2-Methylpropan-2-thiol

Bezeichnung:2-Methylpropan-2-thiol

CAS-Nr75-66-1

Englisch Name:2-Methyl-2-propanethiol

CBNumberCB9432330

SummenformelC4H10S

Molgewicht90.19

MOL-Datei75-66-1.mol

Synonyma

2-Methylpropan-2-thiol

tert-Butylmercaptan

2-Methylpropan-2-thiol physikalisch-chemischer Eigenschaften

Schmelzpunkt	-1.1 °C
Siedepunkt	62-65 °C(lit.)
Dichte	0.8 g/mL at 25 °C(lit.)
Dampfdichte	3.1 (vs air)
Dampfdruck	303.5 mm Hg ( 37.7 °C)
Brechungsindex	n20/D 1.423(lit.)
Flammpunkt	−12 °F
storage temp.	Flammables area
Löslichkeit	1.47g/l slightly soluble
Aggregatzustand	Liquid
pka	pK1:11.22 (25°C,μ=0.1)
Farbe	Clear colorless
Geruch (Odor)	sulfury
Odor Threshold	0.000029ppm
Wasserlöslichkeit	Slightly soluble in water
Merck	14,1579
BRN	505947
Dielectric constant	5.4800000000000004
Stabilität	Stable. Flammable - note low flashpoint. Incompatible with strong oxidizing agents.
LogP	2.206 (est)
CAS Datenbank	75-66-1(CAS DataBase Reference)
NIST chemische Informationen	2-Propanethiol, 2-methyl-(75-66-1)
EPA chemische Informationen	2-Propanethiol, 2-methyl- (75-66-1)

Sicherheit

Kennzeichnung gefährlicher	F,Xi,Xn,N
R-Sätze:	11-41-65-43-36-51/53
S-Sätze:	3-16-26-39-38-36/37-61
RIDADR	UN 2347 3/PG 2
WGK Germany	3
RTECS-Nr.	TZ7660000
F	13
HazardClass	3.1
PackingGroup	II
HS Code	29309090
Giftige Stoffe Daten	75-66-1(Hazardous Substances Data)

Gefahreninformationscode (GHS)

2-Methyl-2-propanethiol Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
FARBLOSE FLüSSIGKEIT MIT CHARAKTERISTISCHEM GERUCH.
PHYSIKALISCHE GEFAHREN
Die Dämpfe sind schwerer als Luft und können sich am Boden ausbreiten. Fernzündung möglich.
CHEMISCHE GEFAHREN
Zersetzung beim Verbrennen unter Bildung giftiger Gase mit Schwefeloxiden. Reagiert mit starken Säuren, starken Basen, Metallen, starken Oxidations- und Reduktionsmitteln unter Bildung von Schwefeloxiden.
ARBEITSPLATZGRENZWERTE
TLV nicht festgelegt.
MAK nicht festgelegt.
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation.
INHALATIONSGEFAHREN
Beim Verdampfen bei 20 °C kann schnell eine gesundheitsschädliche Kontamination der Luft eintreten.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen und die Atmungsorgane. Exposition in hohen Konzentrationen kann zu Bewusstseinstrübung führen.
LECKAGE
Gefahrenbereich verlassen! Zündquellen entfernen. Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. NICHT in die Kanalisation spülen! Reste sorgfältig sammeln. An sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzfilter für organische Gase und Dämpfe.
R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R41:Gefahr ernster Augenschäden.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
R43:Sensibilisierung durch Hautkontakt möglich.
R36:Reizt die Augen.
S-Sätze Betriebsanweisung:
S3:Kühl aufbewahren.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
S38:Bei unzureichender Belüftung Atemschutzgerät anlegen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Beschreibung
tert-Butylthiol, also known as 2-methyl propane-2-thiol, 2- methyl-2-propane thiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organo sulfur compound with the formula (CH₃)₃CSH. This thiol may have been used as a flavoring agent, as an odorant for natural gas (which is odorless), and also in a wide range of organic reactions.
Chemische Eigenschaften
liquid with an exceedingly unpleasant smell
Verwenden
2-Methyl-2-propanethiol was used in reaction of 2-methyl-2-propanethiol on Mo(110) using temperature programmed reaction, high resolution electron enegy loss and X-ray photoelectron spectroscopies. It was used in the synthesis of chain-transfer agents for reversible addition-fragmentation chain-transfer copolymerization of vinylidene chloride and methyl acrylate.
Verwenden
Tert-Butylthiol is the main ingredient in many gas odorant blends. It is always utilized as a blend of other compounds, typically dimethyl sulfide, methyl ethyl sulfide, tetrahydrothiophene or other mercaptans (isopropyl mercaptan, sec-butyl mercaptan and/or n-butyl mercaptan, due to its rather high melting point of 273 K. These blends are used only with natural gas and not propane, as the boiling points of these blends and propane are quite different. As propane is delivered as a liquid and vaporizes to gas when being delivered to the appliance, the vapor liquid equilibrium would substantially reduce the amount of odorant blend in the vapor.
Tert - Butyl thiol has been listed on the European Food Safety Authority (FL-no: 12.174) as a flavor additive. There is no indication of what flavor or flavors it may have been used in. It has been removed from this list.
synthetische
tert-Butyl thiol likely does not occur naturally, but at least one publication has listed it as a very minor component of cooked potatoes. The compound was first prepared in 1890 by Leonard Dobbin by the reaction of zinc sulfide and t-butyl chloride.
The compound was later prepared in 1932 by the reaction of the Grignard reagent, t-BuMgCl, with sulfur to give the corresponding thiolate, followed by hydrolysis. This preparation is shown below:
t-BuMgCl + S → t-BuSMgCl
t-BuSMgCl + H₂O → t-BuSH + Mg(OH)Cl
It is currently prepared industrially by the reaction of isobutylene with hydrogen sulfide over a clay (silica alumina) catalyst.
Reaktionen
tert-Butylthiol can react with metal alkoxides and acyl chlorides to form thiol esters, as shown in the equation :
In the reaction above, thallium (I) ethoxide converts to thallium (I) t-butyl thiolate. In the presence of diethyl ether, thallium (I) tbutylthiolate reacts with acyl chlorides to give the corresponding tertbutyl thioesters. Like other thio esters, it reverts back to tert-butylthiol by hydrolysis.
Lithium 2-methyl propane-2-thiolate can be prepared by treatment of tert-butyl thiol with lithium hydride in an aprotic solvent such as hexa methyl phosphorous triamide (HMPT). The resulting thiolate salt is a useful demethylating reagent. For example, treatment with 7- methyl guanosine gives guanosine. Other N-methylated nucleosides in tRNA are not demethylated by this reagent .
Allgemeine Beschreibung
2-Methyl-2-propanethiol undergoes ring opening nucleophilic reaction with 3-isothiazolones and reaction kinetics studies suggested reaction was second order in thiol and third order overall.
Hazard
Flammable, dangerous fire risk. Very toxic.
Sicherheitsprofil
Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An eye irritant. A very dangerous fire hazard when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, dry chemical, mist, fog. When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of SOx.
Sicherheit(Safety)
Even in well ventilated areas, extreme caution must be made when handling tert-butylthiol as it is a highly odorous chemical with an odor threshold of < 0.33 ppb. Extreme caution is not due to toxicity, but due to the significant odor and concerns that this odor would cause to the many individuals that might be exposed. The PEL for thiols of most types is 500 ppb, primarily due to reaction of nausea at levels of 2–3 ppm. The LC₅₀ of tert-butylthiol is much, much higher.
läuterung methode
Dry the thiol for several days over CaO, then distil it from CaO. Purify it as for 2-methylpropane-1-thiol above. [Beilstein 1 H 383, 1 II 416, 1 III 1589, 1 IV 1634.]
Metal complexes
The anion derived from tert – butyl thiol forms complexes with various metals. One example is tetra kis (tert-butyl thiolato ) molybdenum (IV), Mo(t-BuS)₄. This complex was prepared by treating MoCl₄ with t-BuSLi :
Mo Cl₄ + 4t-Bu S Li → Mo (t-BuS)₄ + 4LiCl
Mo(t-BuS)₄ is a dark red diamagnetic complex that is sensitive to air and moisture. The molybdenum center has a distorted tetra hedral coordination to four sulfur atoms, with overall D2 symmetry.

2-Methyl-2-propanethiol Upstream-Materialien And Downstream Produkte

2-Methylpropan-2-thiol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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