B
1,4-Butanedithiol
Conditions | Yield |
---|---|
With methanol for 12h; Reflux; | A n/a B 90% |
Conditions | Yield |
---|---|
With sodium hydroxide; hydrazine hydrate In water at 75℃; for 2h; | A 52% B 18% |
Conditions | Yield |
---|---|
With sodium hydrogensulfide; ethylene glycol unter Einleiten von Schwefelwasserstoff; | |
With hexamethyldisilathiane; tetrabutyl ammonium fluoride In tetrahydrofuran at -10 - 20℃; | 77 % Chromat. |
Conditions | Yield |
---|---|
With sodium hydrogensulfide; ethanol | |
With sodium hydroxide In acetone Ambient temperature; |
Conditions | Yield |
---|---|
With potassium hydroxide; water |
1,2-dithiane
1.3-propanedithiol
A
1,2-dithiolane
B
1,4-Butanedithiol
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethylsulfoxide-d6 Equilibrium constant; other solvents; |
1,2-dithiane
benzene-1,2-diethanethiol
A
1,4-Butanedithiol
B
5,6,9,10-Tetrahydro-7,8-dithia-benzocyclooctene
Conditions | Yield |
---|---|
With deuteriated sodium hydroxide; water-d2 In dimethylsulfoxide-d6 Equilibrium constant; Thermodynamic data; ΔG0; |
1,2-dithiane
triphenylphosphine
A
1,4-Butanedithiol
B
Triphenylphosphine oxide
Conditions | Yield |
---|---|
With water In ethanol at 26℃; Rate constant; Kinetics; Thermodynamic data; different temperatures, ΔH(excit.), ΔS(excit.); | |
With water In ethanol at 26℃; |
Conditions | Yield |
---|---|
With phosphate buffer; lipoamide dehydrogenase; oxidized lipoamide; NAD; egg albumin In methanol; water at 30℃; Equilibrium constant; | |
With DL-dithiothreitol In d(4)-methanol; water-d2 at 25℃; Equilibrium constant; phosphate buffer(0.5 mM, pH 7.0); |
Conditions | Yield |
---|---|
With ethanol Erwaermen das Bisdithiourethan mit waessr.Kalilauge; |
1,4-Butanedithiol
Conditions | Yield |
---|---|
With alkali |
1,4-Butanedithiol
Conditions | Yield |
---|---|
With sodium hydroxide In water Reflux; Schlenk technique; Inert atmosphere; | 4.5 g |
Conditions | Yield |
---|---|
In acetonitrile byproducts: H2; Electrolysis; electrochemical cell with a platinum cathode and a Zn-anode attached to a platinum wire, in presence of Et4NClO4, N2 bubbled slowly through the soln., reaction time: 2.5 h, 10 V; filtered, washed with CH3CN, dried in vac.; elem. anal.; | 100% |
Conditions | Yield |
---|---|
Stage #1: 1,4-Butanedithiol With 10-molybdo-2-vanadophosphoric acid In ethanol; water at 70℃; for 0.25h; Stage #2: With potassium permanganate In ethanol; water at 80℃; for 8h; | 99% |
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 1.2h; Heating; | 98% |
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate In acetonitrile for 1.2h; Heating; | 98% |
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 98% |
1,4-Butanedithiol
Cyclohexyl isocyanate
Tetramethylen-1,4-bis(N-cyclohexyl-thiolurethan)
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 97% |
Conditions | Yield |
---|---|
With triethylamine In chloroform for 12h; Ambient temperature; | 97% |
1,4-Butanedithiol
Isopropyl isocyanate
Tetramethylen-1,4-bis(N-isopropyl-thiolurethan)
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 97% |
Conditions | Yield |
---|---|
Stage #1: 1,4-Butanedithiol With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.75h; Stage #2: dehydroqinghaosu In tetrahydrofuran at -78℃; for 5h; Further stages.; | 97% |
1,4-Butanedithiol
2,11-bis(3,3-dimethyl-2,4-dioxycyclohexanyl)-4,9-dithiadodecane
Conditions | Yield |
---|---|
With sodium In ethanol | 96% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 70℃; for 4h; | 96% |
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 95% |
1,4-Butanedithiol
cyclododecanone
13,18,31,36-tetrathiadispiro<11.6.11.6>hexatriacontane
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; acetic acid for 22h; Ambient temperature; | 94% |
Conditions | Yield |
---|---|
In acetonitrile byproducts: H2; Electrolysis; electrochemical cell with a platinum cathode and a Cd-anode attached to a platinum wire, in presence of Et4NClO4, N2 bubbled slowly through the soln., reaction time: 2.5 h, 20 V; filtered, washed with CH3CN, dried in vac.; elem. anal.; | 94% |
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 93% |
1,4-Butanedithiol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide stirring under N2 atmosphere for 16 h at room temperature; filtn. through a sintered glass crucible into a HCl soln., evapn. (reduced pressure), addn. of aq. NH4PF6, filtn., drying (vac.), washing (ether), drying; | 93% |
Conditions | Yield |
---|---|
With titanium tetrachloride In tetrahydrofuran; 1,2-dichloro-benzene at 20℃; for 0.5h; | 93% |
Conditions | Yield |
---|---|
In toluene byproducts: C6H6; Thiol added dropwise to refluxing soln. of InPh3, molar ratio 1/1, N2-atmosphere, stirred at room temp. for 1 h, pptn.; ppt. washed with hexane, dried in vacuum, elem. anal.; | 91.3% |
Conditions | Yield |
---|---|
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 1h; | 91% |
Conditions | Yield |
---|---|
With hydrogen bromide; trimethyl orthoformate In toluene at 110℃; for 6h; | 90.15% |
1,4-Butanedithiol
dimethyl(methylthio)sulfonium tetrafluoroborate
1,2-dithiane
Conditions | Yield |
---|---|
In dichloromethane at 0 - 5℃; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide; Aliquat 336 In water at 20℃; for 5h; | A 6% B 90% |
With sodium hydroxide; Aliquat 336 In water at 20℃; for 5h; | A 8% B 90% |
Conditions | Yield |
---|---|
With potassium hydroxide; copper(II) oxide In dimethyl sulfoxide at 80℃; for 5h; | 90% |
Conditions | Yield |
---|---|
In acetonitrile byproducts: H2; Electrochem. Process; N2 atmosphere; electrochemical reaction of indium and org. compd. in MeCN (indium anode, supporting electrolyte (Et4N)ClO4, 2 h, 20 V 20 mA, room temp.); collecting, washing (MeCN), drying (vac.); elem anal.; | 90% |
1,4-Butanedithiol
N,N-bis(methoxymethyl)-N-(m-methoxyphenyl)amine
Conditions | Yield |
---|---|
Stage #1: N,N-bis(methoxymethyl)-N-(m-methoxyphenyl)amine In ethanol; ethyl acetate at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-Butanedithiol In ethanol; ethyl acetate at 20℃; for 5h; Inert atmosphere; | 90% |
1,4-Butanedithiol
N,N-bis(methoxymethyl)-N-phenylamine
Conditions | Yield |
---|---|
Stage #1: N,N-bis(methoxymethyl)-N-phenylamine In ethyl acetate at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-Butanedithiol In ethyl acetate at 20℃; for 5h; Reagent/catalyst; Inert atmosphere; | 89% |
1,4-Butanedithiol
N,N-bis(methoxymethyl)-N-(p-chlorophenyl)amine
Conditions | Yield |
---|---|
Stage #1: N,N-bis(methoxymethyl)-N-(p-chlorophenyl)amine In ethyl acetate at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-Butanedithiol In ethyl acetate at 20℃; for 5h; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With water; potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 3h; Sealed tube; | 89% |
1,4-Butanedithiol
Conditions | Yield |
---|---|
Stage #1: N,N-bis(methoxymethyl)-N-(m-bromophenyl)amine In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-Butanedithiol In dichloromethane at 20℃; for 5h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With sodium hydroxide; Aliquat 336 In water at 20℃; for 5h; | A 12% B 87% |
1,4-Butanedithiol
woollins’ reagent
Conditions | Yield |
---|---|
In toluene at 130℃; for 6h; Schlenk technique; Inert atmosphere; | 87% |
IUPAC Name: butane-1,4-dithiol
Empirical Formula: C4H10S2
Molecular Weight: 122.2522g/mol
EINECS: 214-728-3
Structure of 1,4-Butanedithiol (CAS NO.1191-08-8):
Index of Refraction: 1.504
Molar Refractivity: 36.37 cm3
Molar Volume: 122.6 cm3
Polarizability: 14.41×10-24cm3
Surface Tension: 33.4 dyne/cm
Density: 0.996 g/cm3
Flash Point: 74.6 °C
Enthalpy of Vaporization: 41.48 kJ/mol
Boiling Point: 196.3 °C at 760 mmHg
Vapour Pressure: 0.563 mmHg at 25°C
Physical Appearance: clear colorless to pale yellow liquid
Canonical SMILES: C(CCS)CS
InChI: InChI=1S/C4H10S2/c5-3-1-2-4-6/h5-6H,1-4H2
InChIKey: SMTOKHQOVJRXLK-UHFFFAOYSA-N
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
F: 13
1,4-Butanedithiol , its cas register number is 1191-08-8. It also can be called 1,4-Dimercaptobutane ; EINECS 214-728-3 ; NSC 60198 ; Tetramethylenedithiol . 1,4-Butanedithiol (CAS NO.1191-08-8) is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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