109-79-5

Basic information

• Product Name: 1-Butanethiol
• Synonyms: 1-Butylmercaptan;1-Mercaptobutane;Butyl mercaptan;Butylthiol;Thiobutyl alcohol;n-Butane-1-thiol;n-Butanethiol;n-Butyl mercaptan;n-Butylthioalcohol;n-Butylthiol;1-Butanethiol
• CAS NO: 109-79-5
• Molecular Formula: C₄H₁₀S
• Molecular Weight: 90.18
• EINECS: 203-705-3
• Mol File: 109-79-5.mol
• Article Data: 54

Chemical Properties

• Melting Point: -116℃
• Boiling Point: 98.2 °C at 760 mmHg
• Flash Point: 12.8 °C
• Appearance: colourless liquid
• Density: 0.84 g/cm³
• Vapor Pressure: 46.3mmHg at 25°C
• Water Solubility: 0.60 g/100 mL. Slightly soluble
• CAS DataBase Reference: 1-Butanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanethiol(109-79-5)
• EPA Substance Registry System: 1-Butanethiol(109-79-5)

Safety Data

• Hazard Codes: F:Flammable;;
• Statements: R11:; R21/22:
• Safety Statements: S16:; S33:; S36/37:; S9:
• Hazardous Substances Data: 109-79-5(Hazardous Substances Data)

Usage

Description

1-Butanethiol, also known as butyl mercaptan, is a colorless liquid with a strong, unpleasant odor. It is a volatile organic compound that serves various industrial applications due to its distinctive properties.

Uses

Used in Natural Gas and Petroleum Industry:
1-Butanethiol is used as an odorant in natural gas and petroleum products for safety purposes. Its strong smell helps in the early detection of gas leaks, thereby preventing potential accidents and hazards.
Used in Food Industry:
1-Butanethiol is used as a flavoring agent in the food industry. It contributes to the development of specific tastes and aromas in various food products, enhancing their overall sensory appeal.
Used in Pharmaceutical Industry:
1-Butanethiol is used as a chemical intermediate in the production of pharmaceuticals. It plays a crucial role in the synthesis of various organic compounds, facilitating the development of new drugs and medications.
However, it is important to note that 1-Butanethiol is highly flammable and can cause eye and skin irritation, as well as respiratory issues if inhaled. Additionally, its release into the atmosphere can contribute to air pollution, making it a potential environmental contaminant. Proper handling and safety measures are essential to minimize its adverse effects.

InChI:InChI=1/C4H10S.Na/c1-2-3-4-5;/h5H,2-4H2,1H3;/q;+1/p-1

Synthetic route

Yb(2+)*2CH3(CH2)3SCO2(1-) = (CH3(CH2)3SCO2)2Yb → ytterbium hydroxide + 1-butanethiol (109-79-5) + carbon dioxide (124-38-9)

Conditions	Yield
With water In pentane addn. of a mixture (1:3) of water and pentane under Ar at room temperature; removing solvent and volatile compounds (BuSH) by vac. condensation;;	A 100% B 91% C 96%

1-bromo-butane (109-65-9) → 1-butanethiol (109-79-5)

Conditions	Yield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h; Product distribution; other halides, var. temp.;	98%
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;	98%
Stage #1: 1-bromo-butane With thiourea In ethanol for 3h; Heating; Stage #2: With sodium hydroxide In ethanol for 2h; Heating;	72%

dibutyl disulfide (629-45-8) + propionaldehyde (123-38-6) → 1-butanethiol (109-79-5) + butyl thiopropionate (2432-44-2)

Conditions	Yield
at 5℃; for 2.5h; Mechanism; Irradiation; reductive acylation under photochemical conditions; other linear symmetrical disulfides; other aldehydes;	A 87% B 97%
at 5℃; for 2.5h; Irradiation;	A 87% B 97%

1,6-Hexanediamine (124-09-4) + bis(butylthio)-(3-methylbutyl) borane → (C5H11BNH(CH2)6NH)4 + 1-butanethiol (109-79-5)

Conditions	Yield
at 40-45°C, boran:amine mol ratio 1:1;	A 95% B n/a

Cyclohexyl-dithiocarbamic acid butyl ester (83962-23-6) → 1-butanethiol (109-79-5) + isothiocyanatocyclohexane (1122-82-3)

Conditions	Yield
at 250 - 260℃;	A 93% B 92%

1-iodo-butane (542-69-8) → 1-butanethiol (109-79-5)

Conditions	Yield
With hydrosulfide exchange resin In acetonitrile at 0℃; for 0.25h;	93%

butyl ethyldithiocarbamate (83962-20-3) → 1-butanethiol (109-79-5) + Ethyl isothiocyanate (542-85-8)

Conditions	Yield
at 250 - 260℃;	A 92% B 87%

dibutyl disulfide (629-45-8) → 1-butanethiol (109-79-5)

Conditions	Yield
With sodium hydrogen telluride In ethanol 1.) 0 deg C, 2.) 40 deg C, 30 min;	91%
With triisopropoxyborohydride In tetrahydrofuran at 25℃; for 5h;	81%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃;	60%

n-Butyl-N-phenylthioformimidat (19911-91-2) → 1-butanethiol (109-79-5)

Conditions	Yield
With hydrogenchloride In water Ambient temperature;	90%

1,6-Hexanediamine (124-09-4) + bis(butylthio)-(3-methylbutyl) borane → NH2(CH2)6NH(C5H11BNH(CH2)6NH)4H + 1-butanethiol (109-79-5)

Conditions	Yield
at 40-45°C, boran:amine mol ratio 1:2 M;	A 87% B n/a

Diphenylthiophosphinsaeure-S-n-butylester (52372-89-1) → 1-butanethiol (109-79-5) + diphenyl-phosphinic acid (1707-03-5)

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2h; Ambient temperature;	A n/a B 85%

n-Butyl chloride (109-69-3) + 3-mercaptopropionic acid (107-96-0) → 1-butanethiol (109-79-5) + Dibutyl sulfide (544-40-1) + 3-(butylthio)propionic acid (22002-73-9) + butyl 3-(butylthio)propanoate (121118-59-0)

Conditions	Yield
With sodium hydroxide In ethanol at 140℃; for 0.166667h; microwave irradiation; Further byproducts.;	A n/a B n/a C 83% D n/a

butyl carbamate (592-35-8) → 1-butanethiol (109-79-5)

Conditions	Yield
With tetraphosphorus decasulfide In toluene for 2h; Reflux;	76%

n-Butyl chloride (109-69-3) → 1-butanethiol (109-79-5)

Conditions	Yield
With tetraethylammonium iodide; 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione In acetonitrile for 28h; Ambient temperature;	65%
With magnesium hydroxide; water; sodium disulfide und anschliessend mit Natriumhydrogensulfid und Natriumsulfit;

dibutyl dimethylamidothiophosphite (53431-27-9) + cis-3-azido-1,4-diphenylazetidin-2-one (16311-94-7) → 1-butanethiol (109-79-5) + C21H28N3O2PS

Conditions	Yield
With water In benzene for 24h; Ambient temperature;	A n/a B 48%

dibutyl tetrasulfide (5943-36-2) → thiophene (188290-36-0) + 5-methyl-[1,2]dithiole-3-thione (3354-40-3) + 1-butanethiol (109-79-5) + Dibutyl sulfide (544-40-1)

Conditions	Yield
at 450℃; for 0.0236111h; Product distribution; Mechanism; thermolysis of var. dibutyl polysulfides (C4H9)Sn (n = 2, 3); var. temp.;	A 37.9% B 5.4% C 26% D 4.2%

boric acid tributyl ester (688-74-4) → 1-butanethiol (109-79-5)

Conditions	Yield
With hydrogen sulfide; iron sulfide at 340℃; under 19000 - 22800 Torr; variing conditions:temperature 350-576 deg C,molar ratio, delivery rate, pressure);	32%

di-n-butyl trisulfide (5943-31-7) → thiophene (188290-36-0) + 1-butanethiol (109-79-5)

Conditions	Yield
at 510℃; Product distribution; gas phase pyrolysis;	A 13% B 6.5%

thirane (420-12-2) + diethyl ether (60-29-7) + phenyllithium (591-51-5) → 1-butanethiol (109-79-5) + thiophenol (108-98-5)

trimethylene sulphide (287-27-4) + n-butyllithium (109-72-8, 29786-93-4) + diethyl ether (60-29-7) → 1-butanethiol (109-79-5) + butyl propyl sulfide (1613-46-3) + 1-butylsulfanyl-3-propylsulfanyl-propane (867129-71-3)

cyclohexene sulfide (286-28-2) + n-butyl magnesium bromide (693-03-8) + diethyl ether (60-29-7) → 1-butanethiol (109-79-5) + cyclohexene (110-83-8)

cyclohexene sulfide (286-28-2) + n-butyllithium (109-72-8, 29786-93-4) + diethyl ether (60-29-7) → 1-butanethiol (109-79-5) + cyclohexene (110-83-8)

1-butylene (106-98-9) → 1-butanethiol (109-79-5) + Dibutyl sulfide (544-40-1)

Conditions	Yield
With hydrogen sulfide at 0℃; Irradiation.mit UV-Licht;
With hydrogen sulfide Irradiation.mit UV-Licht;
With dimethyl 2,2'-azobis(isobutyrate); hydrogen sulfide

butyl para-toluenesulfonate (778-28-9) → 1-butanethiol (109-79-5)

Conditions	Yield
With water; sodium thiosulfate und anschliessenden Erhitzen mit wss.Schwefelsaeure;
With sodium hydrogensulfide; water

Dibutyl sulfide (544-40-1) → 1-butanethiol (109-79-5)

Conditions	Yield
With kieselguhr; phosphoric acid; hydrogen sulfide at 310℃;
With lithium aluminium tetrahydride; diethyl ether

dibutyl disulfide (629-45-8) → 1-butanethiol (109-79-5) + n-butyl methyl sulfide (628-29-5)

Conditions	Yield
bei der Einw. von Penicillium brevicaule Saccardo;
bei der Einw. von Penicillium brevicaule Saccardo;

2,2-bis-butylsulfanyl-propane (6497-29-6) → 2-butylsulfanyl-propene (89795-30-2) + 1-butanethiol (109-79-5)

Conditions	Yield
Thermolysis;

butyl carbamodithioate (54300-26-4) → 1-butanethiol (109-79-5)

Conditions	Yield
With potassium hydroxide

1,1-bis-ethylsulfanyl-2-butylsulfanyl-propane (854649-78-8) + potassium tert-butylate (865-47-4) → methylketene diethyldithioacetal (13879-93-1) + 1-butanethiol (109-79-5)

perfluoro-1-butanesulfonyl fluoride (2386-60-9) → 1-butanethiol (109-79-5)

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

2-((n-butylthio)methyl)oxirane (29765-12-6) + 1-butanethiol (109-79-5) → 1,3-bis(n-butylthio)propan-2-ol (32338-86-6)

Conditions	Yield
With tetraethylammonium bromide In acetonitrile cathodic electrolysis;	100%
With sodium In methanol at 20 - 25℃; for 0.166667h;	93%
With zinc(II) chloride

1-butanethiol (109-79-5) → dibutyl disulfide (629-45-8)

Conditions	Yield
With bis(2,2'-bipyridyl) copper(II) permanganate In dichloromethane for 0.166667h;	100%
With oxygen; vanadium(V) oxychloride In ethyl acetate at 20℃; for 3h;	100%
With water; bromine; silica gel In dichloromethane	99%

4-methyleneoxetan-2-one (674-82-8) + 1-butanethiol (109-79-5) → 4-(n-Butylthiomethyl)oxetan-2-on (72749-29-2)

Conditions	Yield
In diethyl ether at 0℃; for 0.5h;	100%
With sulfuric acid In diethyl ether for 2h; Ambient temperature;	72%
In diethyl ether at 0 - 5℃;

1-butanethiol (109-79-5) + 5-phenylpenta-2,4-dienoic acid (28010-12-0) → (2E,4E)-5-Phenyl-penta-2,4-dienethioic acid S-butyl ester (75839-78-0)

Conditions	Yield
With pyridine; O-phenyl phosphorodichloridate In 1,2-dimethoxyethane for 16h; Ambient temperature;	100%

1-butanethiol (109-79-5) + levoglucosenone (37112-31-5) → 1,6-anhydro-4-S-butyl-3-deoxy-4-thio-β-D-erythro-hexopyranos-2-ulose (107838-62-0)

Conditions	Yield
triethylamine In chloroform for 0.0833333h; Product distribution; Ambient temperature; var. thiols,;	100%
triethylamine In chloroform for 0.0833333h; Ambient temperature;	100%
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 96h; Michael Addition; Inert atmosphere;	85%

1-butanethiol (109-79-5) + N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine (115975-33-2) → Butyl 1-<2,4-bis(trifluoroacetyl)naphthyl> sulfide (127053-11-6)

Conditions	Yield
In acetonitrile for 41h; Heating;	100%
In acetonitrile for 8h; Substitution; Heating;	38%

1-butanethiol (109-79-5) + trans-2-Phenylethenylmercuric chloride (36525-03-8, 60592-55-4, 16187-31-8) → (E)-butyl(styryl)sulfane (20025-27-8, 24182-85-2, 24182-86-3)

Conditions	Yield
With sodium hydrogencarbonate In benzene at 35 - 45℃; for 3h; Irradiation;	100%

1-butanethiol (109-79-5) + methyl-8,9-(S,S)-epoxy-5-hidroxy-6-dodecenoate (115065-97-9, 115116-03-5) → methyl-5,9-dihydroxy-8-butanethiol-6-dodecenoate (115066-01-8)

Conditions	Yield
With triethylamine In methanol for 45h; Ambient temperature;	100%

1-butanethiol (109-79-5) + 5-Methoxy-4-phenyl-5,6-dihydro-4H-[1,3,4]thiadiazine (96286-28-1) → 5-Butylsulfanyl-4-phenyl-5,6-dihydro-4H-[1,3,4]thiadiazine

Conditions	Yield
Ambient temperature;	100%

1-butanethiol (109-79-5) + C51H44O7S (164022-65-5) → C55H52O6S2

Conditions	Yield
	100%

1-butanethiol (109-79-5) + C61H60O7S (164022-66-6) → C65H68O6S2

Conditions	Yield
	100%
	98%

1-butanethiol (109-79-5) + N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine (221636-53-9) → 1-[8-Butylsulfanyl-7-(2,2,2-trifluoro-acetyl)-quinolin-5-yl]-2,2,2-trifluoro-ethanone

Conditions	Yield
In acetonitrile for 24h; Substitution; Heating;	100%

1-butanethiol (109-79-5) + 8-bromo-2'-deoxyadenosine (14985-44-5) → (2R,3S,5R)-5-(6-Amino-8-butylsulfanyl-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Conditions	Yield
With triethylamine In water at 100℃;	100%

gallium(II) bromide + 1-butanethiol (109-79-5) → (GaBr2SC4H9)2 (97092-85-8)

Conditions	Yield
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2Br4 in vac., warmed for 5min; crystd. on standing;	100%

1-butanethiol (109-79-5) + In2I4 → (InI2(SC4H9))2 (97092-66-5)

Conditions	Yield
In further solvent(s) thiol was condensed on to cooled solid In2I4 in vac., warmed for 12 h;	100%

Ga2I4 + 1-butanethiol (109-79-5) → (GaI2SC4H9)2 (97092-86-9)

Conditions	Yield
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2I4 in vac., warmed for 5 min; crystd. on standing;	100%

Br4In2 + 1-butanethiol (109-79-5) → (InBr2(SC4H9))2 (97092-65-4)

Conditions	Yield
In further solvent(s) thiol was condensed on to cooled solid In2Br4 in vac., warmed for 12 h;	100%

digallium tetrachloride + 1-butanethiol (109-79-5) → (GaCl2SC4H9)2 (97092-84-7)

Conditions	Yield
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2Cl4 in vac., warmed for 5min; crystd. on standing;	100%

In2Cl4 + 1-butanethiol (109-79-5) → (InCl2(SC4H9))2 (97092-64-3)

Conditions	Yield
In further solvent(s) thiol was condensed on to cooled solid In2Cl4 in vac., warmed for 12 h;	100%

[(η5-C5Me5)Ir(Cl)(μ-H)]2 (56086-50-1, 84029-37-8) + 1-butanethiol (109-79-5) + hydrogen (1333-74-0) → [(η(5)-C5Me5)IrCl]2(μ-H)(μ-SC4H9) (188780-11-2)

Conditions	Yield
In benzene-d6 H2-atmosphere; 90°C (30 h); detd. by NMR spectroscopy;	100%

1-butanethiol (109-79-5) + 1-bromo-2-methylnaphtalene (2586-62-1) → butyl(2-methylnaphthalen-1-yl)sulfane

Conditions	Yield
Stage #1: n-butanethiol With sodium t-butanolate In tetrahydrofuran at 23℃; for 0.166667h; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #3: 1-bromo-2-methylnaphtalene With di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); lithium iodide In tetrahydrofuran at 90℃; for 2h; Inert atmosphere;	100%

1-butanethiol (109-79-5) + 2,4-dinitro-5-fluoroaniline (367-81-7) → 5-(butylthio)-2,4-dinitrobenzenamine (1448876-48-9)

Conditions	Yield
With potassium hydroxide In tetrahydrofuran	100%
With potassium hydroxide In tetrahydrofuran; water at 20℃; for 1h;	99%

isophorone oxide (10276-21-8) + 1-butanethiol (109-79-5) → C13H22OS

Conditions	Yield
Stage #1: n-butanethiol With sodium ethanolate at 20℃; for 0.166667h; Stage #2: isophorone oxide at 20℃; for 1h;	100%

2-Acetylthiophene (88-15-3) + formaldehyd (50-00-0) + 1-butanethiol (109-79-5) → 1-(α-thienyl)-2,2-bis(butylthiomethyl)-1-ethanone (100804-79-3)

Conditions	Yield
With sodium hydroxide In ethanol; water Ambient temperature;	99.1%

1-butanethiol (109-79-5) + acrylonitrile (107-13-1) → 3-(butylthio)propanenitrile (51771-37-0)

Conditions	Yield
With azaphosphatrane salt on Merrifield resin In acetonitrile at 20℃; for 48h; Michael addition;	99%
With C10H20NaO5*HO(1-); water In methanol at 25℃; for 0.416667h; Michael addition;	99%
Stage #1: n-butanethiol With aluminum oxide; potassium fluoride In acetonitrile at 20℃; for 0.0833333h; Stage #2: acrylonitrile In acetonitrile at 20℃; for 0.166667h; Michael addition;	98%

1-butanethiol (109-79-5) + 2-phenoxypropionic acid (940-31-8) → 2-Phenoxythiopropionsaeure-S-butylester (62170-11-0)

Conditions	Yield
With pyridine; O-phenyl phosphorodichloridate In 1,2-dimethoxyethane for 16h; Ambient temperature;	99%

1-butanethiol (109-79-5) + vinyl β-acetylacrylate (79865-08-0) → 2-butylthioethyl β-acetylacrylate (79865-16-0)

Conditions	Yield
for 40h; Irradiation;	99%

1-butanethiol (109-79-5) + C12H19N3O2 → Adamantan-1-yl-thiocarbamic acid S-butyl ester

Conditions	Yield
In acetonitrile at 60℃; for 2h;	99%

1-butanethiol (109-79-5) + acrylonitrile (107-13-1) → 3-(butylthio)propanenitrile (51771-37-0) + 2-Butylsulfanylmethyl-pentanedinitrile (123564-12-5)

Conditions	Yield
With dimanganese decacarbonyl at 140℃; for 1h;	A 99% B 0.5%

Upstream product

• 420-12-2 thirane 
• 60-29-7 diethyl ether 
• 591-51-5 phenyllithium 
• 287-27-4 trimethylene sulphide 
• 109-72-8 n-butyllithium 
• 286-28-2 cyclohexene sulfide 
• 693-03-8 n-butyl magnesium bromide 
• 109-65-9 1-bromo-butane 
• 106-98-9 1-butylene 
• 544-40-1 Dibutyl sulfide 
• 854649-78-8 1,1-bis-ethylsulfanyl-2-butylsulfanyl-propane 
• 865-47-4 potassium tert-butylate 
• 2386-60-9 perfluoro-1-butanesulfonyl fluoride 
• 123-72-8 butyraldehyde 

Downstream Products

• 3581-01-9 2-(butylthio)ethanamine 
• 928-48-3 Kalium-n-butyl-trithiocarbonat-monohydrat 
• 4443-41-8 Diisobutyl-thioborsaeure-butylester 
• 61150-78-5 2,6-bis-(butylsulfanyl-methyl)-4-methyl-phenol 
• 1741-85-1 1-isobutylsulfanyl-butane 
• 5331-34-0 n-butyl 4-hydroxybutyl sulfide 
• 624-92-0 Dimethyldisulphide 
• 629-45-8 dibutyl disulfide 
• 17700-32-2 bis-(2-butylsulfanyl-ethyl) sulfone 
• 4230-06-2 11-Butylmercapto-undecansaeure 
• 3553-78-4 n-butylthiotrimethylsilane 
• 7309-43-5 1-isopropylsulfanyl-butane 
• 100705-29-1 3-butylsulfanyl-2-phenyl-propionitrile 
• 110530-92-2 butyl-(3,3-diphenyl-butyl)-sulfide 

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AFM and XPS studies of thiophene and 1-Butanethiol (cas 109-79-5) deactivation of Pd/Al2O3 model catalysts during 1,3-butadiene hydrogenation08/24/2019

AFM and XPS data for model Pd supported catalysts show that the morphology of these catalysts is greatly affected by reduction in hydrogen and by addition of sulfur compounds to the surface before reaction. It was found that reduction of the catalyst before thiophene addition decreases the S/Pd ...detailed

Surface-enhanced Raman scattering of 1-Butanethiol (cas 109-79-5) in silver sol08/23/2019

The surface-enhanced Raman scattering (SERS) of 1-butanethiol was investigated in a silver sol. The molecule was found to be chemisorbed dissociatively on the silver surface by rupture of its SH bond. It is concluded that conformers of 1-butanethiol adsorbed selectively on the silver surface, ...detailed

Influence of 1-Butanethiol (cas 109-79-5) and metal ions on hydrogenation of trans,trans-2,4-hexadienal at platinum nanocatalysts08/22/2019

The catalytic behavior of platinum nanoparticles modified by iron (III) ions and 1-butanethiol was evaluated by determining the selectivity of hydrogenation of trans,trans-2,4-hexadienal, where the hydrogenation products were monitored by UV–vis spectroscopy and gas chromatograph. For the pure ...detailed

Mechanistic kinetics of catalytic oxidation of 1-Butanethiol (cas 109-79-5) in light oil sweetening08/21/2019

In the present study the kinetics of liquid phase oxidation of light thiols using novel cobalt phthalocyanine sulphonamide catalyst developed indigenously was investigated in a semi batch reactor. 1-Butanethiol was chosen to represent thiols in lighter range of petroleum fractions like liquefied...detailed

Phase equilibria on five binary systems containing 1-Butanethiol (cas 109-79-5) and 3-methylthiophene in hydrocarbons08/19/2019

Isothermal vapor–liquid equilibrium (VLE) of the following systems was measured with a recirculation still: 1-butanethiol + methylcyclopentane at 343.15 K, 1-butanethiol + 2,2,4-trimethylpentane at 368.15 K, 3-methylthiophene + toluene at 383.15 K, 3-methylthiophene + o-xylene at 383.15 K, and ...detailed

Relevant articles and documents

TRANSFORMATIONS OF 2-METHYLTHIACYCLOBUTANE IN THE PRESENCE OF ALUMINUM OXIDE

The transformations of 2-methylthiacyclobutane at 150-350 deg C in the presence of γ-Al2O3 samples with different aprotic acidities were investigated.It was established that the sulfide undergoes isomerization via two pathways, viz., with ring expansion to a five-membered ring and with opening at one C-S bond to give an unsaturated thiol.An experimental confirmation of the consecutive formation of hydrogen sulfide from a one-ring sulfide through a step involving the formation of an unsaturated thiol was obtained for the first time.The transformations are realized asa result of both ionic and polymerization-depolymerization processes.

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