1795-09-1

Basic information

• Product Name: 2-METHYLTETRAHYDROTHIOPHENE
• Synonyms: 2-methylthia-cyclopentane;2-Methylthiolane;2-Methylthiophane;etrahydrothiophene, 2-methyl-;methyltetrahydrothiophene;Tetrahydro-2-methylthiophene;thiophene,tetrahydro-2-methyl-;2-METHYLTETRAHYDROTHIOPHENE 98+%
• CAS NO: 1795-09-1
• Molecular Formula: C₅H₁₀S
• Molecular Weight: 102.2
• EINECS: 217-270-2
• Mol File: 1795-09-1.mol

Chemical Properties

• Melting Point: -100.7℃
• Boiling Point: 132°C
• Flash Point: 132°C
• Appearance: /Liquid
• Density: 0,96 g/cm3
• Refractive Index: 1.5073 (589.3 nm 20℃)
• CAS DataBase Reference: 2-METHYLTETRAHYDROTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLTETRAHYDROTHIOPHENE(1795-09-1)
• EPA Substance Registry System: 2-METHYLTETRAHYDROTHIOPHENE(1795-09-1)

Safety Data

• Statements: 11-36/37/38-22-10
• Safety Statements: 9-16-36-60-43-36/37-33-26-7
• RIDADR: 1993
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1795-09-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to light yellow liquid

Synthesis Reference(s)

Tetrahedron, 31, p. 311, 1975 DOI: 10.1016/0040-4020(75)80039-1Chemical and Pharmaceutical Bulletin, 33, p. 5048, 1985 DOI: 10.1248/cpb.33.5048

Upstream product

• 96-47-9 2-methyltetrahydrofuran 
• 55930-45-5 1,4-diiodopentene 
• 626-87-9 1,4-dibromopentane 
• 110-89-4 piperidine 
• 554-14-3 2-Methylthiophene 
• 22537-07-1 4-pentenyl-1-amine 
• 19090-03-0 dihydro-2H-thiopyran-3(4H)-one 
• 7647-01-0 hydrogenchloride 
• 636-72-6 2-thiophenemethanol 
• 64-17-5 ethanol 
• 1071-73-4 5-Hydroxy-2-pentanone 
• 7783-06-4 hydrogen sulfide 
• 1119-51-3 bromopentene 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 108256-56-0 4-Methyl-N-[2-methyl-tetrahydro-1λ⁴-thiophen-(1E)-ylidene]-benzenesulfonamide 
• 108256-56-0 4-Methyl-N-[(S)-2-methyl-tetrahydro-1λ⁴-thiophen-(1E)-ylidene]-benzenesulfonamide 
• 89706-14-9 1-(2,5-Dihydroxy-phenyl)-2-methyl-tetrahydro-thiophenium; chloride 
• 504-60-9 penta-1,3-diene 
• 542-92-7 cyclopenta-1,3-diene 
• 554-14-3 2-Methylthiophene 
• 4285-51-2 pent-4-en-1-yl phenyl sulfide 
• 1129-72-2 (E)-Pent-3-en-1-yl(phenyl)sulfane 

Relevant articles and documents

The dual role of thiourea in the thiotrifluoromethylation of alkenes

Alkenes substituted with a thiourea undergo C-CF3 followed by intramolecular C-S bond formation with the Togni reagent and trifluoroacetic acid (TFA) at room temperature; thiols and thioamides are not suitable S-sources for this reaction. This anti-addition process involves a CF3 radical, and affords CF3-substituted thiazolines and thiazines for medicinal applications. A metal or photoredox catalyst is not required as the thiourea acts as a reductant, as well as serving as an S-source capable of adding to a C-centered radical. Mechanistic work comparing the reactivity of thiourea, urea, thioamide and thiol in the context of alkene trifluoromethylation demonstrates that in this series, the thiourea is unique for its ability to release CF3 radical from the Togni reagent, and to orchestrate trifluoromethylation followed by S-cyclization with both activated and unactivated alkenes.

E-H (E = R3Si or H) bond activation by B(C6F 5)3 and heteroarenes; Competitive dehydrosilylation, hydrosilylation and hydrogenation

In the presence of B(C6F5)3 five-membered heteroarenes undergo dehydrosilylation and hydrosilylation with silanes. The former, favoured on addition of a weak base, produces H2 as a by-product making the process catalytic in B(C6F5) 3 but also enabling competitive heteroarene hydrogenation. the Partner Organisations 2014.

Reduction of thiophenes in the presence of sulfuric acid and zinc

Alkyl-substituted thiophenes are hydrogenated by the Zn-H 2SO4 system to the corresponding 2,5-di- hydrothiophenes and thiophanes. In the case of 2-formyl- and 2-acetylthiophene it was established that in substituted thiophenes simul

Hydrogen storage using heterocyclic compounds: The hydrogenation of 2-methylthiophene

Alkyl substituted thiophenes are promising candidates for hydrogen carriers, as their dehydrogenation reactions are known to occur under mild conditions. Four types of catalysts, including supported noble metals, bimetallic noble metals, transition metal

PROTIC-ELECTRONIC REDUCTION OF THIOPHENES

Thiophene and 2-alkylthiophenes are hydrogenated to the respective substituted 2,5-dihydrothiophenes by the zinc-trifluoroacetic acid system.Small quantities of substituted tetrahydrothiophenes are also formed.In 2-formyl- and 2-acetylthiophene simultaneo

Organosulfur Chemistry. II. Use of Dimethyl Sulfoxide; a Facile Synthesis of Cyclic Sulfides

A versatile and short-reaction-time synthesis of twelve four-, five- and six-membered thiacycloalkanes (IIa-l)from the appropriate α,ω-dibromoalkanes (Ia-l)has been developed.Technical-grade dimethyl sulfoxide was proved to be by far the best for this cyclization.The pronounced effect for ring formation was recognized to be in order of five-membered ring (thiolanes) > six-membered ring (thianes) > four-membered ring (thietanes).Startling were 2-methylthiolane (IIf) and 2,5-dimethylthiolane (IIg; cis/trans mixture), both obtained in high yields although α-methyl - and α,α'-dimethyl substitution in general showing a remarkable retardation for cyclization.On the other hand, in both 3,3-dimethylthietane (IId) and 4,4-dimethylthiane (IIl) cyclization was much more efficient than other counterparts in each series, which is referred to as the gem-dimethyl effect.Keywords: thiacycloalkane; thietane; thiolane; thiane; dimethyl sulfoxide; cyclization: α,ω-dibromoalkane; sodium sulfide nonahydrate; refractive index

FAST AND SLOW STEPS OF HYDRODESULFURIZATION

Two model mixtures (2-methylthiophene, phenol, o-toluidine, ethylbenzene and benzothiophene, o-cresol, aniline, o-xylene) were used to characterize activity and selectivity of different sulfur resistent catalysts for simultaneous HDS, HDO, HDN and hydrogenation of aromatics. 2-methyltetrahydrothiophene and dihydrobenzothiophene were found as intermediates.A mechanism for the HDS-reaction is discussed and compared to the HDN mechanism of quinoline.