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A15261 1,3-Propanedithiol, 97%

CAS Number
109-80-8
Synonyms
Trimethylene mercaptan

Stock No. Size Price ($) Quantity Availability
A15261-06 5g 19.60
A15261-14 25g 55.40
A15261-22 100g 157.00
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1,3-Propanedithiol, 97%

MDL
MFCD00004904
EINECS
203-706-9

Chemical Properties

Formula
HS(CH2)3SH
Formula Weight
108.23
Melting point
-79°
Boiling Point
168-170°
Flash Point
63°(145°F)
Density
1.077
Refractive Index
1.5400
Storage & Sensitivity
Ambient temperatures.
Solubility
Slightly soluble in water. Miscible with alcohol, ether, chloroform, etherMiscible with alcohol, ether, chloroform and ether. Slightly miscible with water.

Applications

1,3-Propanedithiol is used as a reagent in the preparation of thioketals and thioacetals. It acts as a flavoring agent. It is used as a precursor in the synthesis of cyclic dithioacetal (1,3-dithiane) derivatives of carbonyl compounds. It is involved in the preparation of diiron propanedithiolate hexacarbonyl by reacting reaction with triiron dodecacarbonyl. Further, it is used for the protection of aldehydes and ketones through their reversible formation of dithianes. In addition to this, it reacts with metal ions to form chelate rings.

Notes

Store in a cool place. Incompatible with bases, oxidizing agents, reducing agents and alkali metals.

Literature References

Precursor of cyclic dithioacetal (1,3-dithiane) derivatives of carbonyl compounds. The protection step is catalyzed by Lewis acids, e.g. BF3 etherate: Tetrahedron Lett., 871 (1971), TiCl4: Tetrahedron Lett., 24, 1289 (1983), Aluminum trifluoromethanesulfonate, B20785, or Indium(III)­ trifluoromethanesulfonate, 40131. Diothioacetalization can be accomplished under neutral, solvent-free conditions using Lithium trifluoromethanesulfonate, 39322, as catalyst: Tetrahedron Lett., 40, 4055 (1999). For the preparation of monocyclic dithioacetals of ß-diketones at low temperature in the presence of BF3 etherate, see: Tetrahedron, 44, 2283 (1988).

Alternatively, 1,3-dithianes can be prepared by alkylation with reactive gem-dihalides under phase-transfer conditions: Liebigs Ann. Chem., 1589 (1982).

For deprotection methods and uses of 1,3-dithianes as acyl anion equivalents, see: 1,3-Dithiane, A10505.

Wang, L.; Li, R.; Feng, L.; Liu, J.; Gao, X.; Wang, W. Study on the interface electronic states of chemically modified ZnO nanowires. RSC Adv. 2015, 5 (119), 98130-98135.

Kuciński, K.; Pawlu?, P.; Marciniec, B.; Hreczycho, G. Highly Selective Hydrothiolation of Unsaturated Organosilicon Compounds Catalyzed by Scandium(III) Triflate. Chem. Eur. J. 2015, 21 (13), 4940-4943.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H301-H315-H319-H335

Flammable liquid and vapour. Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P270-P271-P280-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,7801
Beilstein
1071197
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2930.90
TSCA
Yes
RTECS
TZ2585500

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