Allyl disulfide

Treatment of 2-methylthiirane with t-butyl hydroperoxide at 150 °C in a sealed vessel gave very low yields of allyl disulfide, 2-propenethiol and thioacetone. The allyl derivatives may be derived from abstraction of a hydrogen atom from the methyl group followed by ring opening to the allylthio radical. Percarbonate derivatives of 2-hydroxymethylthiirane decompose via a free radical pathway to tar. Acrylate esters of 2-hydroxymethylthiirane undergo free radical polymerization through the double bond. 

Allium victorialis L. var. platyphyllum (Hult.) Makino Ge Cong (Serpent garlic) (whole plant) Methyl allyl disulfide, dially disulfide, methyl allyltrisulfide, 1-propenyl sulfonic acid, methyl-1-propenyl disulfide, allyl-l-propenyl disulfide.48-50 A diuretic, vermifuge, treat cold. 

Non-activated double bonds, e.g. in the allylic disulfide 1 (Fig. 10.2) in which there are no substituents in conjugation with the double bond, require high initiator concentrations in order to achieve reasonable polymerisation rates. This indicates that competition between addition of initiator radicals (R = 2-cyanoisopropyl from AIBN) to the double bond of 1 and bimolecular side reactions (e.g. bimolecular initiator radical-initiator radical reactions outside the solvent cage with rate = 2A t[R ]2 where k, is the second-order rate constant) cannot be neglected. To quantify this effect, [R ] was evaluated using the quadratic Equation 10.5 describing the steady-state approximation for R (i.e. the balance between the radical production and reaction). In Equation 10.5, [M]0 is the initial monomer concentration, k is as in Equation 10.4 (and approximately equal to the value for the addition of the cyanoisopropyl radical to 1-butene) [3] and k, = 109 dm3 mol 1 s l / is assumed to be 0.5, which is typical for azo-initiators (Section 10.2). The value of 11, for the cyanoisopropyl radicals and 1 was estimated to be less than Rpr (Equation 10.3) by factors of 0.59, 0.79 and 0.96 at 50, 60 and 70°C, respectively, at the monomer and initiator concentrations used in benzene [5] ... 

Alkyl sulfides and thiols. Some alkyl thiols and sulfides, notably those from commonly ingested Allium sativum (garlic) and Allium cepa (onion) (Alliaceae), are variously bioactive as odorants and antimicrobials. Propanethial S-oxide (CH3-CH2-CH=S=0) is a lachrymatory irritant principle of onion. Allicin (S-oxodiallydisulfide CH2=CH—CH2-SO-S-CH2— CH=CH2), diallyldisulfide (CH2=CH-CH2-S-S-CH2-CH=CH2) and diallylsulfide (CH2=CH—CH2—S—CH2-CH=CH2) are major odorants of garlic that are reactive and irritant because of the allyl groups. Dimethyl disulfide (CH3—S—S-CH3), dipropyl disulfide (CH3-CH2-CH2-S-S-CH2-CH2-CH3), methyl allyl disulfide (CH3-S-S-CH2-CH=CH2) and propane-1-thiol (CH3-CH2—CH2—SH) are further Allium odorants. Methane thiol (methyl mercaptan CH3—SH) is a widespread plant volatile and notably derives from anaerobic bacterial degradation of cysteine as in human flatus and bad mouth odour. The aliphatic disulfides allicin and ajoene inhibit proinflammatory expression of iNOS. 

Methionol (= 3-(Methylthio)-propanol) (thioether alcohol) 4-Methoxy-2-methyl-2-butanethiol (alkyl thiol) Methyl allyl disulfide (alkyl disulfide)... 

Allyl disulfide (diallyl gulfide) [2179-57-9] M 146.3, b 58-59 /5mm, 79-81 /20mm, 138-139 /atm, d 4 1.01, np 1.541. Purified by fractional distn until their molar refractivities are in uniformLy good agreement with the calculated values [J Am Chem Soc 69 1710 1947]. Also purified by gas chromatography [retention times J Org Chem 24 175 7959 UV J Chem Soc 395 7949]. 

Sulfur-containing compounds, such as dimethylsulfide, thiolactic acid, and allyl disulfide... 

Cyclic allylic disulfide readily underwent the R-ROP due to the facile cleavage of the bond between allylic carbon and sulfur atom, resulting in the production of polysuffides with exo-methylene groups (3, 41, 42). Acrylate-based cyclic allylic sulfide also showed a high radical polymerizability (3, 43). The copolymerization of acrylate-based cyclic allylic sulfide with MMA and styrene produced the corresponding copolymers bearing sulfide and ester moieties in the polymer backbone (43). 

A five-membered cyclic vinylsitlfone underwent the complete R-ROP to afford the polysitlfone with double bonds in the main chain, whereas the R-ROP of a six-membered one was accompanied by vinyl polymerization (5, 46). A six-membered vinyldisitlfone coitld imdergo the R-ROP to afford the complete ring opened polymer (3, 47). A polysnlfone with exo-methylene groups in the polymer backbone could be also prepared by the R-ROP of cyclic allylic disulfides followed by the oxidation (48). 

SYNONYMS 4,5-dithia-l-octene, onion oil, 2-propenyl propyl di-sulfide, propyl allyl disulfide... 

Synonyms/Trade Names 4,5-Dithia-1-octene, Onion oil, 2-Propenyl propyl disulfide, Propyl allyl disulfide... 

Mixture of 32% aiiyi propyi disuifide, 31% propyi disulfide and 32% allyl disulfide. Liquid suspension method. 

Allyl,-2a-dimethoxyphenetole. See Allyidimethoxyphenetole Ally trans-2,3-dimethylacrylate. See Allyl tiglate Allyidioxybenzene methylene ether. See Safrol Allyl disulfanyl-propene. See Allyl disulfide Allyl disulfide... 

Diallyl dimethyl ammonium chloride. See Dimethyl diallyl ammonium chloride Diallyidimethyl ammonium chloride with acrylamide. See Polyquatemium-7 Diallyidimonium chloride/hydroxyethylcellulose copolymer. See Polyquatemium-4 Diallyl disulfide. See Allyl disulfide Diallyl ester acetic acid. See Diacetone acrylamide Diallyl fumarate CAS 2807-54-7... 

Propenyl 3-cyclohexanepropanoate. See Allyl cyclohexanepropionate 2-Propenyl (cyclohexyloxy) acetate. See Allyl cycl ohexyl oxyacetate 2-Propenyl disulfide. See Allyl disulfide 2-Propenylethanoate. See Allyl acetate 2-Propenyl-6-ethoxyphenol. See Propenylguaethol... 

Propyl allyl disulfide. See Allyl propyl disulfide Propylamine. See n-Propylamine 2-Propylamine. See Isopropylamine n-Propylamine... 

Acetylfuran Allyl disulfide Allyl isovalerate Allyl octanoate Allyl phenylacetate... 

Allyl anthranilate Allyl butyrate Allyl caproate Allyl cinnamate Allyl cyclohexaneacetate Allyl cyclohexanebutyrate Allyl cyclohexanehexanoate Allyl cyclohexanepropionate Allyl cyclohexanevalerate Allyl disulfide Allyl 2-ethyl butyrate Allyl 2-furoate Allyl heptanoate Allyl a-ionone Allyl isothiocyanate... 

Allyl caproate Allyl cinnamate Allyl cyclohexaneacetate Allyl cyclohexanebutyrate Allyl cyclohexanehexanoate Allyl cyclohexanepropionate Allyl cyclohexanevalerate Allyl disulfide Allyl 2-ethy I butyrate Allyl heptanoate Allyl a-ionone Allyl isothiocyanate Allyl isovalerate Allyl mercaptan Allyl nonanoate Allyl octanoate Allyl phenoxyacetate Allyl phenylacetate Allyl propionate Allyl sorbate Allyl sulfide Allyl tiglate Allyl 10-undecenoate Ambrettolide Ammonium isovalerate Ammonium sulfide Amyl acetate n-Amyl alcohol Amyl butyrate o-Amylcinnamaldehyde a-Amylcinnamaldehyde dimethyl acetal a-Amylcinnamyl acetate o-Amylcinnamyl alcohol a-Amylcinnamyl formate a-Amylcinnamyl isovalerate Amyl formate Amyl 2-furoate Amyl heptanoate Amyl hexanoate Amyl octanoate Amyl salicylate p-Anisaldehyde Anisole p-Anisyl acetate p-Anisyl alcohol Anisyl butyrate Anisyl formate Anisyl phenylacetate Anisyl propionate Benzaidehyde... 

Potassium acid saccharate CeHioS Allyl sulfide C6H10S2 Allyl disulfide CeHioSe Diallyl trisulfide CeHiiCIHgOe... 

A series of trisubstituted alkenes containing (Z)-allylthio moieties as the key structural units, that is, sodium (Z)-allyl thiosulfates 338, symmetrical di[(Z)-allyl] sulfides 343 and di[(Z)-allyl] disulfides 339 and unsymmetrical diallyl sulfides 341 have been prepared in moderate to good yields via chemical transformations from the acetates of MBH adducts. In addition, it was found that the Sm and a trace amount of I2 could be used for the selective cleavage of the S-S or C-S bonds in sodium (Z)-allyl thiosulfates 338, depending on the substituents (alkyl or aryl group), to give the corresponding... 

One of the three principal low-molecular-weight allergens of garlic. AUylpropyl disulfide and allicin are the other allergens Synonyms di-2-propenyl disulfide allyl disulfide DADS dithia-i,7-octadiene garlicin... 

Alliin Allyl cysteine sulfoxide Allicin Allyl disulfide Diallyl disulfide Cysteine Allium sativa... 

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