Reaction #4044087
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-47f1ca9495fd4495b586f0042ac42050No renderable structure data available
CC(C(C)S)SChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | butane-2,3-dithiol |
|---|---|
| IUPAC Name | — |
| CAS Number | 4532-64-3 |
| Database ID | 548353 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
butane-2,3-dithiol (CAS 4532-64-3) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 548353
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-47f1ca9495fd4495b586f0042ac42050Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d1065d8b8e8640acb0fa6f575629d9f3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with spin bar, reflux condenser, heating mantle and hot plate with magnetic stirring apparatus, is placed 0.5 grams para-toluenesulfonic acid, 5.0 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 30 minutes with stirring is added to the reaction mass 7.6 grams (0.05 moles) of citral having the structure: ##STR23## After the citral is added, the reaction mass is heated to reflux and refluxed (with removal of water of reaction) over a period of 9 hours. At the end of the 9 hour period, the reaction mass is cooled and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and then dried over anhydrous sodium sulfate, filtered and distilled on a Microvigreux column yielding the following fractions: Into a 100 ml reaction flask equipped with spin bar reflux condenser heating mantle the reaction mass is heated to reflux refluxed (with removal of water of reaction) over a period of 9 hours At the end of the 9 hour period, the reaction mass is cooled transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution dried over anhydrous sodium sulfate filtered distilled on a Microvigreux column yielding the following fractions
Source ID: ord-6104ffb8488f499c9e8e4ae5bc7a6b62Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In the same manner, 4-phenyl-4-oxobutyric acid is converted to 2-phenyl-1,3-dithiolane-2-propionic acid using ethanedithiol; while the use of 1,2-propanedithiol and 2,3-butanedithiol affords 4-methyl- and 4,5-dimethyl-2-phenyl-1,3-dithiolane-2-propionic acid, respectively.
Source ID: ord-eace0950a01d46e9bf84b497e39508fbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In the same manner, 4-phenyl-4-oxobutyric acid is converted to 2-phenyl-1,3-dithiolane-2-propionic acid using ethanedithiol; while the use of 1,2-propanedithiol and 2,3-butanedithiol affords 4-methyl- and 4,5-dimethyl-2-phenyl-1,3-dithiolane-2-propionic acid, respectively.
Source ID: ord-eace0950a01d46e9bf84b497e39508fbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In the same manner, 4-phenyl-4-oxobutyric acid is converted to 2-phenyl-1,3-dithiolane-2-propionic acid using ethanedithiol; while the use of 1,2-propanedithiol and 2,3-butanedithiol affords 4-methyl- and 4,5-dimethyl-2-phenyl-1,3-dithiolane-2-propionic acid, respectively.
Source ID: ord-6c68d8dc0d42425b9fd10b7c33033f11Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with spin bar, reflux condenser, heating mantle and hot plate with magnetic stirring apparatus, is placed 0.5 grams para-toluenesulfonic acid, 5.0 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 30 minutes with stirring is added to the reaction mass 7.6 grams (0.05 moles) of citral having the structure: ##STR23## After the citral is added, the reaction mass is heated to reflux and refluxed (with removal of water of reaction) over a period of 9 hours. At the end of the 9 hour period, the reaction mass is cooled and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and then dried over anhydrous sodium sulfate, filtered and distilled on a Microvigreux column yielding the following fractions: Into a 100 ml reaction flask equipped with spin bar reflux condenser heating mantle the reaction mass is heated to reflux refluxed (with removal of water of reaction) over a period of 9 hours At the end of the 9 hour period, the reaction mass is cooled transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution dried over anhydrous sodium sulfate filtered distilled on a Microvigreux column yielding the following fractions
Source ID: ord-bb530340671e4980a242fd11d183fa18Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with spin bar, reflux condenser, heating mantle and hot plate with magnetic stirring apparatus, is placed 0.5 grams para-toluenesulfonic acid, 5.0 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 30 minutes with stirring is added to the reaction mass 7.6 grams (0.05 moles) of citral having the structure: ##STR23## After the citral is added, the reaction mass is heated to reflux and refluxed (with removal of water of reaction) over a period of 9 hours. At the end of the 9 hour period, the reaction mass is cooled and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and then dried over anhydrous sodium sulfate, filtered and distilled on a Microvigreux column yielding the following fractions: Into a 100 ml reaction flask equipped with spin bar reflux condenser heating mantle the reaction mass is heated to reflux refluxed (with removal of water of reaction) over a period of 9 hours At the end of the 9 hour period, the reaction mass is cooled transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution dried over anhydrous sodium sulfate filtered distilled on a Microvigreux column yielding the following fractions
Source ID: ord-bb530340671e4980a242fd11d183fa18Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with magnetic stirring bar, thermometer and reflux condenser and hot plate with magnetic stirring apparatus is placed 0.5 grams para-toluenesulfonic acid, 5 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 35 minutes, 4.8 grams (0.05 moles) of 2-furaldehyde is added to the reaction mass with stirring. The reaction mass is then heated to reflux and refluxed for a period of 7.5 hours with stirring while removing water of reaction. After the refluxing period, the reaction mass is cooled to room temperature and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and dried over anhydrous sodium sulfate and filtered. The resulting filtrate is distilled using a Microvigreux column yielding the following fractions: Into a 100 ml reaction flask equipped with magnetic stirring bar thermometer and reflux condenser The reaction mass is then heated to reflux refluxed for a period of 7.5 hours with stirring while removing water of reaction transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution dried over anhydrous sodium sulfate filtered The resulting filtrate is distilled yielding the following fractions
Source ID: ord-d4c2f66f3b2c455ab6ae07b7c9240dceConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with magnetic stirring bar, thermometer and reflux condenser and hot plate with magnetic stirring apparatus is placed 0.5 grams para-toluenesulfonic acid, 5 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 35 minutes, 4.8 grams (0.05 moles) of 2-furaldehyde is added to the reaction mass with stirring. The reaction mass is then heated to reflux and refluxed for a period of 7.5 hours with stirring while removing water of reaction. After the refluxing period, the reaction mass is cooled to room temperature and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and dried over anhydrous sodium sulfate and filtered. The resulting filtrate is distilled using a Microvigreux column yielding the following fractions: Into a 100 ml reaction flask equipped with magnetic stirring bar thermometer and reflux condenser The reaction mass is then heated to reflux refluxed for a period of 7.5 hours with stirring while removing water of reaction transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution dried over anhydrous sodium sulfate filtered The resulting filtrate is distilled yielding the following fractions
Source ID: ord-d4c2f66f3b2c455ab6ae07b7c9240dceConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with thermometer, reflux condenser and magnetic stirring bar and hot plate with magnetic stirring apparatus is placed 0.5 grams of para-toluenesulfonic acid, 5.0 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 25 minutes, 5.3 grams (0.05 moles) of benzaldehyde is added to the reaction mass with stirring. The reaction mass is then heated to reflux with stirring and refluxed for a period of 9.5 hours while taking off water of reaction. At the end of the refluxing period, the reaction mass is cooled to room temperature and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and filtered. The resulting filtrate is distilled on a Microvigreux column yielding the following three fractions: Into a 100 ml reaction flask equipped with thermometer reflux condenser and magnetic stirring bar The reaction mass is then heated to reflux with stirring refluxed for a period of 9.5 hours transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated aqueous sodium chloride solution dried over anhydrous sodium sulfate filtered The resulting filtrate is distilled on a Microvigreux column yielding the following three fractions
Source ID: ord-677da6f870204dd18eaecd4cabad47c2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 100 ml reaction flask equipped with thermometer, reflux condenser and magnetic stirring bar and hot plate with magnetic stirring apparatus is placed 0.5 grams of para-toluenesulfonic acid, 5.0 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 25 minutes, 5.3 grams (0.05 moles) of benzaldehyde is added to the reaction mass with stirring. The reaction mass is then heated to reflux with stirring and refluxed for a period of 9.5 hours while taking off water of reaction. At the end of the refluxing period, the reaction mass is cooled to room temperature and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and filtered. The resulting filtrate is distilled on a Microvigreux column yielding the following three fractions: Into a 100 ml reaction flask equipped with thermometer reflux condenser and magnetic stirring bar The reaction mass is then heated to reflux with stirring refluxed for a period of 9.5 hours transferred to a separatory funnel The reaction mass is then washed with one 50 ml portion of saturated aqueous sodium chloride solution dried over anhydrous sodium sulfate filtered The resulting filtrate is distilled on a Microvigreux column yielding the following three fractions
Source ID: ord-677da6f870204dd18eaecd4cabad47c2PubChem References
These sources are listed in the compound's public database record.
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