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109-80-8 - 1,3-Propanedithiol, 97% - Trimethylene mercaptan - A15261 - Alfa Aesar

A15261 1,3-Propanedithiol, 97%

CAS-Nummer
109-80-8
Synonyme
Trimethylene mercaptan

Größe Preis ($) Menge Verfügbarkeit
5g 16,56
25g 49,95
100g 125,58
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

1,3-Propanedithiol, 97%

MDL
MFCD00004904
EINECS
203-706-9

Chemische Eigenschaften

Formel
HS(CH2)3SH
Molmasse
108.23
Schmelzpunkt
-79°
Siedepunkt
168-170°
Flammpunkt
63°(145°F)
Dichte
1.077
Brechungsindex
1.5400
Löslichkeit
Slightly soluble in water. Miscible with alcohol, ether, chloroform, etherMiscible with alcohol, ether, chloroform and ether. Slightly miscible with water.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335-H227

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Combustible liquid.

Sicherheitshinweise: P210-P261-P280-P305+P351+P338-P304+P340-P362-P312-P405-P403+P233-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,7801
Beilstein
1071197
Gefahrenklasse
9
Harmonized Tariff Code
2930.90
TSCA
Yes
RTECS
TZ2585500

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