7 mm Hg at 25 °C(4) and water solubility of 3,020 mg/l at 25 °C(5). Volatilization from dry soil surfaces is expected based upon the vapor pressure of this compound(SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 230, determined from an experimental log Kow of 1.81(2) and a recommended regression-derived equation(3), indicates that thiophene may adsorb to suspended solids and sediment in water(SRC). Thiophene is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.9X10-3 atm-cu m/mole(SRC),determined from an experimental vapor pressure of 79.7 mm Hg at 25 °C(4) and water solubility of 3,020 mg/l at 25 °C(5). Estimated half-lives for a model river and model lake are 3 and 89, hours respectively(6,SRC). According to a classification scheme(7), experimental BCF values in the range of 2-7 measured for carp(8), suggests that bioconcentration in aquatic organisms is low(SRC). Biodegradation is not expected to be an important fate process for this compound(SRC). Using a standard BOD dilution technique and an activated sludge inoculum, a theoretical BOD of 0% was observed during a 2 week incubation period(8). No biodegradation was observed when thiophene was incubated in an aquifer slurry for a period of 1 year(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), thiophene, which has an experimental vapor pressure of 79.7 mm Hg at 25 °C(2), will exist solely as a vapor in the ambient atmosphere. Vapor-phase thiophene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and nitrate radicals with experimental atmospheric half-life of about 40 hours and 2.5 nighttime hours, respectively(SRC).

Food Survey ValuesThiophene was detected in the volatiles of Idaho Russet baked potatoes(1) and meat volatiles(2).
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour.
Signs and Symptoms · 3 items

Cough. Dizziness. Sore throat.

Redness.

Redness. Pain.

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=110-02-1]

Effluent Concentrations · 1 item

Thiophene was detected, not quantified, in the gas emissions of a Norwegian waste incinerator(1). Thiophene was detected at concentrations of 20-620 ppb in the leachate of a shale oil processing facility(2). Thiophene was detected in air samples above wastewater from shale oil processing facilities in Colorado and Utah at concentrations of 1-10 ng/l(3).

Soil Adsorption/Mobility · 1 item

The Koc of thiophene is estimated as approximately 230(SRC), using a measured log Kow of 1.81(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that thiophene is expected to have moderate mobility in soil(SRC).

Natural Pollution SourcesNaturally occurring source of thiophene is petroleum(1,2).
Human Toxicity ExcerptsIn man, tiophene has caused skin irritation and may induce sensitization responses. Nausea, itching and jaundice were seen in a woman repeatedly taking thiophene in suppositories.
Artificial Pollution SourcesThiophenes's production and use as an organic synthesis reagent and solvent(1,2) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 item

Biodegradation is not expected to be an important environmental fate process for thiophene(SRC). No biodegradation was observed when thiophene was incubated in an anoxic aquifer slurry for a period of 3 months(1). Using a standard BOD dilution technique and an activated sludge inoculum, a theoretical BOD of 0% was observed during a 2 week incubation period(2). No biodegradation was observed when thiophene was incubated in an aquifer slurry for a period of 1 year(3).

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
XM7350000
ridadr
UN 2414
hs_code
29349990
Toxicity
LD50 orally in Rabbit: 1400 mg/kg
risk_code
45-46-11-20/21/22-41-52/53-36-20/22-37/38-22-48/20/21/22
Signal word
Danger
Symbol(GHS)
GHS02,GHS07,GHS08
hazard_code
F,Xn,Xi,T
hazard_note
Irritant/Highly Flammable
safety_code
53-26-39-45-61-36/37/39-16-36
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H302-H315-H319-H373-H412-H225
Limited Quantities
1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2
Autoignition Temperature
743 °F
Precautionary statements
P501-P273-P260-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P314-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P403+P235
Hazardous Substances Data
110-02-1(Hazardous Substances Data)

FROM...PETROLEUM; SYNTHETICALLY FROM HEATING SODIUM SUCCINATE WITH PHOSPHORUS TRISULFIDE.

General Manufacturing Information · 6 items

Thiophene: ACTIVE

THIOPHENE IS A SULFUR-CONTAINING FLAVOR COMPOUND FORMED BY MAILLARD REACTIONS IN HEAT-PROCESSED COFFEE AND BEEF. /FROM TABLE/

/THIOPHENE IS A/ SOLVENT SIMILAR TO BENZENE, BUT SUITABLE FOR LOWER & HIGHER TEMPERATURES...

STUDIES WERE CONDUCTED ON DEODORIZATION CATALYSTS. THIOPHENE WAS USED AS MODEL IN LOW CONCN RANGE.

MILK XANTHINE OXIDASE CATALYZED THE OXIDATION OF CROTONALDEHYDE WHEN PRESENT AS A SUSPENSION IN THIOPHENE OR IN OTHER NONPOLAR SOLVENTS.

FOUND IN COAL TAR, IN COAL GAS & TECHNICAL BENZENE.

Applications · 5 items

Uses1. It is used not only for the synthesis of cephalosporin drugs, but also for the production of dyes, synthetic resins, solvents, etc. 2. It is used for making drugs and plasticizers; thiophene is an important organic chemical raw material which has broad range of applications. It is mainly used for dyes, medicines and resins. It can be used for synthesis of new broad-spectrum cephalosporin antibiotic, and is an important pharmaceutical and chemical additive. It can also be applied for the manufacture of color films and trick photography and synthesizing a complicated reagent used for the extraction and separation of uranium and other metals. 3. It is used as the raw material and a plasticizer of medicine, dyes, and plastics. 4. It is mainly used as the intermediates of pharmaceutical industry used for preparing thiophene acetic pyridine, and pyrantel. It can also been used as a raw material for synthesizing resin and dye industry. It is also be used as an organic solvent. As a chemical reagent, it is used as a standard reagent for chromatography analysis. 5. It is used as a solvent, standard reference agent for chromatography analysis, and also for organic synthesis. 6. Thiophene can be used for the manufacture of dyes, pharmaceuticals and resin; used for the synthesis of new broad-spectrum cephalosporin antibiotics; used for the manufacture of color films and trick photography; used for the synthesis of some complex reagent; it is an important intermediate in the synthesis of Bakelite and resins. Thiophene itself is a good dewaxing solvents and paint cleaners. The derivatives of thiophene have a variety of pharmacological activities. There are a variety of thiophene-azo dyes with excellent performance. The sulfonylurea derivatives of thiophene are new herbicides of ultra-efficient as well as low toxicity. Other derivatives can also be used as insecticides, fungicides, and animal and plant growth-promoting agent. In addition, some derivatives of thiophene are also the component of organic semiconductors. In short, thiophene and its derivatives have a very important position in the pharmaceutical industry, dye industry, pesticide industry, resin industry, and chemical industry.

UsesThiophene is used as a building block of various organic molecules and pharmaceuticals providing functional properties.

UsesSolvent similar to benzene, but suitable for lower and higher temps; manufacture of resins from thiophene-phenol mixtures and formaldehyde; manufacture of dyes and pharmaceuticals.

UsesThiophene is an important building block in dyes, agrochemicals and pharmaceuticals synthesis. It is involved in the chloroalkylation reactions in 2,5-positions. It is also used to prepare butane by reduction with raney nickel, 2-vinylthiophene, dithienyl, and 2-halo thiophenes by reacting with halogens.

General DescriptionThiophene appears as a colorless liquid with an unpleasant odor. Insoluble in water and slightly denser than water. Flash point 30 °F. Vapors heavier than air. Irritates the skin, eyes, and mucous membranes. Used to make pharmaceuticals and dyes.

Upstream & downstream products

Upstream raw materials

Motor benzolSolid sodium hydroxideMethylthiopheneCOAL TARn-Butanephosphorus trisulfide

Downstream products

5-Oxo-5-(2-thienyl)valeric acidBis(2-thienyl) ketone4-(2-Thienyl)butyric acid2-(Trimethylacetyl)thiophenepyrante2-IodothiopheneNOCODAZOLE3-Thiophen-2-yl-benzaldehyde2-(N-Heptanoyl)thiophene2-Thiophenesulfonyl chloride4-Oxo-4-(2-thienyl)butyric acid2-Thiophenemethylamine(4-Amino-3-nitrophenyl)-(2-thienyl)methanone2-Benzoylthiophene2-(Trifluoroacetyl)thiophene2-Thiopheneacetic acid2-(4-Bromophenyl)thiophene5-(2-Thienyl)pentanoic acid2-(5-Bromo-2-thienyl)pyridine(4-Methoxy-3-nitrophenyl)-(thiophen-2-yl)methanone ,98%2-(4-Methoxybenzoyl)thiophene
Additional notes · 1 item

DefinitionChEBI: Thiophene is a monocyclic heteroarene that is furan in which the oxygen atom is replaced by a sulfur. It has a role as a non-polar solvent. It is a mancude organic heteromonocyclic parent, a member of thiophenes, a monocyclic heteroarene and a volatile organic compound.