HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Butan-1-thiol
1-BUTANETHIOL · butane-1-thiol · BUTYL MERCAPTAN · N-BUTYL MERCAPTAN · FEMA 3478 · Butylthiol · n-Butylthiol · n-Butanethiol
Identifikatoren & physikalische Daten
| CAS No. | 109-79-5 |
|---|---|
| Summenformel | C4H10S |
| Durchschnittliche Molmasse | 90,19 g/mol |
| Monoisotopische Masse | 90,05032132 g/mol |
| SMILES | CCCCS |
| InChIKey | WQAQPCDUOCURKW-UHFFFAOYSA-N |
| PubChem CID | 8012 |
| ChEMBL | CHEMBL3188256 |
| ChEBI | CHEBI:177389 |
| EC No. | 203-705-3 |
| DTXSID | DTXSID6026824 |
| Lokaler Name | Butan-1-thiol |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 13,1 |
| Stoffklassen | Other Classes -> ThiolsFlammable agents - 3rd degree |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | log Kow = 2.28 |
| Geruch | Strong, obnoxious odorHeavy skunk odorStrong, garlic-, cabbage-, or skunk like odor. |
| Geschmack | BITTER TASTE AT LOW LEVELS |
| Lebensmittelzusatzstoffe | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.841 at 68 °F (USCG, 1999) - Less dense than waterwill float0.83679 at 25 °C/4 °CRelative density (water = 1): 0.830.842-0.8470.8416 @ 20°C0.842 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Viscosity | 0.56 cP at 20 °C |
| Color/Form | Colorless liquidMobile liquid |
| Löslichkeit | 0.06 % (NIOSH, 2024)Slightly soluble in chloroformVery soluble in alcohol, ether, liquid hydrogen sulfideIn water, 595 mg/L at 25 °C0.597 mg/mL at 20 °CSolubility in water, g/100ml: 0.06Slightly soluble in water, soluble in alcohol and oils.0.60 g/100 mL. Slightly soluble |
| Flammpunkt | 55 °F (USCG, 1999)2 °C35 °F (2 °C) (Closed cup)2 °C c.c. |
| Schmelzpunkt | −116 °C(lit.) |
| Siedepunkt | 98 °C(lit.) |
| Dampfdichte | 3.1 (vs air) |
| Dampfdruck | 83 mm Hg ( 37.7 °C) |
| Brechungsindex | n20/D 1.443(lit.) |
| FEMA | 3478 | 1-BUTANETHIOL |
| Lagerbedingungen | Store below +30°C. |
| pKa (Säurekonstante) | 11.51 at 25 °C (23.0% aqueous tert-butyl alcohol, Friedman et al., 1965) |
| Aggregatzustand | Liquid |
| Farbe | Colorless |
| Wichte | 0.842 |
| Geruch | Strong skunk-like. |
| Geruchsart | sulfurous |
| Geruchsschwelle | 0.0000028ppm |
| Biologische Quelle | synthetic |
| Explosionsgrenze | 1.4-11.3%(V) |
| Spezifische Wärmekapazität | Cp(liquid): 1.9 J/(g·K), at 25℃ |
| Merck | 14,1577 |
| JECFA Number | 511 |
| BRN | 1730908 |
| Henry-Konstante | (x 10-3 atmm3/mol): 7.04 at 20 °C (approximate - calculated from water solubility and vapor pressure) |
| Dielektrizitätskonstante | 4.9500000000000002 |
| Stabilität | Stable. Incompatible with oxidizing agents, bases, alkali metals. Highly flammable. May discolour on exposure to air. |
| Hauptanwendungen | cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care |
| InChI | 1S/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3 |
| InChIKey | WQAQPCDUOCURKW-UHFFFAOYSA-N |
| SMILES | CCCCS |
| LogP (Verteilungskoeffizient) | 2.28 |
| CAS Datenbank | 109-79-5(CAS DataBase Reference) |
| NIST chemische Informationen | 1-Butanethiol(109-79-5) |
| EPA chemische Informationen | Butyl mercaptan (109-79-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P317, P330, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1734 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| Regulatorische Informationen | Chemical: 1-Butanethiol1-Butanethiol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanethiol 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: 06-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/200751-Butanethiol: Does not have an individual approval but may be used under an appropriate group standardThe 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-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: Irritating sulfur dioxide may form.· 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. |
| Brandpotenzial | Dangerous by exposure to heat, flame, sparks or powerful oxidizers.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire.Vapor/air mixtures are explosive. |
| Gesundheitsgefahren | Inhalation causes loss of sense of smellmuscular weakness. convulsions, and respiratory paralysis may follow prolonged exposure. Contact of liquid with eyes or skin causes slight irritation. Ingestion causes nausea. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| Gefahrenübersicht | In four hour inhalation studies, rats and mice show central nervous system depression. Oral and intraperitoneal doses at near lethal levels injure the liver and kidneys. Workers exposed in an accident to 50-500 ppm for one hour experienced weakness, sweating, headache, and vomiting. One of these workers lost consciousness for 20 minutes. [ACGIH] See THIOLS. |
| DOT-Nummer und Handbuch | 2347 130 |
| Reaktive Gruppe | Sulfides, Organic |
| UN-Einstufung | UN Hazard Class: 3UN Pack Group: II |
| Special Reports | Toxicology card. 190. Methanethiol (CH3-SH), ethanethiol (C2H5-SH), and 1-butanethiol (C4-H9-SH)Cah Notes Doc 113: 597-600 (1983). Review of safety, health hazard & safety in processing & handling of butanethiol, ethanethiol & methanethiol. |
| FIFRA-Anforderungen | New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 125001Type of Pesticide: insecticide - animal repellantUse Site: non-food useYear: 1995. |
| Reactivity Alerts | Highly Flammable |
| Brandbekämpfung | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Use alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Refer for medical attention . |
| Freisetungsmaßnahmen | · 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. |
| Erste Hilfe | Excerpt from NIOSH Pocket Guide for n-Butyl mercaptan:General First Aid:(General first aid procedures) |
| Sichere Lagerung | Fireproof. Separated from strong oxidants and acids. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA).0.5 [ppm] |
| Brandbekämpfungsverfahren | Alcohol foam. Water may be ineffective.If material /is/ on fire or involved in /a/ fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. |
| Lagerbedingungen | Fireproof. Separated from strong oxidants, acids.... Acids should not be stored in close proximity to /butyl mercaptan/. |
| Reinigungsverfahren | If n-butyl mercaptan is spilled or leaked, the following steps should be taken: 1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities of liquids contaning n-butyl mercaptan, absorb on paper towels and place in an appropriate container. Place towels in a safe place such as a fume hood for evaporation. Allow sufficient time for evaporation of the vapors so that the the hood ductwork is free from n-butyl mercaptan vapors. Burn the paper in a suitable location away from combustible materials. 4. Large quantities of liquids containing n-butyl mercaptan may be absorbed in vermiculite, dry sand, earth, or a similar material and placed in an appropriate container. n-Butyl mercaptan should not be allowed to enter a confined space such as a sewer because of the possibility of an explosion. 5. Liquids containing n-butyl mercaptan may be collected by vacuuming with an appropriate system. If a vacuum system is used, there should be no sources of ignition in the vicinity of the spill, and flashback prevention devices should be provided.Evacuate danger area! Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent and remove to safe place. Do NOT wash away into sewer. Do NOT let this chemical enter the environment. Chemical protection suit including self-contained breathing apparatus. |
| Freisetung ohne Brand | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: |
| Entsorgungsverfahren | 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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.Ethyl mercaptan is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration (2,000 °F) followed by scrubbing with a caustic solution. /Ethyl mercaptan/Incineration ...: Incinerate scrap material under controlled conditions using afterburner and a scrubber to neutralize sulfur dioxide ... . /Ethyl mercaptan/A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. /Mmethyl mercaptan/ |
| Verschüttetes entsorgen | Evacuate danger area! Personal protection: chemical protection suit including self-contained breathing apparatus. Remove all ignition sources. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. |
| Wechselwirkungen | ... We tested whether propanol, butanol, propanethiol, and butanethiol enhance the effect of glycine on alpha1 glycine receptors expressed in Xenopus laevis oocytes in a manner that reflects the in vivo differences found for potencies /was tested/. As anticipated, we found an immediate parallel between in vivo (rat minimum alveolar concentration of anesthetic required to eliminate movement in response to a noxious stimulus in 50% of subjects) and in vitro (recombinant receptor) effects. All four compounds enhanced the effect of glycine on wild type receptors, and the extent of enhancement for a given minimum alveolar concentration-multiple was approximately the same for all compounds. We also found that propanethiol, butanethiol, propanol, and butanol did not affect, or minimally affected, the action of glycine in anesthetic resistant mutants in which the amino acid serine at position 267 was replaced by glutamine [alpha1(S267Q)]. The in vivo potencies of propanethiol, butanethiol, propanol, and butanol correlate with their capacities to enhance the effect of glycine on alpha1 glycine receptors expressed in Xenopus laevis oocytes. |
| Zielorgane | Eyes, skin, respiratory system, central nervous system, liver, kidneys |
| Ökotoxizitätswerte | EC50 Scenedesmus subspicatus (Green algaegrowth inhibition) 1068.3-5478.24 mg/L/96 hrstaticLC50 Ictalurus punctatus (Channel catfish) 1100-3600 mg/L/96 hrstatic /formulated product/LC50 Lepomis macrochirus 7.4 mg/L/24 hr /Conditions of bioassay not specified in source examined/LC50 Lepomis macrochirus 5.5 mg/L/48 hr /Conditions of bioassay not specified in source examined/ |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 410(SRC), determined from a log Kow of 2.28(2) and a regression-derived equation(3), indicates that 1-butyl mercaptan is expected to have moderate mobility in soil(SRC). Volatilization of 1-butyl mercaptan from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 4.54X10-3 atm-cu m/mole(4). 1-Butyl mercaptan is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 45.5 mm Hg(5). Biodegradation data were not available(SRC, 2005).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 410(SRC), determined from a log Kow of 2.28(2) and a regression-derived equation(3), indicates that 1-butyl mercaptan is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 4.54X10-3 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 11(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2005), however an anaerobic lysimeter study of a contaminated dump aquifer in Germany showed a decrease in 1-butyl mercaptan concentration within 5 m of source input(7).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-butyl mercaptan, which has a vapor pressure of 45.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-butyl mercaptan 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 9 hours(SRC), calculated from its rate constant of 5.1X10-11 cu cm/molecule-sec at 25 °C(3). 1-Butyl mercaptan does not absorb light at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Unerwünschte Wirkungen | 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. |
| Expositionspfade | The substance can be absorbed into the body by inhalation.inhalation, ingestion, skin and/or eye contact |
| Ökotoxizitätsauszüge | /AQUATIC SPECIES/ In 21-day studies, concentrations greater than 80 mg/L caused significant and persistent increases in methemoglobin in the catfish starting on day 2. The concentration in water that can cause tainting of fish and other aquatic organisms is 60 mg/L./AQUATIC SPECIES/ Indicators of free-radical or oxidant mediated responses were quantified in channel catfish, Ictalurus punctatus exposed to the organophosphorus herbicide DEF and its metabolite, n-butyl mercaptan. The activities of the antioxidant enzymes superoxide dismutase, glutathione peroxidase and catalase did not vary significantly with toxicant or dose. The concentration of reduced glutathione and malondialdehyde did not vary significantly with toxicant or dose. The percentage of methemoglobin increased in the n-butyl mercaptan exposed fish with dose, up to 16.5% of total hemoglobin. The DEF exposed catfish had no significant increases in methemoglobin compared to controls. |
| Signs and Symptoms | Weakness. Confusion. Cough. Dizziness. Drowsiness. Headache. Nausea. Vomiting. Shortness of breath.Redness. Pain.See Inhalation.irritation eyes, skinmuscle weak, malaise (vague feeling of discomfort), sweating, nausea, vomiting, headache, confusionIn Animals: narcosis, incoordination, lassitude (weakness, exhaustion)cyanosis, pulmonary irritationliver, kidney damage |
| Effluent Concentrations | 1-Butyl mercaptan was not detected in landfill gas or sewage gas samples from an unspecified source(1). |
| ICSC Environmental Data | The substance is toxic to aquatic organisms. |
| Medical Surveillance | Prior to placing a worker in a job with a potential for exposure to n-butyl mercaptan, the physician should evaluate and document the worker's baseline health status with thorough medical, environmental, and occupational histories, a physical examination, and physiologic and laboratory tests appropriate for the anticipated occupational risk. These should concentrate on the function and integrity of the nervous and respiratory systems. Medical surveillance for respiratory disease should be conducted by using the principles and methods recommended by NIOSH and the American Thoracic Society (ATS). A preplacement medical evaluation is recommended in order to detect and assess preexisting or concurrent conditions which may be aggravated or result in increased risk when a worker is exposed to n-butyl mercaptan at or below the NIOSH REL. The examining physician should consider the probable frequency, intensity, and duration of exposure, as well as the nature and degree of the condition, in placing such a worker. Such conditions, which should not be regarded as absolute contraindications to job placement, include chronic diseases of the respiratory system. |
| Soil Adsorption/Mobility | The Koc of 1-butyl mercaptan is estimated as 410(SRC), using a log Kow of 2.28(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-butyl mercaptan is expected to have moderate mobility in soil. |
| F | 10-13-23 |
| Arbeitsplatzgrenzwert (OEL) | Ceiling: 0.5 ppm (1.8 mg/m3) [15-minute] |
| Wassergefährdungsklasse (WGK) | 3 |
| Sofort lebensgefährliche Konzentration | 500 ppm |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2347 |
| Zollcode | 2930 90 98 |
| RTECS-Nr. | EK6300000 |
| R-Sätze (R) | 11-20/22-36/37/38-21/22-43 |
| Toxizität | LD50 orally in Rabbit: 1500 mg/kg |
| Gefahrensymbole | F,Xn |
| Sicherheitshinweise (S) | 16-23-26-36-9-36/37-33-37-37/39 |
| Gefahrenklasse | 3Acute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 109-79-5(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
Das 1-Butanthiol bildet eine farblose, wasserunlösliche Flüssigkeit mit extrem penetrantem Geruch. Die Substanz besitzt nur wissenschaftliches Interesse.
Beschreibung
Butane thiol, also known as butyl mercaptan, is a volatile, clear to yellowish liquid with a fetid (extremely foul-smelling) odor, commonly described as "skunk" odor. In fact, butanethiol is structurally similar to several major constituents of a skunk's defensive spray but is not actually present in the spray. The scent of butanethiol is so strong that the human nose can easily detect it in the air at concentrations as low as 10 parts per billion. The threshold level for 1-butane thiol is reported as 1.4 ppb.
Occurrence
Reported found in beef, cheddar cheese, raw chicken, cooked potatoes, beer and boiled eggs.
Verwenden
Butanethiol is used as an industrial solvent , and as an intermediate for cotton defoliants. It is some times placed in the "stink bombs" and "stink perfumes" for prankster.