58721-01-0

Basic information

• Product Name: 2,2,4,4-Tetramethyl-3-thietanone
• Synonyms: 2,2,4,4-Tetramethyl-3-thietanone;2,2,4,4-Tetramethylthietan-3-one
• CAS NO: 58721-01-0
• Molecular Formula: C₇H₁₂OS
• Molecular Weight: 144.23458
• Mol File: 58721-01-0.mol

Chemical Properties

• Melting Point: 13-14℃
• Boiling Point: 160℃
• Flash Point: 42℃
• Appearance: /
• Density: 1.003
• Vapor Pressure: 2.4mmHg at 25°C
• Refractive Index: 1.5102
• CAS DataBase Reference: 2,2,4,4-Tetramethyl-3-thietanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,4,4-Tetramethyl-3-thietanone(58721-01-0)
• EPA Substance Registry System: 2,2,4,4-Tetramethyl-3-thietanone(58721-01-0)

Safety Data

• Hazardous Substances Data: 58721-01-0(Hazardous Substances Data)

Usage

Uses

Used in Food and Beverage Industry:
2,2,4,4-Tetramethyl-3-thietanone is used as a flavor and fragrance ingredient for its distinctive sweet, caramel-like odor, enhancing the sensory experience of food and beverages.
Used in Perfumery:
In the perfumery industry, 2,2,4,4-Tetramethyl-3-thietanone serves as a key ingredient to add depth and complexity to fragrances, capitalizing on its unique olfactory profile.
Used in Tobacco Products:
2,2,4,4-Tetramethyl-3-thietanone is utilized as a flavoring agent in the production of tobacco products, contributing to the overall taste and aroma profile, thereby potentially enhancing the smoking experience.

InChI:InChI=1/C7H12OS/c1-6(2)5(8)7(3,4)9-6/h1-4H3

Upstream product

• 565-80-0 2,4-dimethylpentan-3-one 
• 17346-16-6 2,4-dibromo-2,4-dimethylpentan-3-one 
• 92350-67-9 3,3,5,5-Tetramethyl-1,2-dithiolan-3-one 
• 335293-36-2 2,2,4,4-Tetramethyl-3-thietanone acetylhydrazone 
• 89050-85-1 2,2,4,4-Tetramethylthietan-3-one Hydrazone 

Downstream Products

• 109142-68-9 2,2-dimethyl-4-isopropylidene-3-thietanone tosylhydrazone 
• 109142-67-8 (1-Isopropenyl-2-methyl-propenylsulfanylmethyl)-benzene 
• 94398-13-7 ((2S,3R)-5-Isopropylidene-4,4-dimethyl-2-phenyl-tetrahydro-thiophen-3-yl)-phenyl-methanone 
• 94398-61-5 2-Benzhydrylidene-4-isopropylidene-5,5-dimethyl-[1,3]oxathiolane 
• 94398-60-4 2,2-dimethyl-3-(2-propylidene)-5-phenyl-4-thioxolane 
• 61097-65-2 2,2-dimethyl-3-(1-methylethylidene)thiirane 

Relevant articles and documents

Photochemistry of 2,2,4,4-tetramethyl-3-thietan-1-ylidene: A heterocyclic carbene with an unusually short lifetime and evidence for a nonclassical structure

Laser flash (308 nm) and steady-state photolysis (300 nm) of Δ3-1,3,4-oxadiazoline (3) produces a transient that can be trapped with pyridine to give an adduct with λmax = 350 nm, attributed to ylide 10. Laser flash photolysis (LFP) studies of the ylide indicate that the value of kpyrτ (where kpyr, is the absolute rate constant of carbene reaction with pyridine and τ is the carbene lifetime) of the reactive intermediate is 25 times smaller than that deduced for cyclobutylidene. The sulfur-containing transient may have a much shorter lifetime than cyclobutylidene or a much smaller value of kpyr. These experimental results, along with ab initio calculations, suggest that the structure of 2,2,4,4-tetramethyl-3-thietan-1-ylidene is best represented as nonclassical, bisected structure 2 and not classical structure 1.

Method of producing L-aspartyl-D-alanine-N-(thiethane-3-yl)-amides

The invention concerns a method of producing L-aspartyl-D-alanine-N-(thietane-3-yl) amides of general formula I by reacting D-alanine-thietane amides of general formula II with oxazolidinone compounds of general formula III in an inert organic solvent, wherein R1 stands for H or a selectively separable protective group, R2 -R5 independently of one another, are identical or different and stand for H or linear or branched C1 -C4 -alkyl, and R6 and R7, independently of each other, are identical or different and stand for H, linear or branched C1 -C4 -alkyl, aryl or a group which activates the carbonyl group. STR1

Photolysis of Tetraalkyl-1-pyrazoline-4-thiones. - Diastereoselective Formation of (E)/(Z)-Alkylidenethiiranes from cis- and trans-Tetraalkyl-1-pyrazoline-4-thiones

The tetraalkyl-1-pyrazolin-4-ones 5 react with hydrazine to afford the hydrazones 6 which are transformed into the thiones 7 in high yields by treatment with disulphur dichloride in the presence of triethylamine.Selective excitation of the azo chromophor of 7a with 350-nm light gives rise to the isopropylidenethiirane 8, besides molecular nitrogen, in a very clean reaction; at almost quantitative conversions, less than 2percent of byproducts are observed, and about 10percent of 8 have isomerized to the pentadienethiol 9.Photolysis of the stereoisomers cis- and trans-7b yields mixtures of the alkylidenethiiranes (E)- and (Z)-10 with (E)/(Z) ratios of 35:65 and 49:51.The results are interpreted in terms of diastereomeric bis-orthogonal (cis- and trans-21) and mono-orthogonal thioxyallyl diradicals (E)- and (Z)-23 which cyclize to furnish (E)- and (Z)-10.There seems to be a qualitative resemblance between the photochemical and thermal stabilities in the series of 4-substituted tetramethyl-1-pyrazolines, viz. 7a oct-2-ene derivatives. Key Words: 4H-Pyrazole-4-thiones, 3,3,5,5-tetraalkyl-3,5-dihydro- / Thiiranes, 3,3-dialkyl-2-alkylidene/ 1,3-Pentadiene-3-thiol, 2,4-dimethyl- / Photolysis/ Extrusion of molecular nitrogen/ (E)/(Z) Stereoselectivity

NATURE OF THYOXYALLYL INTERMEDIATE IN THE DECOMPOSITION OF ALLENE EPISULFIDE AND PYRAZOLINE-4-THIONE

Thermolysis of tetramethylallene episulfide (10) gave 2,4-dimethyl-3-mercaptopenta-1,3-diene(12) via thioxyallyl intermediate(13) by unimolecular C-S bond cleavage. 3,3,5,5-Tetramethylpyrazoline-4-thione(11) also gave 12 probably via the same intermediate(13), which has a biradical character.

REACTIONS OF CYCLIC DISULFIDES WITH CARBENES; DESULFURIZATION AND INSERTION

Reactions of several cyclic disulfides with carbenes generated by catalytic and photochemical decompositions of diazo compounds have been studied.Carbenes reacted with cyclic disulfides yielding 1,3-dithiane quantitatively as S-S insertion reaction, while

Branched amides of L-aspartyl-D-amino acid dipeptides

Amides of L-aspartyl-D-amino acid dipeptides of the formula STR1 and physiologically acceptable cationic and acid addition salts thereof wherein Ra is CH2 OH or CH2 OCH3 ; R is a branched member selected from the group consisting of fenchyl, diisopropylcarbinyl, d-methyl-t-butylcarbinyl, d-ethyl-t-butylcarbinyl, di-t-butylcarbinyl, 2-methylthio-2,4-dimethylpentan-3-yl, STR2 where at least one of R3, R4, R5, R6 is alkyl having from one to four carbon atoms and the remainder are hydrogen or alkyl having from one to four carbon atoms, X is O, S, SO, SO2, C=O or CHOH; m is zero or 1-4, n and p are each zero, 1, 2 or 3 where the sum of n+p is not greater than 3 and the sum of the carbon atoms in R3, R4, R5 and R6 is not greater than six, and when both of R3 and R4 or R5 and R6 are alkyl they are methyl or ethyl, STR3 where one of R7, R8, R9 is alkyl having from one to four carbon atoms and the remainder are hydrogen or alkyl having from one to four carbon atoms and the sum of the carbon atoms in R7, R8 and R9 is not greater than six, m and q are the same or different and each have the values previously defined for m; STR4 where each of R12 and R13 are methyl or ethyl, or R12 is hydrogen and R13 is alkyl having from one to four carbon atoms, Z is O or NH and t is 1 or 2, STR5 where W is 1-4, R14 and R16 are each alkyl having from one to four carbon atoms, R15 is H, OH, methyl or ethyl and the sum of the carbon atoms in R14, R15 and R16 is not greater than six and when both of R14 and R15 are alkyl they are methyl or ethyl, and STR6 where R17 and R19 are alkyl having from one to four carbon atoms, R18 and R20 are H or alkyl having one to two carbon atoms, A is OH and B is H, OH or CH3 and taken together A and B are STR7 where the sum of the carbon atoms in R17, R18, R19 and R20 is not greater than six and when both of R17 and R18 or R19 and R20 are alkyl they are methyl or ethyl; said amides are potent sweeteners having advantages over the prior art, edible compositions containing them, methods for their use in edible compositions and novel amide intermediates useful in their production.