Dipropyl disulfide

Structural formula
General
Surname	Dipropyl disulfide
other names	Dithiaoctane
Molecular formula	C 6 H 14 S 2
Brief description	malodorous colorless liquid
External identifiers / databases
EC number	211-079-8
ECHA InfoCard	100.010.073
PubChem	12377
ChemSpider	11871
Wikidata	Q1227317
properties
Molar mass	150.29 g mol −1
Physical state	liquid
density	0.96 g cm −3 (20 ° C)
Melting point	−86 ° C
boiling point	193-194 ° C
Vapor pressure	0.69 mbar (25 ° C)
solubility	poorly soluble in water (0.04 g l −1 at 25 ° C)
Refractive index	1.497 (20 ° C)
safety instructions
H and P phrases	H: 315-319-335-411
	P: 273-302 + 352-304 + 340-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Dipropyl disulfide is a chemical compound from the group of disulfides .

Occurrence

Dipropyl disulfide occurs naturally in chives , vegetable leeks and in high concentrations in onions .

Extraction and presentation

Dipropyl disulfide can be obtained by reacting 1-propanethiol with iodine .

{\ displaystyle \ mathrm {2 \ CH_ {3} CH_ {2} CH_ {2} S-H + I_ {2} \ longrightarrow}}

{\ displaystyle \ mathrm {CH_ {3} CH_ {2} CH_ {2} S-SCH_ {2} CH_ {2} CH_ {3} +2 \ HI}}

properties

Dipropyl disulfide is a malodorous, colorless liquid that is sparingly soluble in water. The boiling point at normal pressure is 193–194 ° C. According to Antoine, the vapor pressure function results from log ₁₀ (P) = A− (B / (T + C)) (P in bar, T in K) with A = 4.09987, B = 1603.577 and C = −77.325 in the temperature range from 390.6 to 447.0 K.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j data sheet dipropyl disulfide (PDF) from Merck , accessed on May 10, 2012.
↑ ^a ^b Hubbard, WN; Douslin, DR; McCullough, JP; Scott, DW; Todd, SS; Messerly, JF; Hossenlopp, IA; George, A .; Waddington, G .: 2,3-dithiabutane, 3,4-dithiahexane and 4,5-dithiaoctane: Chemical thermodynamic properties from 0 to 1000 ° K in J. Am. Chem. Soc. 80 (1958) 3547-3554, doi : 10.1021 / ja01547a014 .
↑ Data sheet Dipropyl disulfide, 98% from Sigma-Aldrich , accessed on May 10, 2012 ( PDF ).
↑ Dieter Martinetz, Roland Hartwig: Taschenbuch der Riechstoffe . Harri Deutsch, 1998, ISBN 978-3-8171-1539-6 , pp. 35 ( limited preview in Google Book search).
↑ K. Peter C. Vollhardt, Neil E. Schore: Organic chemistry . Wiley-VCH, 2011, ISBN 978-3-527-32754-6 , pp. 401 ( limited preview in Google Book search).

[Merck-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j data sheet dipropyl disulfide (PDF) from Merck , accessed on May 10, 2012.

[Hubbard-2] Hubbard, WN; Douslin, DR; McCullough, JP; Scott, DW; Todd, SS; Messerly, JF; Hossenlopp, IA; George, A .; Waddington, G .: 2,3-dithiabutane, 3,4-dithiahexane and 4,5-dithiaoctane: Chemical thermodynamic properties from 0 to 1000 ° K in J. Am. Chem. Soc. 80 (1958) 3547-3554, doi : 10.1021 / ja01547a014 .

[Sigma-3] Data sheet Dipropyl disulfide, 98% from Sigma-Aldrich , accessed on May 10, 2012 ( PDF ).

[Riechstoffe-4] Dieter Martinetz, Roland Hartwig: Taschenbuch der Riechstoffe . Harri Deutsch, 1998, ISBN 978-3-8171-1539-6 , pp. 35 ( limited preview in Google Book search).

[buch-5] K. Peter C. Vollhardt, Neil E. Schore: Organic chemistry . Wiley-VCH, 2011, ISBN 978-3-527-32754-6 , pp. 401 ( limited preview in Google Book search).