Dicyclohexyl disulfide
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Dicyclohexyl disulfide
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CAS No:
2550-40-5
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Formula:
C12H22S2
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Chemical Name:
Dicyclohexyl disulfide
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Synonyms:
Disulfide,dicyclohexyl;Cyclohexyl disulfide;Dicyclohexyl disulfide;Bis(cyclohexyl) disulfide;(Cyclohexyldisulfanyl)cyclohexane;1,2-Dicyclohexyldisulfane
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CAS No:
Description
Dicyclohexyl disulfide has a berry, musty, green, alliaceous odor
Dicyclohexyl disulfide is an organic disulfide.
Dicyclohexyl disulfide Basic Attributes
230.43
230.43
1905920
219-851-6
6G1A0K504Q
DTXSID4047628
2930909090
Characteristics
50.6
4.5
COA
1.0457 g/cm3 @ Temp: 20 °C
127-130 °C
100 °C @ Press: 1 x 10-3 Torr
>230 °F
1.549
Immiscible with water.
0.000305mmHg at 25°C
Safety Information
3334
3
36/37/38
26-37/39
JO1843850
Xi
P261-P305 + P351 + P338
H315-H319-H335
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 128 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7.3X10+4(SRC), determined from an estimated log Kow of 6.41(2,SRC) and a regression-derived equation(3), indicates that dicyclohexyl disulfide is expected to be immobile in soil(SRC). Volatilization of dicyclohexyl disulfide from moist soil surfaces may be important(SRC) given an estimated Henry's Law constant of 4.0X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, volatilization from moist soil surfaces is expected to be attenuated by adsorption to organic matter(SRC). Dicyclohexyl disulfide is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 5.5X10-4 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available for dicyclohexyl disulfide(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.3X10+4(SRC), determined from an estimated log Kow of 6.41(2,SRC) and a regression-derived equation(3), indicates that dicyclohexyl disulfide is expected to adsorb to suspended solids and sediment in water(SRC). Dicyclohexyl disulfide is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 4.0X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 4.8 hours and 6.1 days, respectively(3,SRC). However, adsorption to suspended solids and sediment in the water column is expected to attenuate this process(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 2.3 days ignoring adsorption(5); when considering maximum adsorption, the volatilization half-life increases to approximately 23 years(5). According to a classification scheme(6), an estimated BCF of 4.4X10+4(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Biodegradation data were not available for dicyclohexyl disulfide(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dicyclohexyl disulfide, which has an estimated vapor pressure of 5.5X10-4 mm Hg at 25 °C(2,SRC), is expected to exist solely as a will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dicyclohexyl disulfide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.4 hours(3,SRC). Particulate-phase dicyclohexyl disulfide may be physically removed from the air by wet and dry deposition(SRC).
The rate constant for the vapor-phase reaction of dicyclohexyl disulfide with photochemically-produced hydroxyl radicals has been estimated as 2.8X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
An estimated BCF of 4.4X10+4 was calculated for dicyclohexyl disulfide(SRC), using an estimated log Kow of 6.41(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high(SRC).
The Koc of dicyclohexyl disulfide is estimated as approximately 7.3X10+4(SRC), using an log Kow of 6.41(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that dicyclohexyl disulfide is expected to be immobile in soil(SRC).
The Henry's Law constant for dicyclohexyl disulfide is estimated as 4.0X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dicyclohexyl disulfide is expected to volatilize rapidly from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is approximately 4.8 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is approximately 6.1 days(2,SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 2.3 days ignoring adsorption(3); when considering maximum adsorption, the volatilization half-life increases to about 23 years(3). Dicyclohexyl disulfide's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC). Dicyclohexyl disulfide is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 5.5X10-4 mm Hg(SRC), determined from a fragment constant method(4).
Dicyclohexyl disulfide Use and Manufacturing
PROBABLY BY OXIDATION OF CYCLOHEXYLMERCAPTAN WITH IODINE OR HYDROGEN PEROXIDE.
Used in dyes, medicine, pesticides, organic synthesis, etc.
(1979) NOT PRODUCED COMMERCIALLY IN U.S.|(1981) NOT PRODUCED COMMERCIALLY IN U.S.
Disulfide, dicyclohexyl: ACTIVE|The flavor of food, pharmaceuticals, and chewing gum may be enhanced by adding a mixture of 1-butoxy-1-ethanol acetate and 2-phenyl-3-carboethoxyfuran and optionally bis(cyclohexyl) disulfide. ...|The grape flavor of reconstituted grape juice or of grape flavoring materials is intensified and made more mellow by incorporating 0.2 ppb to 1000 ppm bis(cyclohexyl) disulfide.|2-Phenyl-3-carbethoxyfuran (I) and/or bis(cyclohexyl) disulfide (II) when added to food, perfume, or tobacco, enhance and otherwise agreeably modify their natural and/or artificial aroma and flavor. For example, addition of 1.5 parts of I and 0.09 parts of II to an artificial grape flavor improved its aroma and taste when evaluated in a sweetened and acidified tasting solution.
Food additives -> Flavoring Agents
Flavoring Agents
Computed Properties
Molecular Weight:230.4
XLogP3:4.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:230.11629305
Monoisotopic Mass:230.11629305
Topological Polar Surface Area:50.6
Heavy Atom Count:14
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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