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テトラヒドロチオフェン
テトラヒドロチオフェン · ヤガミンF · 硫化テトラメチレン · チオラン · チラン · チアシクロペンタン · チオファン · テトラメチレンスルフィド
識別子と物理属性
| CAS No. | 110-01-0 |
|---|---|
| 分子式 | C4H8S |
| 平均分子量 | 88.17 g/mol |
| 単同位体質量 | 88.03467126 g/mol |
| SMILES | C1CCSC1 |
| InChIKey | RAOIDOHSFRTOEL-UHFFFAOYSA-N |
| PubChem CID | 1127 |
| ChEMBL | CHEMBL1379 |
| ChEBI | CHEBI:48458 |
| EC No. | 203-728-9 |
| DTXSID | DTXSID3047760 |
| 現地名 | テトラヒドロチオフェン |
化学・物理的性質
| XLogP | 1.4 |
|---|---|
| 極性表面積 | 25.3 |
| 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 |
| 物質分類 | Other Classes -> ThiophenesFlammable agents - 3rd degree |
| SpringerMaterials Properties | Coriolis coupling |
| LogP（分配係数） | 1.8 (estimated by method of Leo et al, 1971). |
| 臭い | Stench.腐った卵の匂い |
| 密度 | 0.9987 @ 20 °C/4 °CRelative density (water = 1): 1.01 g/mL at 25 °C (lit.) |
| Color/Form | WATER-WHITE LIQUID |
| 溶解度 | INSOLUBLE IN WATERSOL IN ALL PROPORTIONS IN ALCOHOL, ETHER, ACETONE, BENZENE, IN ORGANIC SOLVENTSSolubility in water: none混和しない |
| 引火点 | 55 °F (12 °C) |
| 沸点 | 121.12 °C @ 760 MM HG119-121 °C119 °C (lit.) |
| 融点 | -96.16 °C-96.2 °C-96 °C (lit.) |
| 蒸気密度 | Relative vapor density (air = 1): 3.05 |
| 臭気閾値 | 1 part per billion |
| 蒸気圧 | 18 mm Hg ( 25 °C) |
| 屈折率 | n20/D 1.504(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 液体 |
| 比重 | 1.002 (20/4℃) |
| 色 | Colorless to Almost colorless |
| pH | 7 (H2O, 20℃) |
| 爆発限界 | 1.1-12.1%(V) |
| 臭気閾値 | 0.00062ppm |
| においのタイプ | 硫黄の |
| 比熱容量 | Cp(gas): 1.05 J/(g·K), at 25℃ |
| Merck | 14,9218 |
| BRN | 102392 |
| ヘンリー定数 | 2.2×10-3 mol/(m3Pa) at 25℃, Yaws et al. (2003) |
| 誘電率 | 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（分配係数） | 1.8 at 20℃ |
| CAS データベース | 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.
安全性と法規制
| GHS 分類 | DangerH225: 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.H225 (88.5%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | 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/2145Thiophene, tetrahydro-: HSNO Approval: HSR001225 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.) |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | 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. |
| 火災の可能性 | Flammable liquid |
| 健康有害性 | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:· May cause toxic effects if inhaled or absorbed through skin. |
| 有害性の概要 | Not an eye irritantWorkers complained of nausea and headaches[HSDB] |
| 輸送番号・ガイド（DOT） | 2412 130 |
| 反応性グループ | Sulfides, Organic |
| EC 分類 | Symbol: F, XnR: 11-20/21/22-36/38-52/53S: (2)-16-23-36/37-61 |
| UN 分類 | UN Hazard Class: 3UN Pack Group: II |
| TSCA 要件 | TSCA 1982 list of chemicals selected for review by ITC |
| Reactivity Alerts | Highly Flammable |
| 消火 | 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. |
| 応急処置措置 | 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. |
| 漏出応急措置 | · 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. |
| 応急処置 | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:General First Aid: |
| 安全保管 | Fireproof. Separated from strong oxidants. Cool. Store in an area without drain or sewer access. |
| 暴露管理・個人防護 | · Wear positive pressure self-contained breathing apparatus (SCBA).50.0 [ppm] |
| 非火災時の漏出対応 | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| 処分方法 | Burn in a chemical incinerator equipped with an afterburner and scrubber but exert care in igniting as this material is highly flammable. |
| 漏出処分 | 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 spectacles. |
| Fire Prevention | NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. |
| 環境中動態 | Atmospheric: Expected to rapidly oxidize by hydroxyl radicals in the atmosphere.Terrestrial: Little tendency to sorb to soil. |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its vapour and by ingestion. |
| Signs and Symptoms | Headache. Nausea. Dizziness. Palpitations. |
| 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. |
| Artificial Pollution Sources | Possible release from natural gas leaks due to its use as an odorant. |
| Environmental Biodegradation | Microbial metabolism probably involves oxidation of the sulfur and the aliphatic carbons. |
| Environmental Bioconcentration | Because of its low boiling point and low octanol water partition coeficient it should not bioconcentrate. |
| 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 contactnot 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 reactionnot 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. |
| Toxicity Data | LC50 (mice) = 27,000 mg/m3/2H |
| Non-Human Toxicity Values | LD50 Rat oral 2,450 mg/kg |
| EPA Provisional Peer-Reviewed Toxicity Values | TetrahydrothiophenePDF DocumentInadequate information to assess carcinogenic potential2007 |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | XN0370000 |
| 輸送番号（UN） | UN 2412 |
| 毒性 | LD50 by inhalation in mice: 26.7 mg/l (Carlucci) |
| 税関コード | 29349990 |
| 危険文句（R） | 11-20/21/22-36/38-52/53 |
| 化審法 | (5)-75 |
| 消防法 | 危-4-1-II |
| 危険表示 | F,Xn |
| 安全措置（S） | 16-23-36/37-61 |
| 危険等級 | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2 |
| 包装等級 | II |
| 自然発火温度 | 202 °C |
| 貯蔵分類 | 3 - Flammable liquids |
| 有害物質データ | 110-01-0(Hazardous Substances Data) |
用途
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.
製法・合成法
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.]