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Thioperoxydicarbonicacid ([(HO)C(S)]2S2), C,C'-bis(1-methylethyl) ester is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

105-65-7

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105-65-7 Usage

Hazard

Moderately toxic by ingestion.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 105-65-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 105-65:
(5*1)+(4*0)+(3*5)+(2*6)+(1*5)=37
37 % 10 = 7
So 105-65-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O4S2/c1-5(2)11-7(9)13-14-8(10)12-6(3)4/h5-6H,1-4H3

105-65-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Isopropylxanthic disulfide

1.2 Other means of identification

Product number -
Other names Thioperoxydicarbonic acid, bis(1-methylethyl) ester

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:105-65-7 SDS

105-65-7Synthetic route

carbon disulfide
75-15-0

carbon disulfide

isopropyl alcohol
67-63-0

isopropyl alcohol

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
Stage #1: carbon disulfide; isopropyl alcohol With sodium hydroxide at 35 - 40℃; for 1.16667h;
Stage #2: With chlorine for 1.83333h; Time;
95.2%
carbon disulfide
75-15-0

carbon disulfide

sodium isopropylate
683-60-3

sodium isopropylate

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
With carbon tetrabromide at 20℃; for 1h; Cooling with ice;51%
potassium isopropylxanthate
140-92-1

potassium isopropylxanthate

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
With iodine; potassium iodide In water for 24h;40%
With iodine In water; isopropyl alcohol Yield given;
With iron(III) perchlorate In acetonitrile Ambient temperature; determination of amount by potentiometric or spectrophotometric titration;
C15H15NO4S2
115029-09-9

C15H15NO4S2

A

3-phthalimidopropanoic acid
3339-73-9

3-phthalimidopropanoic acid

B

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

C

thioanhydride of phthalylalanine

thioanhydride of phthalylalanine

Conditions
ConditionsYield
In benzene for 1h; Irradiation;
alkali salt of/the/ isopropylxanthogenic acid

alkali salt of/the/ isopropylxanthogenic acid

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
With water; iodine in der Kaelte;
With sodium hypochlorite; water at 15 - 20℃;
With water; chloroamine-T
With bromocyane; water
With sodium hypochlorite; water at 15 - 20℃;
alkali salts of/the/ isopropylxanthogenic acid

alkali salts of/the/ isopropylxanthogenic acid

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
With chloroform; water; nitrosylchloride
C4H7OS2

C4H7OS2

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
In acetonitrile Kinetics; recombination;
sodium isopropylxanthate
140-93-2

sodium isopropylxanthate

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

Conditions
ConditionsYield
With sodium hypochlorite In water; isopropyl alcohol at 0℃; for 0.5h;81.5 g
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

[(η5-C5Me5)RuCl2(S2CO(i)Pr)]
918828-87-2

[(η5-C5Me5)RuCl2(S2CO(i)Pr)]

Conditions
ConditionsYield
In acetonitrile (N2); isopropylxanthic disulfide added to a soln. of Ru complex; filtered (silica gel), concd. (vac.), ether added, cooled to -30°C; elem. anal.;89%
Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;87%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2,3:5,6-di-O-isopropylidene-α-D-mannofuranose
14131-84-1

2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

O-isopropyl S-(2,3:-4,5-di-O-isopropylidene-α-D-mannofuranos-1-yl) dithiocarbonate

O-isopropyl S-(2,3:-4,5-di-O-isopropylidene-α-D-mannofuranos-1-yl) dithiocarbonate

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃; for 5h;87%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-(2-methoxyphenyl)-4-chloro-α-azidostyrene

2-(2-methoxyphenyl)-4-chloro-α-azidostyrene

S-((9-chloro-1-methoxyphenanthridin-6-yl)methyl) O-isopropyl carbonodithioate

S-((9-chloro-1-methoxyphenanthridin-6-yl)methyl) O-isopropyl carbonodithioate

Conditions
ConditionsYield
With dimethyl 2,2'-azobis(isobutyrate) In tetrahydrofuran at 100℃; for 12h; Solvent;87%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

C30H42O18S2

C30H42O18S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;86%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

methyl 2,3-di-O-benzyl-α-D-glucopyranoside
17791-36-5

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

C25H32O6S2

C25H32O6S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;86%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

C25H32O6S2

C25H32O6S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;83%
(E)-2-penten-4-yn-1-ol
35042-52-5

(E)-2-penten-4-yn-1-ol

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

(E)-4-(3-hydroxyprop-1-enyl)-1,3-dithiol-2-one

(E)-4-(3-hydroxyprop-1-enyl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;82%
With 2,2'-azobis(isobutyronitrile) In benzene for 20h; Heating;82%
With 2,2'-azobis(isobutyronitrile) In benzene for 12h; Heating;82%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol
22529-61-9

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

C20H28O6S2

C20H28O6S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;82%
Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;82%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-phenyl-α-azido-styrene

2-phenyl-α-azido-styrene

O-isopropyl S-(phenanthridin-6-ylmethyl) carbonodithioate

O-isopropyl S-(phenanthridin-6-ylmethyl) carbonodithioate

Conditions
ConditionsYield
With dimethyl 2,2'-azobis(isobutyrate) In tetrahydrofuran at 80℃; for 12h; Reagent/catalyst;82%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-ethynyl-benzoic acid methyl ester
33577-99-0

2-ethynyl-benzoic acid methyl ester

2-(2-oxo-1,3-dithiol-4-yl)benzoic acid methyl ester

2-(2-oxo-1,3-dithiol-4-yl)benzoic acid methyl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;81%
With 2,2'-azobis(isobutyronitrile) In benzene for 20h; Heating;81%
With 2,2'-azobis(isobutyronitrile) In benzene for 12h; Heating;81%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

phenylacetylene
536-74-3

phenylacetylene

4-phenyl-1,3-dithiol-2-one
939-11-7

4-phenyl-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;80%
C13H20O6

C13H20O6

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

C17H26O6S2

C17H26O6S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;80%
bis(cyclopentadienylchromium tricarbonyl)

bis(cyclopentadienylchromium tricarbonyl)

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

[(η5-C5H5)Cr(CO)2(η2-S2COCH(CH3)2)]
853731-99-4

[(η5-C5H5)Cr(CO)2(η2-S2COCH(CH3)2)]

Conditions
ConditionsYield
In toluene (N2 or Ar); stirring a mixt. of chromium complex and ligand in toluene at room temp. for 2 h; concn., addn. of n-hexane, cooling overnight at -30°C; elem. anal.;80%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

1-ethynyl-3-methoxybenzene
768-70-7

1-ethynyl-3-methoxybenzene

4-(3-methoxyphenyl)-1,3-dithiol-2-one

4-(3-methoxyphenyl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;78%
With 2,2'-azobis(isobutyronitrile) In benzene for 20h; Heating;78%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-ethynylquinoxaline
98813-70-8

2-ethynylquinoxaline

4-(Quinoxalin-2-yl)-1,3-dithiol-2-one
117927-03-4

4-(Quinoxalin-2-yl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 1,1'-azobis(1-cyanocyclohexanenitrile) In toluene for 7h; Heating;77%
3-ethynylquinoline
78593-40-5

3-ethynylquinoline

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

4-(3-quinolinyl)-1,3-dithiol-2-one

4-(3-quinolinyl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 18h; Heating;77%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

1-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-(quinoxalin-2-yl)ethyne

1-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-(quinoxalin-2-yl)ethyne

4-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(quinoxalin-2-yl)-1,3-dithiol-2-one
418764-59-7

4-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(quinoxalin-2-yl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene for 3h; Heating;77%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

1,2-O-isopropylidene-α-D-xylose
20031-21-4

1,2-O-isopropylidene-α-D-xylose

C12H20O5S2

C12H20O5S2

Conditions
ConditionsYield
With tributylphosphine; 4 A molecular sieve In toluene at 20℃;77%
1-ethenylcyclohexene
931-49-7

1-ethenylcyclohexene

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

4-(cyclohex-1-enyl)-1,3-dithiol-2-one

4-(cyclohex-1-enyl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;76%
With 2,2'-azobis(isobutyronitrile) In benzene for 20h; Heating;76%
With 2,2'-azobis(isobutyronitrile) In benzene for 10h; Heating;76%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

4-ethynylbenzoic acid methyl ester
3034-86-4

4-ethynylbenzoic acid methyl ester

4-(2-oxo-1,3-dithiol-4-yl)benzoic acid methyl ester

4-(2-oxo-1,3-dithiol-4-yl)benzoic acid methyl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 12h; Heating;76%
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

4-methyl-5-phenyl-2-oxo-1,3-dithiole
49675-89-0

4-methyl-5-phenyl-2-oxo-1,3-dithiole

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 17h; Heating;75%
norborn-2-ene
498-66-8

norborn-2-ene

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

exo-3,5-dithia-4-oxotricyclo<5.2.1.02,6>decane
125226-02-0

exo-3,5-dithia-4-oxotricyclo<5.2.1.02,6>decane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 15h; Heating;74%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

(4-ethynylphenyl)methanol
10602-04-7

(4-ethynylphenyl)methanol

4-(4-hydroxymethylphenyl)-1,3-dithiol-2-one

4-(4-hydroxymethylphenyl)-1,3-dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 15h; Heating;74%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-(1-azidovinyl)-4'-chloro-1,1'-biphenyl

2-(1-azidovinyl)-4'-chloro-1,1'-biphenyl

S-((3-chlorophenanthridin-6-yl)methyl) O-isopropyl carbonodithioate

S-((3-chlorophenanthridin-6-yl)methyl) O-isopropyl carbonodithioate

Conditions
ConditionsYield
With dimethyl 2,2'-azobis(isobutyrate) In acetonitrile at 100℃; for 12h; Temperature; Solvent;74%
diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

2-(2-methoxyphenyl)-α-azidostyrene

2-(2-methoxyphenyl)-α-azidostyrene

O-isopropyl S-((1-methoxyphenanthridin-6-yl)methyl) carbonodithioate

O-isopropyl S-((1-methoxyphenanthridin-6-yl)methyl) carbonodithioate

Conditions
ConditionsYield
With dimethyl 2,2'-azobis(isobutyrate) In tetrahydrofuran at 80℃; for 12h; Reagent/catalyst;72%
5-(1-methylindolyl)acetylene
61640-21-9

5-(1-methylindolyl)acetylene

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

4-(1-methyl-1H-indol-5-yl)-[1,3]dithiol-2-one
1338778-09-8

4-(1-methyl-1H-indol-5-yl)-[1,3]dithiol-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 24h; Inert atmosphere; Reflux;68%
With 2,2'-azobis(isobutyronitrile) In benzene for 24h; Reflux; Inert atmosphere;68%
3,9-bis(acetoxy)-1,11-bis(quinoxalin-2-yl)undeca-1,10-diyne
871036-27-0

3,9-bis(acetoxy)-1,11-bis(quinoxalin-2-yl)undeca-1,10-diyne

diisopropyl xanthogen disulfide
105-65-7

diisopropyl xanthogen disulfide

1,7-bis(acetoxy)-1,7-bis(4-(quinoxalin-2-yl)-1,3-dithiol-2-on-5-yl)heptane

1,7-bis(acetoxy)-1,7-bis(4-(quinoxalin-2-yl)-1,3-dithiol-2-on-5-yl)heptane

Conditions
ConditionsYield
With 1,1'-azobis(1-cyanocyclohexanenitrile) In toluene for 2h; Heating;62%

105-65-7Relevant academic research and scientific papers

Redox-active proligands from the direct connection of 1,3-dithiol-2-one to tetrathiafulvalene (TTF): Syntheses, characterizations and metal complexation

Camerel, Franck,Jeannin, Olivier,Yzambart, Gilles,Fabre, Bruno,Lorcy, Dominique,Fourmigué, Marc

, p. 992 - 1001 (2013)

In the search for novel tetrathiafulvalene-substituted dithiolene ligands, two tetrathiafulvalene (TTF) molecules directly connected to 1,3-dithiol-2-one fragments have been synthesized and characterized by single crystal X-ray diffraction, electrochemical and spectroscopic analyses. TTF1 was obtained, in moderate yield, by the cross-coupling of 4,5-bis(methylthio)-1,3-dithiole-2-one with 4,4′-bis(1,3-dithiole-2-one) in triethylphosphite, whereas for TTF2, the 1,3-dithiol-2-one fragment was introduced, in high yield, by an original reaction of the alkyne group of an ethynyl TTF (Me3TTF-CCH) with xanthogen in the presence of a radical initiator. Opening of the 1,3-dithiol-2-one fragments with sodium methanolate leads to the formation of two new 1,2-dithiolate ligands functionalized with redox-active TTF moieties, which can efficiently coordinate metals. As an illustration, two original heteroleptic bis(cyclopentadienyl)dithiolene titanium complexes were isolated and characterized.

Optical spectroscopy of perfluorothiophenyl, perfluorothionaphthyl, xanthate and dithiophosphinate radicals

Plyusnin,Ivanov, Yu.V.,Grivin,Vorobjev, D.Yu.,Larionov,Maksimov,Platonov,Tkachenko,Lemmetyinen

, p. 153 - 162 (2000)

Laser flash photolysis has been used to record the optical spectra of sulfur-containing radicals forming from photodissociation of diphenyl disulfide, perfluorodiphenyl disulfide, perfluoro-2,2′-dinaphthyl disulfide, diisopropyldixantogene and bis(diisobutylthio-phosphoryl-disulfane). The extinction coefficients of absorption bands were determined from the reaction of S-radicals with a stable nitroxyl radical. The rate constant of this reaction was for all radicals close to 109 M-1 s-1 and successfully competes with the reaction of recombination. The presence of a narrow and strong absorption band in the optical spectrum of a nitroxyl radical and the absence of absorption in the reaction products allows one to accurately determine the extinction coefficients of the absorption bands of S-radicals.

A two-trisulfide isopropyl xanthate preparation method (by machine translation)

-

Paragraph 0036, (2017/06/28)

The present invention discloses a two-trisulfide isopropyl xanthate preparation method, in order to isopropanol, solid alkali, carbon bisulfide and chlorine as raw materials, the materials are added into the reactor, and then each raw material in shear dispersion under reaction, make the disulfide isopropyl xanthate. The invention oxidant chlorine, thereby avoiding the introduction of water, meets the isopropyl alcohol with carbon disulfide reaction needs anhydrous conditions, will be isopropyl xanthate and oxidation of the generation of the two-step reaction "combined", the "one-step" process for preparing disulfide isopropyl xanthate. At the same time, through the isopropanol is used as the dispersion medium, controls the oxidant chlorine access time, access time and other reaction conditions, the product of the invention yield and purity are higher, with the use of sodium hypochlorite as oxidizing agent compared with the "two-step" process, simplifying the process, the amount of raw material is reduced, thereby reducing the waste of the emissions, ensuring the product yield. (by machine translation)

Carbon tetrabromide promoted reaction of amines with carbon disulfide: Facile and efficient synthesis of thioureas and thiuram disulfides

Liang, Fushun,Tan, Jing,Piao, Chengri,Liu, Qun

experimental part, p. 3579 - 3584 (2009/07/04)

A novel carbon tetrabromide promoted one-pot reaction of amines and carbon disulfide under mild conditions has been developed, which provides a straightforward and efficient access to thioureas and thiuram disufides, depending on the nature of the amines employed. The promotion effect is explained as the transient formation of a sulfenyl bromide intermediate from dithiocarbamate and carbon tetrabromide during the reaction. Georg Thieme Verlag Stuttgart · New York.

Photochemical and Thermal Transformations of O-Alkyl-S-phthalylalanyl Xanthates

Darji, R. R.,Shah, A.

, p. 104 - 106 (2007/10/02)

The reaction of phthalylalanyl chloride with different potassium O-alkylxanthates (R = Et, n-pr, iso-pr, n-Bu, iso-Bu) around 0 deg C in ether solution gave rise to the corresponding O-alkyl-S-phthalylalanyl xanthates.Irradiation of the latter in benzene solution gave xanthic acid disulphide, phthalylalanine and thioanhydride of phthalylalanine in addition to some other products.Thermal decomposition of these acylxanthates around 150 - 60 deg C for 15 - 20 min yielded the corresponding esters and carbon disulphide.

Redox Reactions in Non-aqueous Media. Determination of Xanthates and Organotrithiocarbonates (Thioxanthates) with Iron(III) in Acetonitrile

Verma, B. C.,Sharma, Neelam,Sud, Anila,Sharma, Usha,Sud, Anita

, p. 625 - 626 (2007/10/02)

The use of iron(III) perchlorate (in acetonitrile) for the visual, potentiometric and spectrophotometric determination of xanthates and organotrithiocarbonates (thioxanthates) in acetonitrile medium is described.The proposed methods are simple, accurate and reliable and show the promise of wide applicability.

Novel Symmetrical and Mixed Carbamoyl and Amino Polysulfanes by Reactions of (Alkoxydichloromethyl)polysulfanyl Substrates with N-Methylaniline

Schroll, Alayne L.,Barany, George

, p. 1866 - 1881 (2007/10/02)

Reactions of (alkoxydichloromethyl)polysulfanes with N-methylaniline can be rationalized by a "carbamoyl" route where the alkoxydichloromethyl group behaves via loss of alkyl chloride as a "masked" acid chloride or by a "sulfenyl" route which reflects fragmentation of the (alkoxydichloromethyl)polysulfanyl functionality into the corresponding alkoxy(thiocarbonyl) and sulfenyl components (cf.Scheme I).Application of this and related chemistry to bifunctional substrates arising from partial or complete chlorination of 2Sm, R = Me, Et, i-Pr, and m = 1-4, has led to Ph(Me)N(C=O)Sn(C=O)N(Me)Ph, n = 2-12; Ph(Me)N(C=O)SnN(Me)Ph, n = 1-6; Ph(Me)NSnN(Me)Ph, n = 1-10; RO(C=S)Sn(C=O)N(Me)Ph, n = 2, 3; and RO(C=S)SnN(Me)Ph, n = 1-5.These families allowed a test of reversed-phase high-pressure liquid chromatography for evaluating homologies in polysulfane series.Treatment of bis sulfide (27c) with sulfuryl chloride in the presence of calcium carbonate conveniently gave distillable bis(chlorocarbonyl)trisulfane (14), whereas the same procedure with SO2Cl2 alone gave directly (chlorocarbonyl)disulfanyl chloride (12) (see Scheme VII).Higher Cl(C=O)SmCl, m = 3-5, were indicated but could not be isolated in the course of studies generalizing results on 14 to the preparation of higher Cl(C=O)Sn(C=O)Cl, n = 4-6.The new bis(carbamoyl) monosulfide 61 was obtained by the relatively slow triphenylphosphine or cyanide promoted desulfurization of bis(methylphenylcarbamoyl)disulfane (4) (eq. 1 and 4); cyanide treatment of the higher polysulfanes Ph(Me)N(C=O)Sn(C=O)N(Me)Ph for n > 3 rapidly gave disulfane directly (eq 5).

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