

Available forms:clear colorless liquid
pd_proNo:410183-e0cfadfa-a7e6-4c61-92dc-4692f687172a
pd_productuse:
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Physical & Chemical Properties |
It is an oily substance scented with garlic. Boiling point: 139 ° C (101.056Pa), relative density: 0.8876, refractive index: 1.4877. Soluble in organic solvents such as ether and the like, insoluble in water. Also it can be oxidized to diallyl sulfone. Figure 1: Diallyl Disulfide Figure 2: Diallyl trisulfide |
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Preparation Method |
The two main methods for preparation of diallyl sulfide are: biological extraction and chemical synthesis. Biological extraction The more common biological extraction methods are steam distillation, organic solvent extraction and supercritical CO2 extraction. Steam distillation is to use water as a solvent, then heat under a certain pressure to extract the soluble active ingredients from the natural products. The advantage of this method is that it is simple to operate and suitable for the extraction of active ingredients that are generally easier to extract. Its disadvantages include the greater loss of the active ingredients in the thermosensitives, lower yield, and that the active ingredients in the extract are not easily separated. Process for allicin extraction: fermentation temperature: ?50 ~ 55 ℃, fermentation duration: 2h ~ 3h, add water into the garlic with the proportion of 1: 4 water, distilled for the duration of 1.5h ~ 2h. Organic solvent extraction method is to use organic solvent as extraction agent, and extract the active ingredients of natural products at a certain temperature and extraction duration. ?Usually methanol, ethanol, acetone, ethyl ether or the mixture of these solvents are used as the organic solvents. Compared withthe steam distillation extraction, the advantage of the organic solvent extraction is that the extract has higher purity. Also it is one of the traditional extraction methods. Use ethanol with volume fraction of 95% as the extraction solvent, and add the extractant in proportion of 1g: 4mL. First the enzymolysis time was 0.5h when the temperature is set to 40 ℃; then have the extraction for 1.5h when the temperature is set to 30 ℃; finally set the temperature at 50 ℃, and have it concentrated under reduced pressure in a steamer rotating at a speed of 4500r / min to extract allicin. The extraction rate can reach 0.24%. Chemical synthesis Mix Na2S2O3?5H2O62g (0.25mol) and 3-bromopropene 24g (0.20mol) in ethanol - water (V ethanol: V water = 60:40) evenly and reflux to homogeneity. Add 30mL of concentrated hydrochloric acid, reflux for 5h, standing still, then separate the upper layer and put it into 100mL10% NaOH solution placed in an ice bath, add 80mL of 25% K3Fe (CN) 6 (6mmol) aqueous solution while stirring and stop after 2.5h. Separate the organic layer and dry it over anhydrous sodium sulfate. Then filter off the desiccant, recover the solvent, and finally 6.6 g of pale yellow oily substance will be obtained.? Figure 3: Synthetic route |
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Toxicity |
GRAS(FEMA)。 |
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Maximum limits |
FEMA (mg / kg): Drinks 0.04; Cold Drink 0.06; Confectionery 0.07; Bakery Products 0.05; Seasoning 13; Meat 3.7. FDA, § 172.515: Appropriate amount. |
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Preparation |
From allyl iodide plus potassium sulfide in alcoho |
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Biochem/physiol Actions |
Organosulfur compound from garlic that inhibits chemically-induced carcinogenesis in experimental animals. Competitive inhibitor of Cytochrome P450 2E1 (CYP2E1) that, in turn, blocks the activation of several chemcal carcinogens. |
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Anticancer Research |
It is a thioether, found in garlic, inhibits cytochrome P450 IIE1 isoform, and therebysuppresses carcinogenesis (Aggarwal and Shishodia 2004). The consumption ofgarlic provides protection from gastrointestinal cancers and also suppresses theprogression of colorectal adenomas (Hosseini and Ghorbani 2015). |
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General Description |
Diallyl sulfide refers to the following 4 ingredients: diallyl monosulfide, diallyl disulfide, diallyl trisulfide and diallyl tetrasulfide, which exist in putrefaction decomposer of vegetables, green onion and the fruit of.cruciferous plants. As the main component of garlic extract, it is featured with strong anti-cancer, anti-virus, antibacterial activity, strong inhibition of platelet aggregation and immunity improvement. It has been widely used in the industries such as medical and health, fodder and the like. |
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Aroma threshold values |
Detection at 0.05 ppb |
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Taste threshold values |
Taste characteristics at 2 ppm: sulfureous, onion–garlic and vegetative radish-like with a slightly hot nuance |
InChI:InChI=1/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2
Electrophilic addition of SCl2, SeCl2 an...
Reported herein is asyn-thioallylation o...
A mild hemin catalytic system for sulfon...
Diallyl trisulfide (DATS) reacts rapidly...
An efficient method for the deoxygenatio...
Dithiocarbonic acid S-allyl ester O-benzyl ester
diallyl sulphide
dibenzyl sulfide
allyl(benzyl)sulfide
| Conditions | Yield |
|---|---|
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With
1,2-bis-(diphenylphosphino)ethane;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran;
at 65 ℃;
for 7h;
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32% |
3-chloroprop-1-ene
diallyl disulphide
diallyl sulphide
diallyl trisulfide
diallyl tetrasulfide
| Conditions | Yield |
|---|---|
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With
sodium sulfide; sodium hydroxide; sulfur;
polyethylene glycol;
In
water;
at 45 - 60 ℃;
under 1173.78 Torr;
3-chloroprop-1-ene;
In
water;
at 45 - 50 ℃;
under 915.2 - 4897.34 Torr;
Product distribution / selectivity;
continuous process;
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With
sodium sulfide; sodium hydroxide; sulfur;
In
water;
at 45 - 60 ℃;
under 1173.78 Torr;
3-chloroprop-1-ene;
In
water;
at 45 - 50 ℃;
under 915.2 - 4897.34 Torr;
Product distribution / selectivity;
continuous process;
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allyl iodid
β,β'-dihydroxydipropyl sulfide
diallyl disulphide
3,3'-thiodipropanol
bis-(1-propenyl) sulfide
hexa-1,5-diene-3-thiol
propyl sulfide
2,2'-thiobis[1-(4-bromophenyl)ethanone]
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