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Diallyl sulfide

CAS No.
592-88-1
Chemical Name:
Diallyl sulfide
Synonyms
ALLYL SULFIDE;Oil garlic;DIALLYL SULPHIDE;FEMA 2042;ALLYL SULPHIDE;Allyl monosulfide;di-2-propenyl sulfide;Diallyl sulfide, 97% / Allyl sulfide;NSC 20947;oilgarlic
CBNumber:
CB8356893
Molecular Formula:
C6H10S
Molecular Weight:
114.21
MDL Number:
MFCD00008658
MOL File:
592-88-1.mol
MSDS File:
SDS
Last updated:2024-11-11 17:44:06

Diallyl sulfide Properties

Melting point -83 °C
Boiling point 138 °C(lit.)
Density 0.887 g/mL at 25 °C(lit.)
vapor density 3.9 (vs air)
vapor pressure 7 mm Hg ( 20 °C)
FEMA 2042 | ALLYL SULFIDE
refractive index n20/D 1.490(lit.)
Flash point 115 °F
storage temp. 2-8°C
solubility 3mg/mL in ethanol;5mg/mL in DMSO;10mg/mL in dimethyl formamide
form Liquid
color Clear colorless
Odor at 0.10 % in propylene glycol. sulfurous onion garlic horseradish metallic
Odor Type sulfurous
Odor Threshold 0.00022ppm
explosive limit 1.1%(V)
Water Solubility Soluble in alcohol, chloroform, ether, and carbon tetrachloride. Insoluble in water.
Merck 14,297
JECFA Number 458
BRN 1736016
Dielectric constant 4.9(20℃)
InChIKey UBJVUCKUDDKUJF-UHFFFAOYSA-N
LogP 2.61
Substances Added to Food (formerly EAFUS) ALLYL SULFIDE
FDA 21 CFR 172.515
CAS DataBase Reference 592-88-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 60G7CF7CWZ
NIST Chemistry Reference 1-Propene, 3,3'-thiobis-(592-88-1)
EPA Substance Registry System 1-Propene, 3,3'-thiobis- (592-88-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P370+P378
Hazard Codes  Xi
Risk Statements  10-36/37/38
Safety Statements  26-36-37/39-23-16
RIDADR  UN 1993 3/PG 3
WGK Germany  2
RTECS  BC4900000
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29309070
NFPA 704
2
2 0

Diallyl sulfide price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W204218 Allyl sulfide ≥97%, FG 592-88-1 100g $70.1 2024-03-01 Buy
Sigma-Aldrich W204218 Allyl sulfide ≥97%, FG 592-88-1 1kg $429 2024-03-01 Buy
Sigma-Aldrich W204218 Allyl sulfide ≥97%, FG 592-88-1 4kg $1310 2024-03-01 Buy
Sigma-Aldrich 40647 Allyl sulfide analytical standard 592-88-1 1ml $63.9 2022-05-15 Buy
Sigma-Aldrich 40647 Allyl sulfide analytical standard 592-88-1 5ml $259 2022-05-15 Buy
Product number Packaging Price Buy
W204218 100g $70.1 Buy
W204218 1kg $429 Buy
W204218 4kg $1310 Buy
40647 1ml $63.9 Buy
40647 5ml $259 Buy

Diallyl sulfide Chemical Properties,Uses,Production

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.

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.
Diallyl Disulfide
Figure 1: Diallyl Disulfide
Diallyl trisulfide
Figure 2: Diallyl trisulfide

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
Figure 3: Synthetic route

Uses

Used as a reagent. 
Used in the industries such as medical and health, fodder and the like.

Toxicity

GRAS(FEMA)。

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.

Chemical Properties

A colorless liquid with characteristic garlic odor. Oil-soluble component of garlic

Chemical Properties

clear colorless liquid

Occurrence

Reported found in garlic (Allium sativum L.), onion (Allium cepa L.), nira (Allium tuberosum Rottl.), caucas (Allium victoralis L.), mustard (Brassica species) and cooked/boiled beef

Uses

antibacterial, antifungal, antineoplastic, antihypercholesterolaemic, hepatoprotectant

Uses

manufacture of flavors.

Uses

Diallyl sulfide is a modulator of drug metabolizing enzyme P450 system and inducer of the phase II detoxifying enzyme GST. Diallyl sulfide is also an inhibitor of CYP2E1 and believed to prevent chemically-induced carcinogenesis in many tissues. It is also used as a food additive. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Definition

ChEBI: Diallyl sulfide is an organic sulfide.

Preparation

From allyl iodide plus potassium sulfide in alcoho

Aroma threshold values

Detection at 0.05 ppb

Taste threshold values

Taste characteristics at 2 ppm: sulfureous, onion–garlic and vegetative radish-like with a slightly hot nuance

General Description

Allyl sulfide is a volatile flavor compound naturally found in Allium species such as garlic and onion. It is has a characteristic garlic odor and is used as a flavoring agent in meat and condiments.

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.

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).

14180-63-3
592-88-1
Synthesis of Diallyl sulfide from DIALLYLSULFONE

Diallyl sulfide Preparation Products And Raw materials

Global( 212)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
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SIMAGCHEM CORP
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View Lastest Price from Diallyl sulfide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diallyl sulfide pictures 2024-11-11 Diallyl sulfide
592-88-1
US $10.00 / KG 1KG 99% 100 mt Hebei Weibang Biotechnology Co., Ltd
Diallyl sulfide pictures 2023-08-24 Diallyl sulfide
592-88-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Allyl Sulfide pictures 2023-02-13 Allyl Sulfide
592-88-1
US $80.00 / kg 1kg 99% 100MT Hebei baicao biology science and technology co., ltd
  • Diallyl sulfide pictures
  • Diallyl sulfide
    592-88-1
  • US $10.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • Allyl Sulfide pictures
  • Allyl Sulfide
    592-88-1
  • US $80.00 / kg
  • 99%
  • Hebei baicao biology science and technology co., ltd
(CH2=CHCH2)2S 1-propene,3,3’-thiobis- 3-(Allylsulfanyl)-1-propene 3,3’-thiobis-1-propen 3,3’-thiobis-1-Propene 3-Prop-2-enylsulfanylprop-1-ene Bis(2-propenyl) sulfide 3-(2-Propenylthio)propan-1-ene Di(2-propen-1-yl) sulfide 3,3-Thiobis(1-propene) ALLYLMONOSULPHIDE Allyl sulfide, 97% 25ML ALLYL SULFIDE(SH) Allyl sulfide,Diallyl sulfide DIALLYSULFIDE allyl thioether ALLYL SULFIDE 97+% DIALLYLMONOSULPHIDE diallylsulfane NSC 20947 Allyl sulfide 97% DIALLYL SULFIDE Diallyl thioether allylmonosulfide Diallyl monosulfide Diallyl thioather diallylmonosulfide oilgarlic THIOALLYL ETHER Diallyl sulfide for synthesis 2-PROPENYL SULPHIDE Allyl Sulfide > Diallyl sulfide USP/EP/BP Allyl monosulfide Diallyl sulfide, 97% / Allyl sulfide DIALLYL SULPHIDE FEMA 2042 di-2-propenyl sulfide Oil garlic ALLYL SULFIDE ALLYL SULPHIDE Allyl sulfur 592-88-1 CH2CHCH2SCH2CHCH2 C6H10S Sulfides/Disulfides Sulfur Compounds Organic Building Blocks Building Blocks sulfide Flavor Allium cepa (Onion) Allium sativum (Garlic) Armoracia rusticana (Horseradish) Building Blocks Chemical Synthesis Nutrition Research Organic Building Blocks Phytochemicals by Plant (Food/Spice/Herb)