基本情報
- 標準SMILES
C1CCSC1- InChIKey
RAOIDOHSFRTOEL-UHFFFAOYSA-N- 分子式
- C4H8S
- 平均分子量
- 88.17 g/mol
- 単同位体質量
- 88.03467126
概要
Tetrahydrothiophene appears as a water-white liquid. About the same density as water and insoluble in water. Vapors heavier than air. Used as a solvent and to make other chemicals.
名称と識別子
- 優先名称
- Tetrahydrothiophene
- IUPAC
- thiolane
- 現地名
- テトラヒドロチオフェン
- 英語名
- Tetrahydrothiophene
- 分子式
- C4H8S
- 分子量
- 88.17
名称と別名
名称をさらに表示
データベース識別子
- CAS
110-01-0- PubChem CID
- 1127
- DTXSID
DTXSID3047760- ChEMBL
CHEMBL1379- ChEBI
CHEBI:48458- UNII
- 744EHT13FM
- EC Number
- 203-728-9
- Nikkaji
- J2.444I
物性
構造計算による物性
- XLogP
- 1.4
- 極性表面積
- 25.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 22.8
実験および物理化学的性質
Chemical Classes
Other Classes -> Thiophenes
Flammable agents - 3rd degree
LogP
1.8 (estimated by method of Leo et al, 1971).
1.8
Density
0.9987 @ 20 °C/4 °C
Relative density (water = 1): 1.0
Solubility
INSOLUBLE IN WATER; SOL IN ALL PROPORTIONS IN ALCOHOL, ETHER, ACETONE, BENZENE, IN ORGANIC SOLVENTS
Solubility in water: none
Flash Point
55 °F (12 °C)
12 °C
Boiling Point
121.12 °C @ 760 MM HG
119-121 °C
Melting Point
-96.16 °C
-96.2 °C
物理化学的性質
- 融点
- -96 °C · -96 °C (lit.)
- 沸点
- 119 °C · 119 °C (lit.)
- 比重(密度)
- 1 g/mL · 1 g/mL at 25 °C (lit.)
- 蒸気圧
- 18 mm · 18 mm Hg ( 25 °C)
- 屈折率
- 20 · n20/D 1.504(lit.)
- 闪点
- 55 °F · 55 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 混和しない
- 外見
- 液体
- 比重
- 1.002 · 1.002 (20/4℃)
- 色
- Colorless to Almost colorless
- 臭い (Odor)
- 腐った卵の匂い
- PH
- 7 · 7 (H2O, 20℃)
- 爆発限界(explosive limit)
- 1.1 · 1.1-12.1%(V)
- 臭気閾値(Odor Threshold)
- 0.00062 ppm · 0.00062ppm
- においのタイプ
- 硫黄の
- 水溶解度
- 混和しない
- 比熱容量
- 1.05 J/ · Cp(gas): 1.05 J/(g·K), at 25℃
- Merck
- 14 · 14,9218
- BRN
- 102392 · 102392
- Henry's Law Constant
- 2.2 · 2.2×10-3 mol/(m3Pa) at 25℃, Yaws et al. (2003)
- Dielectric constant
- 8.61 · 8.6099999999999994
- 安定性
- 非常に可燃性です。蒸気と空気の混合物の特定の割合で爆発性; 低い引火点と爆発限界範囲に注意してください。空気より重い爆発性の混合物は、発火源までかなりの距離を移動する可能性があります。
- InChI
- 1S/C4H8S/c1-2-4-5-3-1/h1-4H2
- InChIKey
- RAOIDOHSFRTOEL-UHFFFAOYSA-N
- SMILES
- C1CCSC1
- LogP
- 1.8 at · 1.8 at 20℃
- CAS データベース
- 110 · 110-01-0(CAS DataBase Reference)
- NISTの化学物質情報
- Thiophene, tetrahydro-(110-01-0)
- EPAの化学物質情報
- Tetrahydrothiophene (110-01-0)
化学的性質
化学的特性Tetrahydrothiophene is cyclic thioalkane, namely, saturated analog of thiophene. It is a colorless transparent volatile liquid, insoluble in water, miscible in ethanol, ether, benzene, acetone. It has a strong unpleasant odor, is stable and not easily emitted, and can be smelled in the air at 0.01PPm. It is not corrosive to gas equipment, transportation pipeline gaskets and other materials, and does not produce habitual blunting of the human sense of smell, so it is used as an odorant in LPG and natural gas, outlawing the original use of ethyl mercaptan and other odor-assigning agents.
安全と法規制
GHS分類
GHS Classification
Danger
H225: 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, P317, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 11.5% (36 of 314) of reports.
Danger
H225 (88.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]
危険有害性情報
Regulatory Information
Chemical: Thiophene, tetrahydro-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Thiophene, tetrahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Thiophene, tetrahydro- 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: 29-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/2145
Thiophene, tetrahydro-: HSNO Approval: HSR001225 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.)
Fire Hazards
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Highly flammable. Heating will cause rise in pressure with risk of bursting. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.
Health Hazards
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
· May cause toxic effects if inhaled or absorbed through skin.
安全と保護具
Fire Fighting
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Use water spray, alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest.
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
· 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
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
General First Aid:
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
50.0 [ppm]
Spillage Disposal
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
毒性情報
Environmental Fate
Atmospheric: Expected to rapidly oxidize by hydroxyl radicals in the atmosphere.
Terrestrial: Little tendency to sorb to soil.
Human Toxicity Excerpts
Workers at a factory producing tetrahydrothiophene complained of headache, palpitations, giddiness, nausea or a general feeling of being unwell, after a short (unspecified) exposure.
...APPEARS TO BE SLIGHTLY LESS TOXIC THAN THIOPHENE. HOWEVER, LITTLE INFORMATION IS AVAILABLE.
Non-Human Toxicity Excerpts
In studies conducted according to FHSA using the patch test technique on albino rabbit skin, the substance did not produce visible destruction or irreversible alterations in the tissue at the site of contact; not a skin irritant.
In studies conducted according to FHSA using the standard eye irritation test in albino rabbits, the noncorrosive substance did not induce local inflammatory reaction; not an eye irritant.
American Cyanamid (1982) tested tetrahydrothiophene in Salmonella Ames assay. The compound did not show mutagenicity to strains TA98, TA100, TA1535, and TA1537 at a concentration of 1000 ul/plate. Information on metabolic activation was not given. The compound was also non-mutagenic to strain WP-2 uvrA- of E. coli.
EPA Provisional Peer-Reviewed Toxicity Values
Tetrahydrothiophene
PDF Document
Inadequate information to assess carcinogenic potential
2007
法規制情報
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- XN0370000
- ridadr
- UN 2412
- 毒性
- LD50 by inhalation in mice: 26.7 mg/l (Carlucci)
- hs_code
- 29349990
- risk_code
- 11-20/21/22-36/38-52/53
- 化審法
- (5)-75
- 消防法
- 危-4-1-II
- hazard_code
- F,Xn
- safety_code
- 16-23-36/37-61
- hazard_class
- 3
- packing_group
- II
- 自然発火温度
- 202 °C
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 110-01-0(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
Used as a solvent, chemical intermediate, and odorant for fuel gas and other gases and liquids; [HSDB]
SOLVENT; INTERMEDIATE; FUEL GAS ODORANT
A HERBICIDAL COMPOSITION BASED ON BIPYRIDYLIUM COMPD CONTAIN TETRAHYDROTHIOPHENE AS THE OLFACTORY ALERTING AGENT IN ORDER TO AVERT INADVERTENT POISONING
THIOLANE IS USED AS A GROWTH REGULATOR
Used in odorization operations of natural gas.
For more Uses (Complete) data for TETRAHYDROTHIOPHENE (8 total), please visit the HSDB record page.
U.S. Production
2023: 75,000 - <500,000 lb
200,000 to 2,000,000 lb
Methods of Manufacturing
Vapor-phase reaction of tetrahydrofuran and hydrogen sulfide over a heteropolyacid-promoted metal oxide catalyst followed by separation and distillation of tetrahydrothiophene.
Thiophene is reduced to tetrahydrothiophene by sodium in alcohol or ammonia, or with palladium, cobalt, molybdenum or rhenium catalysts under carefully controlled conditions.
General Manufacturing Information
Utilities
Thiophene, tetrahydro-: ACTIVE
A DISCUSSION IS GIVEN ON WASTEWATER FORMED IN NATURAL GAS UNDERGROUND STORAGE RESERVOIRS; ON AIR POLLUTION & WASTEWATERS; ON METHODS FOR TREATMENTS OF WASTEWATERS AND THE PREVENTION & CONTROL OF AIR POLLUTION IN THE ODORIZATION OF NATURAL GAS WITH TETRAHYDROTHIOPHENE.
応用分野
用途忌避剤、天然ガスの着臭剤
使用Tetrahydrothiophene is used as pharmaceutical and agrochemical intermediates.
一般的な説明A water-white liquid. About the same density as water and insoluble in water. Flash point near 20°F. Vapors heavier than air. Used as a solvent and to make other chemicals.
調製方法
製造方法Tetrahydrothiophene is prepared by the reaction of hydrogen sulfide and furan in the vapor phase at 400°C. This vapor-phase reaction is catalyzed by alumina(Al2O3) and other heterogenous acid catalysts.
純化方法The crude material is purified by crystallisation of the mercuric chloride complex to a constant melting point. It is then regenerated, washed, dried, and fractionally distilled. [Whitehead et al. J Am Chem Soc 73 3632 1951.] It has been dried over Na2SO4 and distilled in a vacuum [Roberts & Friend J Am Chem Soc 108 7204 1986]. [Beilstein 17 I 5, 17 II 15, 17 III/IV 34, 17/1 V 36.]
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