Propanethiol

Propanethiol ^[1]

Names
Preferred IUPAC name Propane-1-thiol
Other names n-Propylthiol 1-Propanethiol Propan-1-thiol Propyl mercaptan Mercaptan C3
Identifiers
CAS Number	107-03-9
3D model (JSmol)	Interactive image
ChEBI	CHEBI:8473 [2]
ChEMBL	ChEMBL1236818
ChemSpider	7560 [3]
ECHA InfoCard	100.003.142
EC Number	203-455-5
KEGG	C08390
PubChem CID	7848
UNII	4AB0N08V2H  Y
UN number	2402
CompTox Dashboard (EPA)	DTXSID5026750
InChI InChI=1S/C3H8S/c1-2-3-4/h4H,2-3H2,1H3 Key: SUVIGLJNEAMWEG-UHFFFAOYSA-N
SMILES CCCS
Properties
Chemical formula	C3H8S
Molar mass	76.16 g·mol−1
Appearance	Colorless to pale yellow liquid
Odor	cabbage-like [4]
Density	0.84 g/mL
Melting point	−113 °C (−171 °F; 160 K)
Boiling point	67 to 68 °C (153 to 154 °F; 340 to 341 K)
Solubility in water	Slight [4]
Vapor pressure	155 mmHg [4]
Acidity (pKa)	~10.5[ citation needed ]
Magnetic susceptibility (χ)	−58.5·10−6 cm3/mol
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H319
Precautionary statements	P210, P233, P240, P241, P242, P243, P264, P264+P265, P270, P280, P301+P317, P303+P361+P353, P305+P351+P338, P330, P337+P317, P370+P378, P403+P235, P501
Flash point	−21 °C; −5 °F; 253 K [4]
NIOSH (US health exposure limits):
PEL (Permissible)	none [4]
REL (Recommended)	C 0.5 ppm (1.6 mg/m3) [15-minute] [4]
IDLH (Immediate danger)	N.D. [4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Propanethiol is an organic compound with the molecular formula C₃H₈S. It belongs to the group of thiols. It is a colorless liquid with a strong, offensive odor. It is moderately toxic and is less dense than water and slightly soluble in water. It is used as a feedstock for insecticides. ^[5] It is highly flammable and it gives off irritating or toxic fumes (or gases) in a fire. Heating it will cause rise in pressure with risk of bursting. ^{[6] [7]}

Chemistry

Propanethiol is chemically classified among the thiols, which are organic compounds with molecular formulas and structural formulas similar to alcohols, except that sulfur-containing sulfhydryl group (-SH) replaces the oxygen-containing hydroxyl group in the molecule. Propanethiol's basic molecular formula is C₃H₇SH, and its structural formula is similar to that of the alcohol n-propanol.

Propanethiol is manufactured commercially by the reaction of propene with hydrogen sulfide with ultraviolet light initiation in an anti-Markovnikov addition. ^[8] It can also be prepared by the reaction of sodium hydrosulfide with 1-chloropropane.

See also

• Isopropyl mercaptan (2-propanethiol)

References

1. International Chemical Safety Card 0317
2. ChEBI 8473
3. CSID:7560, accessed 19:05, Feb 10, 2013
4. NIOSH Pocket Guide to Chemical Hazards. "#0526". National Institute for Occupational Safety and Health (NIOSH).
5. 1-Propanethiol Archived 2015-06-20 at the Wayback Machine , chemicalbook.com
6. 1-Propanethiol, inchem.org
7. 1-Propanethiol, International Chemical Safety Card
8. Rector P.Louthan, United States Patent 3,050,452, Aug. 21, 1962, Preparation of Organic Sulfur Compounds