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

A15261 1,3-Propanedithiol, 97%

Codice CAS
109-80-8
Sinonimi
Trimethylene mercaptan

Dimensioni Prezzo ($) Quantità Disponibilità
5g 18,80
25g 52,70
100g 149,00
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1,3-Propanedithiol, 97%

MDL
MFCD00004904
EINECS
203-706-9

Proprietà chimiche

Formula
HS(CH2)3SH
Peso formula
108.23
Punto di fusione
-79°
Punto di ebollizione
168-170°
Punto di infiammabilità
63°(145°F)
Densità
1.077
Indice di rifrazione
1.5400
Solubilità
Slightly soluble in water. Miscible with alcohol, ether, chloroform, etherMiscible with alcohol, ether, chloroform and ether. Slightly miscible with water.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H315-H319-H335

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

Dichiarazioni precauzionali: P210u-P261-P280a-P305+P351+P338-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,7801
Beilstein
1071197
Classe di rischio
9
Codice tariffe armonizzato
2930.90
TSCA
Yes
RTECS
TZ2585500

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