티오펜

티오펜 · Thiophen · CYP3A · THIOFURAN · thiophenone · HLP · cp34 · Thiacyclopentadiene

식별자 및 물리적 특성

CAS No.	110-02-1
분자식	C4H4S
평균 분자량	84.14 g/mol
단동위원소 질량	84.00337113 g/mol
SMILES	c1ccsc1
InChIKey	YTPLMLYBLZKORZ-UHFFFAOYSA-N
PubChem CID	8030
ChEMBL	CHEMBL278958
ChEBI	CHEBI:30856
EC No.	203-729-4
DTXSID	DTXSID8026145
현지명	티오펜

화학 및 물리적 성질

XLogP	1.8
극성 표면적	28.2
수소 결합 공여자 수	0
수소 결합 수용자 수	1
회전 가능 결합 수	0
무거운 원자 수	5
형식 전하	0
복잡도	22.8
물질 분류	Other Classes -> ThiophenesFlammable agents - 3rd degree
SpringerMaterials Properties	Coriolis coupling
LogP(분배 계수)	log Kow = 1.811.89
냄새	SLIGHT AROMATIC ODOR RESEMBLING BENZENE프로필렌 글리콜 중 0.10%. 부추 마늘
밀도	1.0649 at 68 °F (NTP, 1992) - Denser than waterwill sink1.06494 @ 20 °C/4 °CRelative density (water = 1): 1.061.051 g/mL at 25 °C (lit.)
Viscosity	0.621 mPa.s
Color/Form	COLORLESS LIQUID
용해도	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, TOLUENEwater solubility = 3,020 mg/l @ 25 °C3.01 mg/mL at 25 °CSolubility in water: noneMiscible with carbon tetrachloride, heptane, pyrimidine, dioxane, toluene, and many organic solvents (quoted, Keith and Walters, 1992)
인화점	30 °F (NTP, 1992)30 °F (-1 °C) (CLOSED CUP)-9 °C
끓는 점	183.9 °F at 760 mmHg (NTP, 1992)84.0 °C @ 760 MM HG84.00 °C. @ 760.00 mm Hg84 °C84 °C (lit.)
Decomposition	WHEN HEATED TO DECOMPOSITION IT EMITS HIGHLY TOXIC FUMES OF SULFUR OXIDES.May be heated to 850 °C without decomposition.
녹는점	-36.8 °F (NTP, 1992)-39.4 °C-38.3 °C-38 °C-38 °C (lit.)
증기 밀도	2.9 (vs air)
증기압	40 mm Hg ( 12.5 °C)
굴절률	n20/D 1.529(lit.)
저장 조건	Store below +30°C.
물리적 상태	가루
색상	투명한
비중	1.06
향취 유형	유황의
생물학적 소스	mouse
후각 역치	0.00056ppm
폭발한계	1.5-12.5%(V)
용해도	불용성
비열	Cp(liquid): 1.47 J/(g·K)Cp(gas): 0.87 J/(g·K), at 25℃
Merck	14,9353
BRN	103222
헨리 상수	2.33 and 2.70 in distilled water and seawater, respectively (Przyjazny et al., 1983)
유전율	9.3(20℃)
안정성	안정적인. 가연성이 높습니다. 강한 산화제, 질산염과 호환되지 않습니다.
InChI	1S/C4H4S/c1-2-4-5-3-1/h1-4H
InChIKey	YTPLMLYBLZKORZ-UHFFFAOYSA-N
SMILES	c1ccsc1
LogP(분배 계수)	1.81-1.86 at pH10
표면장력	26.13mN/m at 298.15K
NIST	Thiophene(110-02-1)
EPA	Thiophene (110-02-1)

화학적 성질

Thiophene is a colourless to pale yellow liquid that has an odor similar to benzene. It is a heterocyclic compound with a five-membered ring containing four carbon atoms and one sulfur atom. The ring system is also known as a thienyl ring. It occurs as an impurity in commercial benzene and is used as a solvent and in organic syntheses.

안전 및 규제

GHS 분류	This chemical does not meet GHS hazard criteria for 1.5% (6 of 391) of reports.DangerH225 (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]
규제 정보	Chemical: ThiopheneCommission 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/12099Thiophene: HSNO Approval: HSR001226 Approved with controlsThe 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.)
운송 라벨(DOT)	Flammable Liquid
화재 위험	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.
화재 가능성	A VERY DANGEROUS FIRE HAZARD WHEN EXPOSED TO HEAT OR FLAME.
건강 유해성	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:· May cause toxic effects if inhaled or absorbed through skin.
유해성 요약	Contact can cause redness of the eyes and skinInhalation can cause sore throat, cough and dizziness[ICSC] May be toxic to the liver[NJ-HSFS] A skin and eye irritantMay cause liver injury[MSDSonline]
운송 번호 및 가이드(DOT)	2414 130
반응성 그룹	Hydrocarbons, Aromatic
UN 분류	UN Hazard Class: 3UN Pack Group: II
Reactivity Alerts	Highly Flammable
Reactivity Profile	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 Dangers	Decomposes on heating and on burning. This produces toxic and irritating fumes (sulfur oxides). Reacts violently with oxidizing materials, including fuming nitric acid.
소화	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.
응급 조치	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.
누출 비상 조치	· 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.
응급 처치	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:
안전 보관	Fireproof. Separated from oxidizing materials.
노출 관리 및 개인 보호	· Wear positive pressure self-contained breathing apparatus (SCBA).
소화 절차	FOAM, CARBON DIOXIDE, DRY CHEMICAL.
비화재 누출 대응	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
처리 방법	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.
누출 처리	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	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Immediate precautionary measure
Eye Prevention	Wear safety goggles or eye protection in combination with breathing protection.
환경 거동	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).
식품 조사 수치	Thiophene was detected in the volatiles of Idaho Russet baked potatoes(1) and meat volatiles(2).
유해 작용	Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
노출 경로	The substance can be absorbed into the body by inhalation of its vapour.
Signs and Symptoms	Cough. Dizziness. Sore throat.Redness.Redness. Pain.
Ongoing Test Status	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	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	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 Sources	Naturally occurring source of thiophene is petroleum(1,2).
Human Toxicity Excerpts	In 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 Sources	Thiophenes'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	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).
수질 위해 등급(WGK)	3
TSCA 등재 상태	TSCA listed
RTECS 번호	XM7350000
운송 번호(UN)	UN 2414
독성	LD50 orally in Rabbit: 1400 mg/kg
관세 코드	29349990
위험 문구(R)	45-46-11-20/21/22-41-52/53-36-20/22-37/38-22-48/20/21/22
위험 표시	F,Xn,Xi,T
안전 문구(S)	53-26-39-45-61-36/37/39-16-36
포장분류	II
위험 등급	3Acute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2
기존화학 물질	KE-33795
위험 참고 사항	Irritant/Highly Flammable
자연 발화 온도	743 °F
저장 분류	3 - Flammable liquids
유해 물질 데이터	110-02-1(Hazardous Substances Data)

용도

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

일반 설명

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.

제조 및 합성 방법

생산 방법

Thiophene is present in coal tar and is recovered in the benzene distillation fraction (up to about 0.5% of the benzene present). Its removal from benzene is accomplished by mixing with concentrated sulfuric acid, soluble thiophene sulfonic acid being formed. Thiophene gives a characteristic blue coloration with isatin in concentrated sulfuric acid. The basic nomenclature of the thiophene ring system and its derivatives is indicated by the following: the sulfur atom is number 1, positions 2 and 5 are equivalent in the parent ring, as are the 3 and 4 positions.