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Cas Database |
| Name |
Diallyl sulfide |
EINECS | 209-775-1 |
| CAS No. | 592-88-1 | Density | 0.866 g/cm3 |
| PSA | 25.30000 | LogP | 2.09160 |
| Solubility | Soluble in alcohol, chloroform, ether, and carbon tetrachloride. Insoluble in water. | Melting Point |
-83 °C |
| Formula | C6H10S | Boiling Point | 141.5 °C at 760 mmHg |
| Molecular Weight | 114.211 | Flash Point | 46.1 °C |
| Transport Information | UN 1993 3/PG 3 | Appearance | clear colorless liquid |
| Safety | 26-36-37/39-23-16 | Risk Codes | 10-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Allylsulfide (6CI,7CI,8CI);Allyl monosulfide;Bis(2-propenyl) sulfide;Di(2-propenyl) sulfide;Diallyl monosulfide;Diallylthioether;NSC 20947;Oil garlic;Thioallyl ether;Allyl sulfide; |
Article Data | 52 |
Diallyl sulfide Synthetic route
- 14180-63-3
diallyl sulfoxide
- 592-88-1
diallyl sulphide
| Conditions | Yield |
|---|---|
| With trifluoromethylsulfonic anhydride; potassium iodide In acetonitrile at 20℃; for 0.0833333h; | 95% |
| With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium iodide for 0.0333333h; Neat (no solvent); chemoselective reaction; | 93% |
| With iodine; sodium hydrogensulfite In chloroform at 50℃; for 3h; Temperature; | 90% |
| With Silphos; iodine In acetonitrile for 0.25h; Heating; | 89% |
| With sodium iodide at 20℃; for 1h; Green chemistry; | 87% |
| Conditions | Yield |
|---|---|
| With hexamethyldisilathiane at 150 - 160℃; for 7h; | 84% |
| With potassium sulfide |
- 75-66-1
2-methylpropan-2-thiol
- 106-95-6
allyl bromide
A
- 37850-75-2
allyl tert-butyl sulfide
B
- 592-88-1
diallyl sulphide
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol 0 deg C, 1 h; 25 deg C, overnight; Yields of byproduct given. Title compound not separated from byproducts; | A 66% B n/a |
| Conditions | Yield |
|---|---|
| With hydrogen sulfide In dimethyl sulfoxide at 40℃; for 3h; | A 11% B 50.8% |
- 1309645-82-6
bis[2-chloro-3-(trimethylsilyl)-propyl]sulfide
- 592-88-1
diallyl sulphide
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In methanol at 20℃; for 7h; | 47% |
- 6329-40-4
Dithiocarbonic acid S-allyl ester O-benzyl ester
A
- 592-88-1
diallyl sulphide
B
- 538-74-9
dibenzyl sulfide
C
- 6937-97-9
allyl(benzyl)sulfide
| Conditions | Yield |
|---|---|
| With 1,2-bis-(diphenylphosphino)ethane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 65℃; for 7h; | A n/a B n/a C 32% |
- 22388-07-4
2-allylmercapto-1,3-benzothiazole
- 67-66-3
chloroform
A
- 95-16-9
1,3-Benzothiazole
B
- 2179-57-9
diallyl disulphide
C
- 592-88-1
diallyl sulphide
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tetrabutylammomium bromide at 45 - 55℃; for 25h; Rearrangement; disproportionation; Further byproducts given; | A 24% B 24% C 15% D n/a |
- 22388-07-4
2-allylmercapto-1,3-benzothiazole
- 67-66-3
chloroform
A
- 95-16-9
1,3-Benzothiazole
B
- 2179-57-9
diallyl disulphide
C
- 592-88-1
diallyl sulphide
D
- 4271-09-4
2,2'-benzothiazolyl
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tetrabutylammomium bromide at 45 - 55℃; for 25h; Rearrangement; disproportionation; Further byproducts given; | A 24% B 24% C 15% D 2% |
- 2179-57-9
diallyl disulphide
- 74-86-2
acetylene
A
- 592-88-1
diallyl sulphide
B
- 105278-48-6
Vinyl propen-1-yl sulfide
C
- 104324-36-9
(E)-allyl(prop-1-en-1-yl)sulfane
D
- 123351-73-5, 123351-76-8
1-vinylthio-3-(1-propenylthio)-1-propene
| Conditions | Yield |
|---|---|
| With potassium hydroxide; hydroquinone In water; dimethyl sulfoxide at 40 - 45℃; under 9880 - 15200 Torr; for 4h; Further byproducts given; | A 0.7% B 17.8% C 1.4% D 19.6% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide at 200℃; |
Diallyl sulfide Chemical Properties
Molecular Structure of Allyl sulfide (CAS NO.592-88-1):
.gif)
IUPAC Name: 3-Prop-2-enylsulfanylprop-1-ene
Molecular Formula: C6H10S
Molecular Weight: 114.20
EINECS: 209-775-1
FEMA: 2042
storage temp.: 2-8 °C
Melting Point: -83 °C
Index of Refraction: 1.478
Molar Refractivity: 37.29 cm3
Molar Volume: 131.7 cm3
Surface Tension: 26.7 dyne/cm
Density: 0.866 g/cm3
Flash Point: 46.1 °C
Enthalpy of Vaporization: 36.31 kJ/mol
Boiling Point: 141.5 °C at 760 mmHg
Vapour Pressure: 7.3 mmHg at 25 °C
Water Solubility: 621 mg/L at 25 °C
Product Categories: sulfide Flavor
Appearance: clear colorless liquid
Canonical SMILES: C=CCSCC=C
InChI: InChI=1S/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2
InChIKey: UBJVUCKUDDKUJF-UHFFFAOYSA-N
Classification Code: Anticarcinogenic agents; Antineoplastic agents; Antioxidants; Mutation data; Protective Agents
Diallyl sulfide Uses
Allyl sulfide (CAS NO.592-88-1) is mianly used in the production of flavors.
Diallyl sulfide Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Chemical Toxicology. Vol. 26, Pg. 299, 1988. | |
| rabbit | LDLo | intravenous | 330mg/kg (330mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Biochemical Journal. Vol. 4, Pg. 107, 1909. |
| rat | LD50 | oral | 2980mg/kg (2980mg/kg) | Food and Chemical Toxicology. Vol. 26, Pg. 299, 1988. |
Diallyl sulfide Consensus Reports
Reported in EPA TSCA Inventory.
Diallyl sulfide Safety Profile
Poison by intravenous route. Moderately toxic by ingestion. An irritant to skin, eyes, and mucous membranes. When heated to decomposition it emits toxic SOx. Explosive reaction with N-bromosuccinimide.
Safety Information of Allyl sulfide (CAS NO.592-88-1):
Hazard Codes: 
Xi
Risk Statements: 10-36/37/38
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39-23-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
RIDADR: UN 1993 3/PG 3
WGK Germany: 2
RTECS: BC4900000
HazardClass: 3
PackingGroup: III
Diallyl sulfide Specification
Allyl sulfide (CAS NO.592-88-1), its Synonyms are 2-Propenyl sulphide ; 3,3-Thiobis(1-propene) ; Allyl monosulfide ; Diallyl monosulfide ; Diallyl sulfide ; Diallyl thioether ; Oil garlic ; Thioallyl ether ; 1-Propene, 3,3'-thiobis- .
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