1,3-propanedithiol
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | 1,3-propanedithiol | ||||||||||||||||||
other names |
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Molecular formula | C 3 H 8 S 2 | ||||||||||||||||||
Brief description |
light yellow smelly liquid |
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properties | |||||||||||||||||||
Molar mass | 108.23 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
1.077 g cm −3 |
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Melting point |
−79 ° C |
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boiling point |
168-170 ° C |
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Vapor pressure |
5 Torr (38 ° C) |
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solubility |
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Refractive index |
1.540 (20 ° C) |
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safety instructions | |||||||||||||||||||
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Toxicological data | |||||||||||||||||||
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 |
1,3-Propanedithiol is a chemical compound from the group of thiols .
Extraction and presentation
The preparation of 1,3-propanedithiol by reacting 1,3-dibromopropane with potassium hydrogen sulfide was first described in 1890. Alternatively, the compound can be obtained by reacting 1,3-dibromopropane with potassium thiocyanate to form 1,3-propanediyl bis (thiocyanate) and subsequent reduction with zinc and hydrochloric acid .
properties
1,3-Propanedithiol is a light yellow, smelly liquid that is sparingly soluble in water, but miscible with ethanol , chloroform and diethyl ether .
use
1,3-Propanedithiol is used as a reagent in the manufacture of thioketals and thioacetals . It acts as a flavoring agent and is used as a precursor in the synthesis of cyclic dithioacetal (1,3-dithiane) derivatives of carbonyl compounds . It is also used to protect aldehydes and ketones through their reversible formation of dithianes . In addition, it reacts with metal ions to form chelate rings.
Individual evidence
- ↑ a b c d e f g h i j k l m n data sheet 1,3-propanedithiol, 97% from AlfaAesar, accessed on March 13, 2020 ( PDF )(JavaScript required) .
- ↑ L. Hagelberg: About some sulfur cyan and selenium compounds . In: Reports of the German Chemical Society . tape 23 , no. 1 , January 1890, p. 1083-1091 , doi : 10.1002 / cber.189002301179 .
- ↑ Adalbert Wollrab: Organic Chemistry An introduction for teacher training and minor students . Springer-Verlag, 2009, ISBN 978-3-642-00781-1 , p. 499 ( limited preview in Google Book search).