5309-93-3

Basic information

• Product Name: 1-(morpholin-4-yl)ethanethione
• CAS NO: 5309-93-3
• Molecular Formula: C₆H₁₁NOS
• Molecular Weight: 145.2226
• Mol File: 5309-93-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 215.5°C at 760 mmHg
• Flash Point: 84.1°C
• Density: 1.137g/cm³
• Vapor Pressure: 0.147mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 1-(morpholin-4-yl)ethanethione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(morpholin-4-yl)ethanethione(5309-93-3)
• EPA Substance Registry System: 1-(morpholin-4-yl)ethanethione(5309-93-3)

Safety Data

• Hazardous Substances Data: 5309-93-3(Hazardous Substances Data)

Usage

Chemical structure

Contains a morpholine ring and a thiol (-SH) group

Type of compound

Thiol compound

Usage

a. Chemical research and synthesis
b. Potential applications in pharmaceuticals
c. Production of polymers and materials

Known properties

a. Strong odor
b. Reactivity
c. Antioxidant and antimicrobial properties (in thiol compounds)

Role in organic chemistry

Reagents or catalysts

Functionalization

Can be used to modify and functionalize the properties of polymers

Upstream product

• 110-91-8 morpholine 
• 1033931-97-3 4-(2-chloro-4-nitrophenyl)-butan-2-one 
• 3506-72-7 4-(2-chlorophenyl)-butan-2-one 
• 2227-79-4 benzenecarbothioamide 
• 188290-36-0 thiophene 
• 144735-08-0 4-nitrophenyl dithioacetate 
• 85033-96-1 O-phenyl ethanethioate 

Downstream Products

• 62825-32-5 (Z)-3-(4-Chloro-phenyl)-1-morpholin-4-yl-propenethione 
• 77664-07-4 (E)-1-Morpholin-4-yl-3-(3,4,5-trimethoxy-phenyl)-propenethione 
• 145930-93-4 4-[1-(2-Oxo-2-phenyl-ethylsulfanyl)-ethylidene]-morpholin-4-ium; bromide 
• 99378-48-0 4-[1-(4-Cyano-benzylsulfanyl)-ethylidene]-morpholin-4-ium; bromide 
• 99399-23-2 4-[1-(4-Nitro-benzylsulfanyl)-ethylidene]-morpholin-4-ium; bromide 
• 1558-23-2 3,6-dimethyl-1,2,4,5-tetrazine 
• 1696-20-4 4-acetylmorpholine 
• 1354724-68-7 (R)-methyl 5-(1-(4-methylphenylsulfonamido)heptyl)-2-morpholinothiophene-3-carboxylate 
• 19813-35-5 methyl 3-morpholino-3-thioxopropanoate 
• 99378-56-0 4-[4-Methyl-5-(4-nitro-phenyl)-thiophen-2-yl]-morpholine 
• 99378-54-8 4-[5-(4-Nitro-phenyl)-thiophen-2-yl]-morpholine 
• 99378-55-9 4-(5-Morpholin-4-yl-thiophen-2-yl)-benzonitrile 
• 145799-97-9 di<1-benzoyl-2-methyl-2-morpholinoethenyl> disulfide 
• 14091-94-2 3-morpholino-1-phenylbut-2-en-1-one 

Relevant articles and documents

A domino annulation reaction under Willgerodt-Kindler conditions

(Chemical Equation Presented) Butanone side chains at arenes and hetarenes, efficiently introduced by a Heck-type reaction, are transformed to annulated thieno[3,2-b]thiophenes in a domino redox process under Willgerodt-Kindler conditions. A nucleophilic aromatic substitution with an intermediary thioenolate is a reasonable key step of this process.

Kinetics and Mechanism of the Aminolysis of 4-Nitrophenyl Dithioacetate

The reaction of the title substrate with a series of secondary alicyclic amines has been the subject of a kinetic study in aqueous solution, 25 deg C, ionic strength 0.2 M (KCl).With the amine in excess, pseudo-first-order rate constants (k(obsd)) are observed.The order in amine varies from 1 to 2 depending on the basicity of the amine and reaction conditions.A reaction scheme is deduced on the basis of the existence of zwitterionic (T(+/-)) and anionic (T(-)) tetrahedral intermediates.Proton transfer from T(+/-) to an amine or base (to yield T(-)) seems to compete with 4-nitrothiophenoxide (NPS(-)) expulsion from T(+/-).The pKa of T(+/-) and all the rate microconstants of the scheme are estimated.The rates of expulsion of NPS(-) and amine from T(+/-) are smaller than those from analogous T(+/-) formed in the aminolyses of O-ethyl S-(4-nitrophenyl)dithiocarbonate and 4-nitrophenyl thiolacetate.It is claimed that substitution of Me by RO (R = alkyl) or S(-) by O(-) in T(+/-) destablizes this intermediate.

The Triethylamine Catalyzed Reaction of N,N-Disubstituted Thioamide-Bromine Adducts With Unsubstituted Thiobenzamide

The reaction of N,N-disubstituted thioamide-bromine adducts with unsubstituted thioamide, followed by treatment with triethylamine, affords novel N'-thiobenzoylamidines along with smaller amounts of secondary products.A mechanism is proposed for the formation of the amidines.The results give an insight into the initial steps of the mechanism by which thioamides are converted into 1,2,4-thiadiazoles.