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Allyl propyl disulfide information


Allyl propyl disulfide
Names
Preferred IUPAC name
3-(Propyldisulfanyl)prop-1-ene
Other names
2-Propenyl propyl disulphide
4,5-Dithia-1-octene[1]
Onion oil[1]
2-Propenyl propyl disulfide[1]
Propyl allyl disulfide[1]
1-Allyl-2-propyldisulfane (not recommended)
Identifiers
CAS Number
  • 2179-59-1 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 15731 checkY
ECHA InfoCard 100.016.864 Edit this at Wikidata
EC Number
  • 218-550-7
PubChem CID
  • 16591
RTECS number
  • JO0350000
UNII
  • 0167D73R1T
UN number 1993
CompTox Dashboard (EPA)
  • DTXSID8024448 Edit this at Wikidata
InChI
  • InChI=1S/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3 checkY
    Key: FCSSPCOFDUKHPV-UHFFFAOYSA-N checkY
  • InChI=1/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3
    Key: FCSSPCOFDUKHPV-UHFFFAOYAQ
SMILES
  • S(SCCC)CC=C
Properties
Chemical formula
C6H12S2
Appearance Pale-yellow liquid
Odor strong onion-like odor[1]
Density 0.984 g/cm3
Melting point −15 °C; 5 °F; 258 K
Solubility in water
Insoluble[1]
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H335
Precautionary statements
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point 54.4 °C (129.9 °F; 327.5 K)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 2 ppm (12 mg/m3)[1]
REL (Recommended)
TWA 2 ppm (12 mg/m3)
ST 3 ppm (18 mg/m3)[1]
IDLH (Immediate danger)
N.D. [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Allyl propyl disulfide is an organosulfur compound with the chemical formula C3H5S2C3H7. It is a volatile pale-yellow liquid with a strong odor. It is a major component of onion oil and is used in food additives and flavors.[2]

Allyl propyl disulfide is present in garlic and onion. When onion or garlic is sliced, the substance evaporates and causes eyes to irritate.[3] When garlic or onion is cooked, it also evaporates, ridding them of the spicy taste, and leaving a sweet taste.[citation needed]

  1. ^ a b c d e f g h i j NIOSH Pocket Guide to Chemical Hazards. "#0020". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Lawson, Larry D.; Wang, Zhen Yu J.; Hughes, Bronwyn G. "Identification and HPLC quantitation of the sulfides and dialk(en)yl thiosulfinates in commercial garlic products" Planta Medica 1991, vol. 57, pp. 363-70. doi:10.1055/s-2006-960119
  3. ^ CDC - NIOSH Pocket Guide to Chemical Hazards

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Allyl propyl disulfide

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Allyl propyl disulfide is an organosulfur compound with the chemical formula C3H5S2C3H7. It is a volatile pale-yellow liquid with a strong odor. It is...

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Diallyl disulfide

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Diallyl disulfide can be easily detected in the air or in the blood with gas chromatography. Allyl propyl disulfide allyl disulfide Diallyl disulfide at Sigma...

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Propyl group

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In organic chemistry, a propyl group is a three-carbon alkyl substituent with chemical formula −CH2CH2CH3 for the linear form. This substituent form is...

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Allyl group

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In organic chemistry, an allyl group is a substituent with the structural formula −CH2−HC=CH2. It consists of a methylene bridge (−CH2−) attached to a...

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Disulfide

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In chemistry, a disulfide (or disulphide in British English) is a compound containing a R−S−S−R′ functional group or the S2− 2 anion. The linkage is also...

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Garlic allergy

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of the latter is the chemical diallyl disulfide (DADS), together with related compounds allyl propyl disulfide and allicin. These chemicals occur in oils...

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Dog health

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cats. Allyl propyl disulfide has been reported as being considered to be the main cause of onion poisoning in dogs. Alkyl thiosulfate and N-propyl disulfide...

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Substances poisonous to dogs

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shallots, scallions, chives, and leeks. These contain N-propyl disulfide, Allyl propyl disulfide, and sodium N-propylthiosulfate which can cause red blood...

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Dog food

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(theobromine poisoning), onion and garlic (thiosulfate, alliin or allyl propyl disulfide poisoning), grapes and raisins (cause kidney failure in dogs), milk...

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Thiol

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C6H12S2

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Isopropyl alcohol

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Vinyl group

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vinylogous: In allyl compounds, where the next carbon is saturated but substituted once, allylic rearrangement and related reactions are observed. Allyl Grignard...

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Alkyl group

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general formula −CnH2n+1. Alkyls include methyl, (−CH3), ethyl (−C2H5), propyl (−C3H7), butyl (−C4H9), pentyl (−C5H11), and so on. Alkyl groups that contain...

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Azeotrope tables

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Isocyanide

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often of practical value, the first isocyanide, allyl isocyanide, was prepared by the reaction of allyl iodide and silver cyanide. RI + AgCN → RNC + AgI...

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Acyl group

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not acyl groups, but alkyl groups derived from alkanes (methyl, ethyl, propyl, butyl), alkenyl groups derived from alkenes (propenyl, butenyl), or aryl...

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Isothiocyanate

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metabolites called glucosinolates. A prominent natural isothiocyanate is allyl isothiocyanate, also known as mustard oils. Cruciferous vegetables, such...

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Phenyl group

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Acetal

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Peroxide

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Sulfenic acid

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Nitro compound

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Oxime

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Ketone

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Thiosulfinate

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are the first of the series of functional groups containing an oxidized disulfide bond. Other members of this family include thiosulfonates (R-SO2-S-R)...

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Ethyl group

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Hydroxy group

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Organic acid anhydride

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