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930-69-8 Usage

Preparation

Sodium thiophenolate is prepared by the following steps:A solution of (11) ( 1.0 g, 2.8 mmol), phenylthiol (0.33 g, 3.0 mmol), acetonitrile ?(5 cm3) and sodium carbonate (0.3 g) was stirred under reflux for 19 h. Water (20 cm3) ?was added, then the mixture extracted into DCM. The DCM solution was dried (MgS04) ?and evaporated to dryness. Chromatography on silica gel with DCM - hexane (30 : 70) as ?the eluent yielded 2,6-dibromo-3,5-difluoro-4-thiophenoxypyridine (0.9 g, 85%), m.p.65.5-66.5 OC (Found: C, 34.45; H, 1.3; N, 3.2. C11H5Bf2F2NS requires C, 34.7; H, ?1.3; N, 3.7%); IR spectrum no. 16; mass spectrum no. 19; nmr spectrum no. 16.

Uses

Sodium thiophenolate has been used for the synthesis of MCoTI-I and MCoTI-II cyclotides, which are naturally-occurring cyclic cystine-knot microprotein trypsin inhibitors. It may be employed in the following studies:As probe for the immunoassay and for the detection of label-free protein by surface-enhanced Raman scattering (SERS).Preparation of new cyclometalated 6-phenyl-4-(p-R-phenyl)-2,2′-bipyridyl (C--N--N)Pt(II) thiophenolate complexes.Synthesis of 1,3,5,7,9-pentakis(4-methoxyphenylthio)corannulene, 1,3,5,7,9-pentakis(2-naphthylthio)corannulene and 1,3,6,8-tetrakis(4-methoxyphenylthio)corannulene.Synthesis of Et4N+ salts of homoleptic arylthiolate Ti(IV) complex, [Ti(SPh)6]2-.

General Description

Sodium thiophenolate can be prepared from the reaction of sodium and thiophenol in diethyl ether.

Check Digit Verification of cas no

The CAS Registry Mumber 930-69-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 0 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 930-69:
(5*9)+(4*3)+(3*0)+(2*6)+(1*9)=78
78 % 10 = 8
So 930-69-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H6S.Na/c7-6-4-2-1-3-5-6;/h1-5,7H;/q;+1/p-1

930-69-8 Well-known Company Product Price

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  • Aldrich

  • (418293)  Sodiumthiophenolate  technical grade, 90%

  • 930-69-8

  • 418293-10G

  • 546.39CNY

  • Detail
  • Aldrich

  • (418293)  Sodiumthiophenolate  technical grade, 90%

  • 930-69-8

  • 418293-50G

  • 2,123.55CNY

  • Detail

930-69-8SDS

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 Sodium thiophenolate

1.2 Other means of identification

Product number -
Other names sodium,benzenethiolate

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:930-69-8 SDS

930-69-8Synthetic route

thiophenol
108-98-5

thiophenol

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With sodium methylate In methanol at 45℃;97%
With sodium hydride In tetrahydrofuran; diethyl ether for 1.75h;93%
With sodium In diethyl ether90%
S-phenyl thioacetate
934-87-2

S-phenyl thioacetate

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With sodium thiomethoxide In methanol at 23℃; for 0.5h;81%
isopropylthiobenzene
3019-20-3

isopropylthiobenzene

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With sodium In N,N,N,N,N,N-hexamethylphosphoric triamide at 90℃;
thiophenol
108-98-5

thiophenol

A

sodium thiophenolate
930-69-8

sodium thiophenolate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With sodium hydroxide
sodium fluorenone ketyl

sodium fluorenone ketyl

diphenyldisulfane
882-33-7

diphenyldisulfane

A

9-fluorenone
486-25-9

9-fluorenone

B

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
In tetrahydrofuran at 23℃; Rate constant;
C22H12(1-)*Na(1+)

C22H12(1-)*Na(1+)

diphenyldisulfane
882-33-7

diphenyldisulfane

A

Benzo[ghi]perylene
191-24-2

Benzo[ghi]perylene

B

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
In tetrahydrofuran at 23℃; Rate constant;
C13H8O3S(1-)*Na(1+)

C13H8O3S(1-)*Na(1+)

diphenyldisulfane
882-33-7

diphenyldisulfane

A

sodium thiophenolate
930-69-8

sodium thiophenolate

B

thioxanthen-9-one 10,10-dioxide
3166-15-2

thioxanthen-9-one 10,10-dioxide

Conditions
ConditionsYield
In tetrahydrofuran at 22.4 - 33.5℃; Rate constant; Thermodynamic data; Ea, ΔG*, ΔS*;
perylene radical anion; sodium salt

perylene radical anion; sodium salt

diphenyldisulfane
882-33-7

diphenyldisulfane

A

PERYLENE
198-55-0

PERYLENE

B

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
In tetrahydrofuran at 23℃; Rate constant;
diphenyldisulfane
882-33-7

diphenyldisulfane

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 0.5h; Heating;
With sodium In ammonia
With sodium tetrahydroborate In ethanol
With sodium tetrahydroborate In ethanol Inert atmosphere;
diphenylthiophosphinic acid-S-phenyl ester
5510-78-1

diphenylthiophosphinic acid-S-phenyl ester

A

sodium thiophenolate
930-69-8

sodium thiophenolate

B

sodium diphenylphosphinate
22214-04-6

sodium diphenylphosphinate

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile at 25℃; Rate constant; effect of H2O-MeCN proportion; further base and solvent;
diethyl ether
60-29-7

diethyl ether

diphenyldisulfane
882-33-7

diphenyldisulfane

monosodium-compound of 4-phenyl-benzophenone

monosodium-compound of 4-phenyl-benzophenone

sodium thiophenolate
930-69-8

sodium thiophenolate

tetrachloromethane
56-23-5

tetrachloromethane

diphenyldisulfane
882-33-7

diphenyldisulfane

sodium

sodium

sodium thiophenolate
930-69-8

sodium thiophenolate

2-Chloroethyl phenyl sulfide
5535-49-9

2-Chloroethyl phenyl sulfide

toluene
108-88-3

toluene

sodium

sodium

A

ethene
74-85-1

ethene

B

1,2-bis(phenylthio)ethane
622-20-8

1,2-bis(phenylthio)ethane

C

sodium thiophenolate
930-69-8

sodium thiophenolate

1-chloro-4-(phenylthio)butane
14633-31-9

1-chloro-4-(phenylthio)butane

toluene
108-88-3

toluene

sodium

sodium

A

1-butylene
106-98-9

1-butylene

B

ethene
74-85-1

ethene

C

1,4-bis-phenylsulfanyl-butane
5330-89-2

1,4-bis-phenylsulfanyl-butane

D

sodium thiophenolate
930-69-8

sodium thiophenolate

3-chloropropyl phenyl sulfide
4911-65-3

3-chloropropyl phenyl sulfide

toluene
108-88-3

toluene

sodium

sodium

A

1,3-bis(phenylthio)propane
28118-53-8

1,3-bis(phenylthio)propane

B

sodium thiophenolate
930-69-8

sodium thiophenolate

C

cyclopropane
75-19-4

cyclopropane

diphenyl sulfide
139-66-2

diphenyl sulfide

ammonia
7664-41-7

ammonia

sodium

sodium

A

sodium thiophenolate
930-69-8

sodium thiophenolate

B

aniline
62-53-3

aniline

sodium
7440-23-5

sodium

thiophenol
108-98-5

thiophenol

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With methanol
Stage #1: sodium With methanol
Stage #2: thiophenol In methanol
4-Acetyloxy-3-[3-[N',N"-di(Cbz)guanidino]propyl]-2-azetidinone

4-Acetyloxy-3-[3-[N',N"-di(Cbz)guanidino]propyl]-2-azetidinone

thiophenol
108-98-5

thiophenol

A

trans-4-Phenylthio-3-[3-[N',N"-di(Cbz)guanidino]propyl]-2-azetidinone

trans-4-Phenylthio-3-[3-[N',N"-di(Cbz)guanidino]propyl]-2-azetidinone

B

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With NaH In tetrahydrofuranA 450 mg (34%)
B n/a
5-bromothiophene-2-carboxylic acid
7311-63-9

5-bromothiophene-2-carboxylic acid

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
In quinoline; dimethyl sulfoxide
3-nitrophthalic acid N-phenylimide

3-nitrophthalic acid N-phenylimide

thiophenol
108-98-5

thiophenol

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With acetic acid In methanol; water; dimethyl sulfoxide
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With sodium hydroxide In ethanol Inert atmosphere;
aniline
62-53-3

aniline

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / ethanol / 3 h / Reflux; Inert atmosphere
2: acetic acid / water; dimethyl sulfoxide
View Scheme
3-nitro-N-phenylphthalimide
19065-85-1

3-nitro-N-phenylphthalimide

sodium thiophenolate
930-69-8

sodium thiophenolate

Conditions
ConditionsYield
With acetic acid In water; dimethyl sulfoxide
bromobenzene
108-86-1

bromobenzene

sodium thiophenolate
930-69-8

sodium thiophenolate

diphenyl sulfide
139-66-2

diphenyl sulfide

Conditions
ConditionsYield
o-phenylene-bis-nickel(II) bromide In ethylene glycol at 200℃; for 24h;100%
With 1,5-(2,9-dimethyl-1,10-phenanthroyl)-p-tert-butylcalix[8]arene; copper(l) chloride In toluene at 110℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere;95%
With tetra(n-butyl)ammonium hydroxide In ammonia at -45℃; for 1.5h; Irradiation; further catalyst (Et3N);70%
With 2C21H11N3O6(4-)*H(1+)*2Ni(2+)*14H2O*Co(3+) In N,N-dimethyl-formamide at 80℃; for 6h; Reagent/catalyst; Inert atmosphere;65 %Chromat.
cyclohexenone
930-68-7

cyclohexenone

sodium thiophenolate
930-69-8

sodium thiophenolate

3-phenylthiocyclohexanone
35155-84-1

3-phenylthiocyclohexanone

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;100%
5-chloropentyl acetate
20395-28-2

5-chloropentyl acetate

sodium thiophenolate
930-69-8

sodium thiophenolate

5-(phenylthio)pentyl acetate
82777-33-1

5-(phenylthio)pentyl acetate

Conditions
ConditionsYield
In ethanol at 80℃; for 2h;100%
carvotanacetone
43205-82-9

carvotanacetone

sodium thiophenolate
930-69-8

sodium thiophenolate

5-isopropyl-2-methyl-3-(phenylthio)cyclohexanone
115234-44-1

5-isopropyl-2-methyl-3-(phenylthio)cyclohexanone

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;100%
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

sodium thiophenolate
930-69-8

sodium thiophenolate

3-(phenylthio)-phthalonitrile
51762-68-6

3-(phenylthio)-phthalonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide100%
3,4,5,6-tetramethyl-1,2-dinitrobenzene
18801-63-3

3,4,5,6-tetramethyl-1,2-dinitrobenzene

sodium thiophenolate
930-69-8

sodium thiophenolate

1-nitro-2-(phenylthio)-3,4,5,6-tetramethylbenzene
81064-19-9

1-nitro-2-(phenylthio)-3,4,5,6-tetramethylbenzene

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 0.25h;100%
1-nitro-2-(phenylsulfonyl)benzene
31515-43-2

1-nitro-2-(phenylsulfonyl)benzene

sodium thiophenolate
930-69-8

sodium thiophenolate

2-nitrophenyl phenyl sulfide
4171-83-9

2-nitrophenyl phenyl sulfide

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 3h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

E-(1-methyl 1,3-butadienyl) sulfonyl benzene
88626-31-7

E-(1-methyl 1,3-butadienyl) sulfonyl benzene

E-(1-methyl 4-phenylthio 2-butenyl) sulfonyl benzene
109628-69-5

E-(1-methyl 4-phenylthio 2-butenyl) sulfonyl benzene

Conditions
ConditionsYield
In ethanol; benzene at 25℃; for 3h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

Methyl 2-cyclopentyl-6-bromo-4-hexenoate
144898-91-9

Methyl 2-cyclopentyl-6-bromo-4-hexenoate

Methyl 2-cyclopentyl-6-phenylthio-4-hexenoate
144898-99-7

Methyl 2-cyclopentyl-6-phenylthio-4-hexenoate

Conditions
ConditionsYield
In ethanol100%
sodium thiophenolate
930-69-8

sodium thiophenolate

Methyl trans-1-(4-bromo-2-butenyl)cyclohexanecarboxylate
144898-96-4

Methyl trans-1-(4-bromo-2-butenyl)cyclohexanecarboxylate

Methyl 1-(4-phenylthio-2-butenyl)-cyclohexanecarboxylate
144899-01-4

Methyl 1-(4-phenylthio-2-butenyl)-cyclohexanecarboxylate

Conditions
ConditionsYield
In ethanol100%
sodium thiophenolate
930-69-8

sodium thiophenolate

acetic acid (2Z,6E)-8-bromo-3,7-dimethyl-octa-2,6-dienyl ester
79433-13-9

acetic acid (2Z,6E)-8-bromo-3,7-dimethyl-octa-2,6-dienyl ester

(2Z,6E)-3,7-dimethyl-8-phenylthio-2,6-octadien-1-ol
79433-14-0

(2Z,6E)-3,7-dimethyl-8-phenylthio-2,6-octadien-1-ol

Conditions
ConditionsYield
In methanol at 65℃; for 2h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

(1R,2R)-2-Chloromethyl-cyclobutanecarbonitrile

(1R,2R)-2-Chloromethyl-cyclobutanecarbonitrile

(1R,2R)-2-Phenylsulfanylmethyl-cyclobutanecarbonitrile

(1R,2R)-2-Phenylsulfanylmethyl-cyclobutanecarbonitrile

Conditions
ConditionsYield
In methanol for 2h; Heating;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

1-bromo-2,2-dimethylcyclopropyl methyl sulfide
79306-31-3

1-bromo-2,2-dimethylcyclopropyl methyl sulfide

(2,2-Dimethyl-1-methylsulfanyl-cyclopropylsulfanyl)-benzene
79306-55-1

(2,2-Dimethyl-1-methylsulfanyl-cyclopropylsulfanyl)-benzene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

C27H22NOPS

C27H22NOPS

(2-phenyl-4-thiazolyl)triphenylphosphonium perchlorate

(2-phenyl-4-thiazolyl)triphenylphosphonium perchlorate

Conditions
ConditionsYield
With hydrogenchloride; sodium perchlorate In methanol at 20 - 25℃; for 24h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

C28H24NOPS

C28H24NOPS

Triphenyl-(2-p-tolyl-thiazol-4-yl)-phosphonium; perchlorate

Triphenyl-(2-p-tolyl-thiazol-4-yl)-phosphonium; perchlorate

Conditions
ConditionsYield
With hydrogenchloride; sodium perchlorate In methanol at 20 - 25℃; for 24h;100%
tetrabutyl-ammonium chloride
1112-67-0

tetrabutyl-ammonium chloride

sodium thiophenolate
930-69-8

sodium thiophenolate

tetra-N-butylammonium benzenethiolate
4670-62-6

tetra-N-butylammonium benzenethiolate

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Inert atmosphere;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

6,8-dibromo-1,4-dimethoxybenzocyclohepten-7-one
156306-86-4

6,8-dibromo-1,4-dimethoxybenzocyclohepten-7-one

6,8-bis(phenylthio)-1,4-dimethoxy-7H-benzocyclohepten-6-one
138147-86-1

6,8-bis(phenylthio)-1,4-dimethoxy-7H-benzocyclohepten-6-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 85℃; for 1h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

9-<2,3-anhydro-5-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>adenine
128803-97-4

9-<2,3-anhydro-5-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>adenine

9-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-phenylthio-β-D-xylofuranosyl]adenine
440099-55-8

9-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-phenylthio-β-D-xylofuranosyl]adenine

Conditions
ConditionsYield
In methanol for 6.5h; Heating;100%
2-chlorobenzo[d][1,3]thiazole
615-20-3

2-chlorobenzo[d][1,3]thiazole

sodium thiophenolate
930-69-8

sodium thiophenolate

2-(phenylthio)benzothiazole
4276-60-2

2-(phenylthio)benzothiazole

Conditions
ConditionsYield
In ethanol for 5h; Heating;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

4-[(tert-butyldimethylsilyl)oxy]but-2-yn-1-yl 4-methylbenzene-1-sulfonate
216172-10-0

4-[(tert-butyldimethylsilyl)oxy]but-2-yn-1-yl 4-methylbenzene-1-sulfonate

tert-butyl-dimethyl-(4-phenylsulfanyl-but-2-ynyloxy)-silane
880885-70-1

tert-butyl-dimethyl-(4-phenylsulfanyl-but-2-ynyloxy)-silane

Conditions
ConditionsYield
With 18-crown-6 ether In toluene at 20℃;100%
1-carbethoxy-1-cyanocyclopropane
1558-81-2

1-carbethoxy-1-cyanocyclopropane

sodium thiophenolate
930-69-8

sodium thiophenolate

poly(ethyl 1-cyanocyclopropanecarboxylate), degree of polymerization 41; monomer(s): ethyl 1-cyanocyclopropanecarboxylate; sodium thiophenolate

poly(ethyl 1-cyanocyclopropanecarboxylate), degree of polymerization 41; monomer(s): ethyl 1-cyanocyclopropanecarboxylate; sodium thiophenolate

Conditions
ConditionsYield
In dimethyl sulfoxide at 60℃; for 4h;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

cis-(2S,3S)-(+)-N-(p-toluenesulfonyl)-2-carbomethoxy-3-phenylaziridine
158109-81-0

cis-(2S,3S)-(+)-N-(p-toluenesulfonyl)-2-carbomethoxy-3-phenylaziridine

C23H23NO4S2

C23H23NO4S2

Conditions
ConditionsYield
100%
bis((cyclopentadienyl)(1,2-ethanedithiolate)titanium(IV) chloride)

bis((cyclopentadienyl)(1,2-ethanedithiolate)titanium(IV) chloride)

sodium thiophenolate
930-69-8

sodium thiophenolate

bis((cyclopentadienyl)(1,2-ethanedithiolate)(SPh)titanium(IV))

bis((cyclopentadienyl)(1,2-ethanedithiolate)(SPh)titanium(IV))

Conditions
ConditionsYield
In tetrahydrofuran byproducts: NaCl; a mixt. of Ti-compd. and NaSPh in THF is stirred for 1 h (N2); solvent is removed, residue is extd. into benzene, ppt. is filtered off, filtrate is kept for 1 week, elem. anal.;100%
sodium thiophenolate
930-69-8

sodium thiophenolate

N-methyl-tri-n-butyl-ammonium bromide
37026-88-3

N-methyl-tri-n-butyl-ammonium bromide

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

Conditions
ConditionsYield
In butan-1-ol at 115℃; for 5h;99.5%
2-Chloroquinoline
612-62-4

2-Chloroquinoline

sodium thiophenolate
930-69-8

sodium thiophenolate

2-phenylsulfanyl-quinoline
22190-12-1

2-phenylsulfanyl-quinoline

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 90℃; for 0.00972222h; microwave irradiation;99%
In ethanol Heating;89%
In dimethyl sulfoxide at 150℃; for 0.25h; Microwave irradiation;83%
With ethanol
2-iodopyridine
5029-67-4

2-iodopyridine

sodium thiophenolate
930-69-8

sodium thiophenolate

2-phenylsulfanylpyridine
3111-54-4

2-phenylsulfanylpyridine

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 0.00833333h; microwave irradiation;99%
In N,N-dimethyl-formamide at 80℃; for 4h; Product distribution; Mechanism;58 % Chromat.
In N,N-dimethyl-formamide at 80℃; for 4h;58 % Chromat.
1-bromo-octane
111-83-1

1-bromo-octane

sodium thiophenolate
930-69-8

sodium thiophenolate

n-octylsulfanylbenzene
13910-16-2

n-octylsulfanylbenzene

Conditions
ConditionsYield
dodecyldimethylsulfonium methyl sulfate In water at 40℃; for 6h;99%
polymer-supported polyether 6a In water; toluene at 25℃; Rate constant; other polymer-supported crown ethers and cryptands as phase-transfer catalysts;
hexadecyltetrabutylphosphonium bromide at 20℃; for 0.15h; Product distribution; further times and phase-transfer catalysts;100 % Chromat.
Ph3S(1+)*X(1-); bromine; iodide; perchlorate(1-) In dichloromethane; water at 40℃; for 12h;
p-(1-methyl-1-nitropropyl)nitrobenzene
110637-93-9, 58324-83-7

p-(1-methyl-1-nitropropyl)nitrobenzene

sodium thiophenolate
930-69-8

sodium thiophenolate

A

2-(p-nitrophenyl)-2-butyl phenyl sulfide
110637-97-3

2-(p-nitrophenyl)-2-butyl phenyl sulfide

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In dimethyl sulfoxide for 0.75h;A 99%
B 99%
2-(Chloromethyl)-cyclopropannitril
30491-96-4

2-(Chloromethyl)-cyclopropannitril

sodium thiophenolate
930-69-8

sodium thiophenolate

2-Phenylsulfanylmethyl-cyclopropanecarbonitrile
115373-45-0

2-Phenylsulfanylmethyl-cyclopropanecarbonitrile

Conditions
ConditionsYield
In methanol for 16h; Heating;99%
sodium thiophenolate
930-69-8

sodium thiophenolate

(2-bromo-1,1-difluoro-ethyl)benzene
108661-89-8

(2-bromo-1,1-difluoro-ethyl)benzene

2,2-Difluoro-2-phenylethyl phenyl sulfide
129973-38-2

2,2-Difluoro-2-phenylethyl phenyl sulfide

Conditions
ConditionsYield
With N,N-dimethyl-formamide at 25℃; for 2h;99%

930-69-8Relevant articles and documents

Geometrically unprecedented 3-, 5- and 7-membered Hg(II)-Cu(I) and Hg(II)-Ag(I) thiolate clusters: Precursors to intermetallics

Gupta, Geetika,Chaturvedi, Jyotsna,Bhattacharya, Subrato

, p. 8932 - 8937 (2015)

The syntheses of three polynuclear heterobimetallic complexes through the use of a homoleptic mercuric thiolate anion as a template for the assembly of coinage metal are presented. The complexes, [(PPh3)3Ag3(μ-SPh)7/

A single, low, oral dose of a 5-carbon-linked trioxane dimer orthoester plus mefloquine cures malaria-infected mice

Moon, Deuk Kyu,Tripathi, Abhai,Sullivan, David,Siegler, Maxime A.,Parkin, Sean,Posner, Gary H.

, p. 2773 - 2775 (2011)

Four 5-carbon-linked trioxane dimer orthoesters (6a-6d) have been prepared in 4 or 5 chemical steps from the natural trioxane artemisinin (1). When administered orally to malaria-infected mice using a single dose of only 6 mg/kg body weight along with 18

Structurally homologous sialidases exhibit a commonality in reactivity: Glycoside hydrolase-catalyzed hydrolysis of Kdn-thioglycosides

Nejatie, Ali,Akintola, Oluwafemi,Steves, Elizabeth,Shamsi Kazem Abadi, Saeideh,Moore, Margo M.,Bennet, Andrew J.

, (2020/12/07)

Aspergillus fumigatus is one of the main causative agents of invasive aspergillosis, an often-lethal fungal disease that affects immunocompromised individuals. A. fumigatus produces a sialidase that cleaves the nine-carbon carbohydrate Kdn from glycoconju

Inherent Reactivity of Spiro-Activated Electrophilic Cyclopropanes

Jüstel, Patrick M.,Ofial, Armin R.,Pignot, Cedric D.,Stan, Alexandra

supporting information, p. 15928 - 15935 (2021/10/25)

The kinetics of the ring-opening reactions of thiophenolates with geminal bis(acceptor)-substituted cyclopropanes in DMSO at 20 °C was monitored by photometric methods. The determined second-order rate constants of the SN2 reactions followed linear relationships with Mayr nucleophilicity parameters (N/sN) and Br?nsted basicities (pKaH) of the thiophenolates as well as with Hammett substituent parameters (σ) for groups attached to the thiophenolates. Phenyl-substituted cyclopropanes reacted by up to a factor of 15 faster than their unsubstituted analogues, in accord with the known activating effect of adjacent π-systems in SN2 reactions. Variation of the electronic properties of substituents at the phenyl groups of the cyclopropanes gave rise to parabolic Hammett relationships. Thus, the inherent SN2 reactivity of electrophilic cyclopropanes is activated by electron-rich π-systems because of the more advanced C1?C2 bond polarization in the transition state. On the other hand, electron-poor π-systems also lower the energetic barriers for the attack of anionic nucleophiles owing to attractive electrostatic interactions.

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