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111-48-8 Usage

Chemical Properties

colourless liquid with characteristic odour.

Uses

antineoplastic, alkylating agent

Definition

ChEBI: A diol that is pentane-1,5-diol in which the methylene group at position 3 is replaced by a sulfur atom

Hazard

Do not use with hydrochloric acid.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 111-48-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 111-48:
(5*1)+(4*1)+(3*1)+(2*4)+(1*8)=28
28 % 10 = 8
So 111-48-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H10O2S/c1-3(5)7-4(2)6/h3-6H,1-2H3

111-48-8 Well-known Company Product Price

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  • Cerilliant

  • (ERT-053)  Thiodiglycolsolution  1000 μg/mL in methanol, ampule of 1.2 mL, certified reference material

  • 111-48-8

  • ERT-053-1.2ML

  • 1,389.96CNY

  • Detail

111-48-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name thiodiglycol

1.2 Other means of identification

Product number -
Other names 2,2-DIMETHYL-CHROMAN-6-SULFONYL CHLORIDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:111-48-8 SDS

111-48-8Synthetic route

oxirane
75-21-8

oxirane

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With hydrogen sulfide at 20℃; Temperature;99.5%
With hydrogen sulfide
2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol; water at 20℃; for 0.0833333h; Green chemistry;98%
With dihydrogen peroxide In ethanol at 20℃; for 0.5h; Green chemistry;97%
With dihydrogen peroxide In ethanol at 20℃; for 1h; Catalytic behavior; Reagent/catalyst; Green chemistry; chemoselective reaction;90%
With dihydrogen peroxide In neat (no solvent, solid phase) at 20℃; for 0.583333h; Catalytic behavior; Green chemistry;76%
With dihydrogen peroxide In water at 20℃; for 0.1h; Rate constant; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.), stoichiometry, various pH, various concentrations;
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
at 120 - 125℃;
With potassium carbonate In neat (no solvent) at 120℃; for 0.29h; Catalytic behavior; Temperature;
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With water; zinc(II) oxide
With water In ethanol Kinetics;
2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With sodium carbonate
2-chloro-ethanol
107-07-3

2-chloro-ethanol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With potassium hydrosulfide at 0℃;
With sodium hydrogensulfide at 25℃;
With sodium sulfide; water Darstellung;
With potassium sulfide; water
With sodium sulfide; water
oxirane
75-21-8

oxirane

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With triethylamine at 15℃; Rate constant; Mechanism; Thermodynamic data; other temperature, E(a);
mustard chlorohydrin
693-30-1

mustard chlorohydrin

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With water In ethanol at 25℃; Rate constant; further solvents, var. water concentration; charge separation in the transition state;
With water
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

bis-(2-hydroxy-ethyl)-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfonium
64036-92-6

bis-(2-hydroxy-ethyl)-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfonium

C

C12H28O4S3(2+)

C12H28O4S3(2+)

Conditions
ConditionsYield
In water Title compound not separated from byproducts;
bis-(2-hydroxy-ethyl)-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfonium
64036-92-6

bis-(2-hydroxy-ethyl)-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfonium

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

mustard chlorohydrin
693-30-1

mustard chlorohydrin

C

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

Conditions
ConditionsYield
With hydrogenchloride In water Product distribution; Mechanism;A 25.3 % Chromat.
B 64.8 % Chromat.
C 3.8 % Chromat.
C12H28O4S3(2+)

C12H28O4S3(2+)

A

1,4-Dithiane
505-29-3

1,4-Dithiane

B

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

C

mustard chlorohydrin
693-30-1

mustard chlorohydrin

D

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

Conditions
ConditionsYield
With hydrogenchloride In water Product distribution; Mechanism;A 11.6 % Chromat.
B 15.1 % Chromat.
C 49.3 % Chromat.
D 20.2 % Chromat.
1-(p-Cyanophenyl)-3-triazene
95239-71-7

1-(p-Cyanophenyl)-3-triazene

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

C

N-

N-

D

N-

N-

E

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

Conditions
ConditionsYield
With water at 37℃; Product distribution; Mechanism; pH 7.2, phosphate buffer; also with 1-(p-cyanophenyl)-3-triazene: deuterium distribution;
(S)-2-tert-Butoxycarbonylamino-3-{[2-(2-tert-butoxy-ethylsulfanyl)-ethoxy]-hydroxy-phosphoryloxy}-propionic acid tert-butyl ester
182503-68-0

(S)-2-tert-Butoxycarbonylamino-3-{[2-(2-tert-butoxy-ethylsulfanyl)-ethoxy]-hydroxy-phosphoryloxy}-propionic acid tert-butyl ester

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

C3H6NO6P(2-)

C3H6NO6P(2-)

Conditions
ConditionsYield
With trifluoroacetic acid for 2h;
(S)-3-{Benzyloxy-[2-(2-tert-butoxy-ethylsulfanyl)-ethoxy]-phosphoryloxy}-2-tert-butoxycarbonylamino-propionic acid tert-butyl ester

(S)-3-{Benzyloxy-[2-(2-tert-butoxy-ethylsulfanyl)-ethoxy]-phosphoryloxy}-2-tert-butoxycarbonylamino-propionic acid tert-butyl ester

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

C3H6NO6P(2-)

C3H6NO6P(2-)

Conditions
ConditionsYield
With trifluoroacetic acid for 2h;
oxirane
75-21-8

oxirane

water
7732-18-5

water

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
at 20℃; Kinetics; auch in Gegenwart von Bis-<2-hydroxy-aethyl>-sulfid, sowie in Bis-<2-hydroxy-aethyl-sulfid>;
1H-imidazole
288-32-4

1H-imidazole

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

2-[(2-imidazolylethyl)thio]ethanol

2-[(2-imidazolylethyl)thio]ethanol

C

8-thia-2-aza-5-azonia-spiro<4.5>deca-1,3-diene chloride

8-thia-2-aza-5-azonia-spiro<4.5>deca-1,3-diene chloride

Conditions
ConditionsYield
wss. Loesung vom pH 8.5;
water
7732-18-5

water

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

water
7732-18-5

water

iron(III) chloride
7705-08-0

iron(III) chloride

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

water
7732-18-5

water

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

sodium hypobromite

sodium hypobromite

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

ethanol
64-17-5

ethanol

potassium hydrosulfide

potassium hydrosulfide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

bis(2-hydroxyethyl) disulfide
1892-29-1

bis(2-hydroxyethyl) disulfide

C

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

D

diethylene disulfide

diethylene disulfide

Conditions
ConditionsYield
at 0℃;
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
With water Hydrolysis;
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

water
7732-18-5

water

zinc oxide

zinc oxide

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

water
7732-18-5

water

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Conditions
ConditionsYield
at 25℃;
ethanol
64-17-5

ethanol

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

zinc

zinc

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

bis(2-ethoxyethyl)sulfide
41719-25-9

bis(2-ethoxyethyl)sulfide

C

2-(2-ethoxy-ethylsulfanyl)-ethanol
874529-11-0

2-(2-ethoxy-ethylsulfanyl)-ethanol

D

1,2-bis-(2-ethoxy-ethylsulfanyl)-ethane
14440-87-0

1,2-bis-(2-ethoxy-ethylsulfanyl)-ethane

Conditions
ConditionsYield
anderen Produkte: Aethylendimercaptan; Diaethylendisulfid; Aethylen; Schwefelwasserstoff; Chlorwasserstoff; Diaethylsulfid; Aethylvinylsulfid;
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

water(2.25 mol)

water(2.25 mol)

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

1-chloro-1-<2-hydroxy-ethyl>-<1,4>dithiane

1-chloro-1-<2-hydroxy-ethyl>-<1,4>dithiane

1H-imidazole
288-32-4

1H-imidazole

bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

2'-hydroxy-2--diethyl sulfide

2'-hydroxy-2--diethyl sulfide

C

8-thia-2-aza-5-azonia-spiro<4.5>deca-1,3-diene chloride

8-thia-2-aza-5-azonia-spiro<4.5>deca-1,3-diene chloride

Conditions
ConditionsYield
bei pH 8;
bis (2-chloroethyl) sulphide
505-60-2

bis (2-chloroethyl) sulphide

bis(2-chloroethylthioethyl)ether
63918-89-8

bis(2-chloroethylthioethyl)ether

water
7732-18-5

water

A

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

B

bis-<2-hydroxy-ethyl>-<2-(2-hydroxy-ethylsulfanyl)-ethyl>-sulfonium chloride

bis-<2-hydroxy-ethyl>-<2-(2-hydroxy-ethylsulfanyl)-ethyl>-sulfonium chloride

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

2Al(3+)*2C5H7O2(1-)*4C3H7O(1-)=[Al(C5H7O2)(C3H7O)2]2

2Al(3+)*2C5H7O2(1-)*4C3H7O(1-)=[Al(C5H7O2)(C3H7O)2]2

[(C5H7O2)2Al(C3H7O)2AlO(CH2)2S(CH2)2O]2
172702-72-6

[(C5H7O2)2Al(C3H7O)2AlO(CH2)2S(CH2)2O]2

Conditions
ConditionsYield
In benzene reflux (3h, C3H7OH distd. off with benzene); solvent evapn.; elem. anal.;100%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate
6386-38-5

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate

2-[2-[3-(4-hydroxy-3,5-di-tert-butyl-phenyl)propanoyloxy]ethylsulfanyl]ethyl 3-(4-hydroxy-3,5-di-tert-butyl-phenyl)propanoate
41484-35-9

2-[2-[3-(4-hydroxy-3,5-di-tert-butyl-phenyl)propanoyloxy]ethylsulfanyl]ethyl 3-(4-hydroxy-3,5-di-tert-butyl-phenyl)propanoate

Conditions
ConditionsYield
With alumina-supported potassium hydroxide at 120 - 160℃; for 0.5h; Catalytic behavior; Temperature; Inert atmosphere;99.3%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

1,4-Oxathiane
15980-15-1

1,4-Oxathiane

Conditions
ConditionsYield
With copper(ll) bromide at 175℃; for 4h; Inert atmosphere; Sealed tube;99%
With Trichlorbutylstannan for 0.16h;42%
With sulfuric acid at 180℃;
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

2Al(3+)*2C6H9O3(1-)*4C3H7O(1-)=[Al(C6H9O3)(C3H7O)2]2

2Al(3+)*2C6H9O3(1-)*4C3H7O(1-)=[Al(C6H9O3)(C3H7O)2]2

(C6H9O3)2Al(C3H7O)2AlO(CH2)2S(CH2)2O
172702-73-7

(C6H9O3)2Al(C3H7O)2AlO(CH2)2S(CH2)2O

Conditions
ConditionsYield
In benzene reflux (3h, C3H7OH distd. off with benzene); solvent evapn.; elem. anal.;99%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

germanium tetra-isopropoxide
1134503-88-0

germanium tetra-isopropoxide

C10H22GeO4S

C10H22GeO4S

Conditions
ConditionsYield
In benzene Reflux;99%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

antimony(III) isopropoxide

antimony(III) isopropoxide

{HO(CH2)2S(CH2)2O}Sb{O(CH2)2S(CH2)2O}

{HO(CH2)2S(CH2)2O}Sb{O(CH2)2S(CH2)2O}

Conditions
ConditionsYield
In benzene byproducts: isopropanol; anhydrous atmosphere; molar ratio 1 : 2, refluxing (7 h); solvent removal (reduced pressure, pptn.), recrystn. (DMSO/benzene); elem. anal.;98%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

tetraethoxygermanium
14165-55-0

tetraethoxygermanium

C8H18GeO4S

C8H18GeO4S

Conditions
ConditionsYield
In benzene for 6h; Reflux;98%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

bis(2-hydroxyethyl)sulfoxide
3085-45-8

bis(2-hydroxyethyl)sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide for 72h; Ambient temperature;97%
With dinitrogen tetraoxide; pyrographite In dichloromethane at 20℃; for 0.133333h;95%
With N-(tert-butyl)-N-chloro-cyanamide In water; acetonitrile at 25℃;92%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

tetraethoxygermanium
14165-55-0

tetraethoxygermanium

C8H16GeO4S2

C8H16GeO4S2

Conditions
ConditionsYield
In benzene Reflux;97%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

stearic acid
57-11-4

stearic acid

bis-(2-stearoyloxy-ethyl)-sulfide
4275-32-5

bis-(2-stearoyloxy-ethyl)-sulfide

Conditions
ConditionsYield
With immobilized p-TsOH on activated carbon In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; chemoselective reaction;96%
at 160 - 180℃;
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

methylvinyldimethoxysilane
16753-62-1

methylvinyldimethoxysilane

2-methyl-2-vinyl-1,3-dioxa-6-thia-2-silacyclooctane
116393-20-5

2-methyl-2-vinyl-1,3-dioxa-6-thia-2-silacyclooctane

Conditions
ConditionsYield
With sodium methylate In methanol; benzene for 8h; Heating;95%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

thiomorpholine-3-one
5512-70-9

thiomorpholine-3-one

Conditions
ConditionsYield
With pyridine; 4-AcNH-1-oxo-2,2,6,6-tetramethylpiperidinium tetrafluoroborate In dichloromethane at 20℃; for 3h;95%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

antimony(III) isopropoxide

antimony(III) isopropoxide

(i-Pr-O)Sb{O(CH2)2S(CH2)2O}
135876-85-6

(i-Pr-O)Sb{O(CH2)2S(CH2)2O}

Conditions
ConditionsYield
In benzene byproducts: isopropanol; anhydrous conditions; molar ratio 1:1, refluxing (4 h, distn. off of i-PrOH, crystn.); recrystn. (DMSO/benzene); elem. anal.;95%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C32H62O4S
68818-42-8

C32H62O4S

Conditions
ConditionsYield
With immobilized p-TsOH on activated carbon In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; chemoselective reaction;95%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

sulfonyldiethanol
2580-77-0

sulfonyldiethanol

Conditions
ConditionsYield
With 5,10,15,20-tetrakis(pentafluorophenyl)-21H,23H-porphyrin iron(III) chloride; dihydrogen peroxide In ethanol at 20℃; for 0.25h;94%
With water; ozone
With dihydrogen peroxide; acetone
With Perbenzoic acid; ethanol; chloroform
With dihydrogen peroxide; acetic acid
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

bis(2-trimethylsiloxyethyl)sulfide
20486-03-7

bis(2-trimethylsiloxyethyl)sulfide

Conditions
ConditionsYield
With urea at 20 - 25℃; for 6h;93%
76%
With triethylamine In toluene at 20℃; for 24h;
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

A

3-thiapentan-1,5-dithiol
3570-55-6

3-thiapentan-1,5-dithiol

B

bis-mercaptodiethylsulphide

bis-mercaptodiethylsulphide

Conditions
ConditionsYield
With hydrogenchloride; hydrazine hydrate; thiourea In 5,5-dimethyl-1,3-cyclohexadiene; waterA n/a
B 93%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

sodium tetrachloroaurate(III) dihydrate

sodium tetrachloroaurate(III) dihydrate

1,2-bis-(diphenylphosphino)ethane
1663-45-2

1,2-bis-(diphenylphosphino)ethane

1,2-bis(diphenylphosphino)ethane digold(I) dichloride
18024-34-5

1,2-bis(diphenylphosphino)ethane digold(I) dichloride

Conditions
ConditionsYield
In water; acetone Au-complex was reduced to Au(I) by thiodiglycol in aq. acetone, ligand in acetone was added dropwise over 5 min, stirred for 1 h; ppt. was filtered off, washed with H2O and acetone; elem. anal.;93%
lauric acid
143-07-7

lauric acid

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

bis-(2-lauroyloxy-ethyl)-sulfide
4275-31-4

bis-(2-lauroyloxy-ethyl)-sulfide

Conditions
ConditionsYield
With immobilized p-TsOH on activated carbon In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; Reagent/catalyst; Concentration; Solvent; chemoselective reaction;92%
at 180℃;
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

4-chloro-3-nitrobenzoate
96-99-1

4-chloro-3-nitrobenzoate

3-amino-4-chloro-benzoic acid
2840-28-0

3-amino-4-chloro-benzoic acid

Conditions
ConditionsYield
In methanol; water92%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

chloroauric acid

chloroauric acid

methyl N-phenyldithiocarbamate
701-73-5

methyl N-phenyldithiocarbamate

AuCl(C6H5NHC(S)SCH3)

AuCl(C6H5NHC(S)SCH3)

Conditions
ConditionsYield
In acetone dissolution of HAuCl4 in acetone, addn. of S(CH2CH2OH)2, reacting (30 min), addn. of soln. of dithio-compd. in acetone; crystn. (2 weeks, -33°C); elem. anal.;91.3%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

C36H70O4S
68818-43-9

C36H70O4S

Conditions
ConditionsYield
With immobilized p-TsOH on activated carbon In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; chemoselective reaction;91%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

tert-butylthiacalix[4]arene
182496-55-5

tert-butylthiacalix[4]arene

TIMEOUT: 5s
827618-86-0

TIMEOUT: 5s

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In toluene at 20℃; for 1h; Mitsunobu reaction;90%
potassium cyanide

potassium cyanide

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

chloroauric acid

chloroauric acid

triphenylphosphine
603-35-0

triphenylphosphine

cyano(triphenylphosphine)gold(I)

cyano(triphenylphosphine)gold(I)

Conditions
ConditionsYield
In water byproducts: KCl; reduction of HAuCl4 with thiodiglycol at 0°C, followed by the phosphine addition; intermediate complex was washed several times with EtOH and then reacted with KCN; elem. anal.;90%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

bis-(2-ethylcarbonate)ethyl sulfide
500798-11-8

bis-(2-ethylcarbonate)ethyl sulfide

Conditions
ConditionsYield
for 17h; Reflux;90%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

sodium tetrachloroaurate(III)*0.5H2O

sodium tetrachloroaurate(III)*0.5H2O

cis-1,2-bis-(diphenylphosphino)ethene
983-80-2

cis-1,2-bis-(diphenylphosphino)ethene

{Au(cis-bis(diphenylphosphino)ethylene)2}Cl
102532-72-9

{Au(cis-bis(diphenylphosphino)ethylene)2}Cl

Conditions
ConditionsYield
In water; acetone addn. of thiodiglycol to NaAuCl4 in H2O/Me2CO, then addn. of phosphine in Me2CO (molar ratio Au : phosphine = 1 : 3); elem. anal.;88%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

dichlorobis(2,2'-thiodiethanol)cobalt(II)
35872-09-4, 74779-08-1

dichlorobis(2,2'-thiodiethanol)cobalt(II)

Conditions
ConditionsYield
In methanol under N2 atm. to soln. CoCl2*6H2O in MeOH soln. 2,2'-thiodiethanol in methanol was added, mixt. was stirred for 1 day; soln. was concd. in vacuo; Et2O vapor diffusion; elem. anal.;87%
2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

A

sulfonyldiethanol
2580-77-0

sulfonyldiethanol

B

4,4-Dioxo-4λ6-[1,4]oxathian-2-one
87220-53-9

4,4-Dioxo-4λ6-[1,4]oxathian-2-one

Conditions
ConditionsYield
With sodium bromite In water; acetic acid for 10h; Ambient temperature;A 12%
B 86%

111-48-8Relevant articles and documents

A magnetically retrievable heterogeneous copper nanocatalyst for the synthesis of 5-substituted tetrazoles and oxidation reactions

Darabi, Mitra,Tamoradi, Taiebeh,Ghadermazi, Mohammad,Ghorbani-Choghamarani, Arash

, p. 703 - 710 (2017)

Abstract: A copper complex anchored on functionalized Fe3O4 nanoparticles was prepared by a simple and inexpensive procedure using commercially available materials. The prepared catalyst was characterized by a range of physical and spectroscopic techniques. Ease of operation, high efficiency, eco-friendly procedure, easy separation of the catalyst and reusability for several consecutive runs without significant loss of its activity are several advantages of this catalyst. The catalytic activity has been explored for the oxidation of sulfides, oxidative coupling of thiols and synthesis of 5-substituted tetrazoles. Graphical Abstract: A magnetically retrievable heterogeneous copper nanocatalyst for the synthesis of 5-substituted tetrazoles and oxidation reactions[Figure not available: see fulltext.].

Synthesis of macroscopic monolithic metal-organic gels for ultra-fast destruction of chemical warfare agents

Li, Heguo,Pan, Hongjie,Tao, Cheng-An,Wang, Lingyun,Yang, Guang,Zhang, Shouxin,Zhou, Chuan

, p. 22125 - 22130 (2021)

The potential threat that has originated from chemical warfare agents (CWAs) has promoted the development of advanced materials to enhance the protection of civilian and military personnel. Zr-based metal-organic frameworks (Zr-MOFs) have recently been demonstrated as excellent catalysts for decomposing CWAs, but challenges of integrating the microcrystalline powders of Zr-MOFs into monoliths still remain. Herein, we report hierarchically porous monolithic UiO-66-X xerogels for the destruction of CWAs. We found that the UiO-66-NH2xerogel with a larger pore size and a higher surface area than the UiO-66-NH2powder possessed better degradability of 2-chloroethyl ethyl sulfide (2-CEES), which is a sulfur mustard simulant. These UiO-66-X xerogels exhibit outstanding performance for decomposing CWAs. The half-lives of vesicant agent sulfur mustard (HD) and nerve agentO-ethylS-[2-(diisopropylamino)ethyl] methylphosphonothioate (VX) are as short as 14.4 min and 1.5 min, respectively. This work is, to the best of our knowledge, the first report on macroscopic monolithic UiO-66-X xerogels for ultrafast decomposition of CWAs.

Metal ferrite nanoparticles: Synthesis, characterization, and studies on decontamination of sulfur mustard

Praveen Kumar,Prasad,Ramacharyulu,Singh, Beer,Anchal Roy

, p. 833 - 840 (2017)

Mg, Ca, Mn, Co, Ni, Cu, Zn, Mn-Zn, and Co-Zn metal ferrite and mixed metal ferrite nanoparticles were synthesized by co-precipitation method and were characterized by using transmission electron microscopy, X-ray diffraction, and nitrogen adsorption techn

La complex supported on magnetic nanoparticles: green, efficient, novel and reusable nanocatalyst for the synthesis of 5-substituted tetrazoles and the oxidation reactions in neat condition

Tamoradi, Taiebeh,Irandoust, Asrin,Ghadermazi, Mohammad

, p. 1723 - 1733 (2019)

In the present work, we were interested in the synthesis of green and novel magnetic nanocatalyst by anchoring La complex on Fe3O4. The nanocatalyst was successfully synthesized and characterized by FT-IR, SEM, TGA, XRD, EDX, and ICP techniques. The designed procedure shows many benefits such as short reaction time, high yield, excellent purity, eco-friendly catalyst, easy workup and easy recovery from the reaction mixture by external magnet. [Figure not available: see fulltext.].

A mechanism of alkali metal carbonates catalysing the synthesis of β-hydroxyethyl sulfide with mercaptan and ethylene carbonate

Liu, Dongliang,Thomas, Tiju,Gong, Hong,Li, Fei,Li, Qiang,Song, Lijuan,Azhagan, Tamil,Jiang, Heng,Yang, Minghui

, p. 9367 - 9374 (2019)

The reaction of β-hydroxyethylation is essential to the current practice of organic chemistry. Here, we proposed a new and green route to synthesize 2-hydroxyethyl n-alkyl sulfide with n-alkyl mercaptan and ethylene carbonate (EC) in the presence of alkali carbonates as catalysts and revealed the mechanism by experiments and theoretical calculations. The reaction reported proceeds rapidly with high yields when it is performed at 120 °C and the catalytic loading is ~1 mol%. This protocol is applicable to other mercaptans to synthesize the corresponding β-hydroxyethyl sulfide. Density functional theory-based calculations show the energy profile for the reaction pathway. The rate-determining step is the ring-opening of EC. A negatively charged O atom of alkali carbonates approaches the S atom of -SH under the influence of hydrogen bonds. An activated S atom that carries more negative charge serves as a nucleophilic reagent and assists in the ring-opening of EC by reducing the Mayer bond orders of the C1-O1 bond in EC. Alkali cations also contribute to the C1-O1 bond cleavage. The energy barrier for the ring-opening of EC decreases with the decrease of electronegativity of alkali cations. Subsequent transference of a H atom leads to the formation of β-hydroxyethyl sulfide, the dissociation of CO2 and the reduction of K2CO3

Zirconium oxide complex-functionalized MCM-41 nanostructure: An efficient and reusable mesoporous catalyst for oxidation of sulfides and oxidative coupling of thiols using hydrogen peroxide

Hajjami, Maryam,Shiri, Lotfi,Jahanbakhshi, Azar

, p. 668 - 673 (2015)

Zirconium oxide complex-functionalized mesoporous MCM-41 (Zr-oxide@MCM-41) as an efficient and reusable catalyst is reported for the oxidation of sulfides into sulfoxides using hydrogen peroxide (H2O2) as the oxidant, with short reaction times in good to excellent yields at room temperature under solvent-free conditions. Also, a simple and efficient method is reported for the oxidative coupling of thiols into corresponding disulfides in good to high yields using H2O2 as oxidant in the presence of Zr-oxide@MCM-41 as recoverable catalyst in ethanol at room temperature. A series of sulfides and thiols possessing functional groups was successfully converted into corresponding products. After completion of reactions the catalyst was easily separated with simple filtration from the reaction mixture and reused for several consecutive runs without significant loss of catalytic efficiency. The mesoporous catalyst was characterized using Fourier transform infrared spectroscopy, Brunauer-Emmett-Teller surface area measurements, X-ray diffraction, transmission and scanning electron microscopies, energy-dispersive X-ray spectroscopy and thermogravimetric analysis.

Degradation of Sulfur Mustard on KF/Al2O3: The Role of Organic Solvents and Active Species

Fridkin, Gil,Columbus, Ishay,Yehezkel, Lea,Zafrani, Yossi

, p. 10541 - 10545 (2018/07/25)

Solvent effects on the ability of KF/Al2O3 supports to degrade the warfare agent sulfur mustard (HD) were explored. RP-KF/Al2O3 possessing hydroxide ions and ECUF/KF/Al2O3 holding fluoride

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