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4-Iodostyrene
Cas No: 2351-50-0
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
4-Iodostyrene Manufacturer Factory CAS 2351-50-0
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Benzene,1-ethenyl-4-iodo-
Cas No: 2351-50-0
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4-Iodostyrene
Cas No: 2351-50-0
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4-Iodostyrene
Cas No: 2351-50-0
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Cas No: 2351-50-0
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No Data No Data No Data Hangzhou Fandachem Co.,Ltd Contact Supplier
Benzene, 1-ethenyl-4-iodo-
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4-IODOSTYRENE)/2351-50-0
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2351-50-0 Usage

InChI:InChI=1/C8H7I/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2

2351-50-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-ethenyl-4-iodobenzene

1.2 Other means of identification

Product number -
Other names 4-Jod-styrol

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:2351-50-0 SDS

2351-50-0Synthetic route

formaldehyd
50-00-0

formaldehyd

4-iodo-benzyl alcohol
18282-51-4

4-iodo-benzyl alcohol

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Stage #1: 4-iodo-benzyl alcohol With triethylphosphine hydrobromide at 100℃; for 0.166667h; Microwave irradiation;
Stage #2: formaldehyd With potassium carbonate In water at 100℃; for 0.0833333h; Microwave irradiation;
97%
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethenyl-benzene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran at -78 - 20℃;
94%
Stage #1: 1-bromo-4-ethenyl-benzene With sec.-butyllithium In tetrahydrofuran; cyclohexane for 3h; Inert atmosphere; Glovebox;
Stage #2: With iodine In tetrahydrofuran; cyclohexane at -78℃; Inert atmosphere;
73%
Stage #1: 1-bromo-4-ethenyl-benzene With indium; bathophenanthroline; 3-chloroprop-1-ene; lithium chloride; cobalt(II) bromide In tetrahydrofuran at 80℃; for 18h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;
70 %Chromat.
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 110℃; for 10h; Inert atmosphere;88%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: p-(iodophenyl)carboxaldehyde In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
76%
tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

(p-iodophenyl)(phenyl)iodonium bromide
59696-21-8

(p-iodophenyl)(phenyl)iodonium bromide

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;85%
para-diiodobenzene
624-38-4

para-diiodobenzene

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

A

1,4-Divinylbenzene
105-06-6

1,4-Divinylbenzene

B

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Stage #1: vinyl magnesium bromide With indium(III) chloride In tetrahydrofuran
Stage #2: para-diiodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Heating;
A 82%
B 2%
tetravinylsilane
1112-55-6

tetravinylsilane

para-diiodobenzene
624-38-4

para-diiodobenzene

A

1,4-Divinylbenzene
105-06-6

1,4-Divinylbenzene

B

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With potassium fluoride; Pd (1.09 wt%)/TiO2 In N,N-dimethyl-formamide at 130℃; under 1500.15 Torr; for 1.5h; Hiyama Coupling; Inert atmosphere;A 80%
B 11%
4-Vinylphenylboronic acid
2156-04-9

4-Vinylphenylboronic acid

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile at 81℃; for 25h;78%
With N-iodo-succinimide In acetonitrile at 81℃; Darkness;63%
methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: p-(iodophenyl)carboxaldehyde In tetrahydrofuran at 20 - 55℃; for 5.5h; Inert atmosphere;
77%
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene
870004-04-9

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With copper(I) oxide; 1,10-Phenanthroline; potassium iodide In methanol; water at 80℃; for 1h; High pressure;66%
p-vinylbenzoyl chloride
1565-41-9

p-vinylbenzoyl chloride

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;49%
4-iodobenzenediazonium tetrafluoroborate
1514-50-7

4-iodobenzenediazonium tetrafluoroborate

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

A

4-iodostyrene
2351-50-0

4-iodostyrene

B

[1-(4-Iodo-phenyl)-vinyl]-trimethyl-silane
94397-82-7

[1-(4-Iodo-phenyl)-vinyl]-trimethyl-silane

C

(E)-4-iodostyryltrimethylsilane
94397-79-2

(E)-4-iodostyryltrimethylsilane

Conditions
ConditionsYield
With bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 25℃;A 41 % Chromat.
B 5 % Chromat.
C 35%
4-iodobenzenesulfonyl chloride
98-61-3

4-iodobenzenesulfonyl chloride

dimethylphenylvinylsilane
1125-26-4

dimethylphenylvinylsilane

A

4-iodostyrene
2351-50-0

4-iodostyrene

B

(E)-(4-iodostyryl)dimethyl(phenyl)silane

(E)-(4-iodostyryl)dimethyl(phenyl)silane

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); lithium carbonate In 1,4-dioxane at 100℃; for 24h; Heck Reaction; Schlenk technique; Inert atmosphere; stereoselective reaction;A n/a
B 31%
1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
(i) aq. HIO3, I2, H2SO4, AcOH, CCl4, (ii) KOH, EtOH; Multistep reaction;
N-nitrosoacetanilide
938-81-8

N-nitrosoacetanilide

C8H7IN2O2
19260-02-7

C8H7IN2O2

A

4-iodostyrene
2351-50-0

4-iodostyrene

B

[1-(4-Iodo-phenyl)-vinyl]-trimethyl-silane
94397-82-7

[1-(4-Iodo-phenyl)-vinyl]-trimethyl-silane

C

(E)-4-iodostyryltrimethylsilane
94397-79-2

(E)-4-iodostyryltrimethylsilane

Conditions
ConditionsYield
With bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 40℃; for 1.5h; Yield given. Yields of byproduct given;
para-diiodobenzene
624-38-4

para-diiodobenzene

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

A

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

4-iodostyrene
2351-50-0

4-iodostyrene

D

buta-1,3-diene
106-99-0

buta-1,3-diene

Conditions
ConditionsYield
bis(η3-allyl-μ-chloropalladium(II)) In tetralin; water; N,N-dimethyl-formamide at 100℃; for 5h; other catalysts: (Ph3P)4Pd, LiPdCl3, (PhCN)2PdCl2, (MeCN)2PdCl2, Pd/C; Et3N presence; Further byproducts given;A n/a
B n/a
C 5 % Chromat.
D n/a
4-iodobenzenediazonium tetrafluoroborate
1514-50-7

4-iodobenzenediazonium tetrafluoroborate

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With hydrogenchloride; bis(dibenzylideneacetone)-palladium(0) 1.) CH3CN, 25 deg C; Yield given. Multistep reaction;
tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]
88016-29-9

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

A

para-diiodobenzene
624-38-4

para-diiodobenzene

B

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With palladium dichloride In water; acetonitrile for 0.416667h; Ambient temperature; Yield given. Yields of byproduct given;
(+-)-4-iodo-1-<1-hydroxy-ethyl>-benzene

(+-)-4-iodo-1-<1-hydroxy-ethyl>-benzene

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With potassium hydrogensulfate; hydroquinone at 200 - 210℃; under 120 - 130 Torr;
formaldehyd
50-00-0

formaldehyd

Br(1-)*C13H21IP(1+)

Br(1-)*C13H21IP(1+)

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
With potassium carbonate In water at 100℃; for 0.0833333h; Wittig reaction; Microwave irradiation;
2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
73852-88-7

2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; dimethyl sulfoxide / 0.5 h / 0 - 25 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sodium methylate; iodine / tetrahydrofuran; methanol / 0.5 h / 0 °C / Inert atmosphere
2.2: Inert atmosphere
View Scheme
C14H19BIO2(1-)*ClMg(1+)

C14H19BIO2(1-)*ClMg(1+)

4-iodostyrene
2351-50-0

4-iodostyrene

Conditions
ConditionsYield
Stage #1: C14H19BIO2(1-)*ClMg(1+) With iodine; sodium methylate In tetrahydrofuran; methanol at 0℃; for 0.5h; Inert atmosphere;
Stage #2: Inert atmosphere;
23 mg
4-iodostyrene
2351-50-0

4-iodostyrene

3-phenoxyphenylboronic acid
221006-66-2

3-phenoxyphenylboronic acid

Trimethylacetic acid
75-98-9

Trimethylacetic acid

C21H16O2

C21H16O2

Conditions
ConditionsYield
With cesiumhydroxide monohydrate; sodium carbonate; sodium iodide; iron(II) chloride In chloroform at 120℃; for 15h;97%
4-iodostyrene
2351-50-0

4-iodostyrene

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl(4-iodophenethyl)sulfane
1411817-07-6

benzyl(4-iodophenethyl)sulfane

Conditions
ConditionsYield
With tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 2.5h; Sealed tube; Irradiation; regioselective reaction;95%
4-iodostyrene
2351-50-0

4-iodostyrene

1-(1-bromoethyl)-4-iodobenzene
68120-55-8

1-(1-bromoethyl)-4-iodobenzene

Conditions
ConditionsYield
With silica gel; phosphorus tribromide In dichloromethane at 20℃; for 0.75h;95%
carbon monoxide
201230-82-2

carbon monoxide

4-iodostyrene
2351-50-0

4-iodostyrene

diisobutyl[(1E)-oct-1-en-1-yl]aluminum
40098-43-9, 99591-51-2

diisobutyl[(1E)-oct-1-en-1-yl]aluminum

(E)-3-hexyl-1-(4-vinylphenyl)undec-4-en-1-one

(E)-3-hexyl-1-(4-vinylphenyl)undec-4-en-1-one

Conditions
ConditionsYield
With palladium on activated charcoal; bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran; hexane at 80℃; under 1500.15 Torr; for 16h; Autoclave; Inert atmosphere;90%
4-iodostyrene
2351-50-0

4-iodostyrene

C9H7F5N2O2S

C9H7F5N2O2S

C10H9F2I

C10H9F2I

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; potassium carbonate In 1,4-dioxane at 40℃; for 22h; Sealed tube; Inert atmosphere; diastereoselective reaction;90%
carbon dioxide
124-38-9

carbon dioxide

4-iodostyrene
2351-50-0

4-iodostyrene

4-ethenylbenzoic acid
1075-49-6

4-ethenylbenzoic acid

Conditions
ConditionsYield
With 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene; cesium fluoride In N,N-dimethyl-formamide at 0 - 20℃; under 760.051 Torr; for 2h;87%
bromodichloromethane
75-27-4

bromodichloromethane

4-iodostyrene
2351-50-0

4-iodostyrene

C9H8Cl2IN3

C9H8Cl2IN3

Conditions
ConditionsYield
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube;84%
Togni's reagent
887144-97-0

Togni's reagent

pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

4-iodostyrene
2351-50-0

4-iodostyrene

C14H11F3IN

C14H11F3IN

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In tert-butyl methyl ether at 20℃; UV-irradiation;83%
4-iodostyrene
2351-50-0

4-iodostyrene

isopropylamine
75-31-0

isopropylamine

4-(4-iodophenyl)-2-methylbutan-2-amine

4-(4-iodophenyl)-2-methylbutan-2-amine

Conditions
ConditionsYield
With eosin In acetonitrile at 20℃; Irradiation; Green chemistry;83%
N-formyldiethylamine
617-84-5

N-formyldiethylamine

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-iodostyrene
2351-50-0

4-iodostyrene

1-ethyl-3-(4-iodophenyl)-5-methyl-1H-pyrrole-2-carbonitrile

1-ethyl-3-(4-iodophenyl)-5-methyl-1H-pyrrole-2-carbonitrile

Conditions
ConditionsYield
With iodine In neat (no solvent) for 0.666667h; Irradiation; Green chemistry; regioselective reaction;81%
4-iodostyrene
2351-50-0

4-iodostyrene

acetylsulfanyl-4-(ethynyl)benzene
170159-24-7

acetylsulfanyl-4-(ethynyl)benzene

Thioacetic acid S-[4-(4-vinyl-phenylethynyl)-phenyl] ester

Thioacetic acid S-[4-(4-vinyl-phenylethynyl)-phenyl] ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 50℃; for 20h;80%
chloroform
67-66-3

chloroform

4-iodostyrene
2351-50-0

4-iodostyrene

3-phenoxyphenylboronic acid
221006-66-2

3-phenoxyphenylboronic acid

C21H16O2

C21H16O2

Conditions
ConditionsYield
With cesiumhydroxide monohydrate; sodium carbonate; sodium iodide; Trimethylacetic acid at 120℃; for 12h;80%
carbon monoxide
201230-82-2

carbon monoxide

4-iodostyrene
2351-50-0

4-iodostyrene

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

C13H17O4P

C13H17O4P

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at -78 - 40℃; under 760.051 Torr; for 16h; Inert atmosphere; Schlenk technique;79%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-iodostyrene
2351-50-0

4-iodostyrene

trimethylaluminum
75-24-1

trimethylaluminum

1-(4-vinylphenyl)propane-1,2-dione

1-(4-vinylphenyl)propane-1,2-dione

Conditions
ConditionsYield
Stage #1: tert-butylisonitrile; 4-iodostyrene; trimethylaluminum With 1,3-bis-(diphenylphosphino)propane; palladium dichloride In toluene at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere;
Stage #2: With potassium tert-butylate In toluene at 20 - 100℃; for 16h; Sealed tube; Inert atmosphere;
Stage #3: With hydrogenchloride; water In toluene at 20℃; for 1h; Sealed tube; Inert atmosphere;
75%
3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

4-iodostyrene
2351-50-0

4-iodostyrene

3-bromo-9-(4-vinylphenyl)-9H-carbazole

3-bromo-9-(4-vinylphenyl)-9H-carbazole

Conditions
ConditionsYield
With dibenzo-18-crown-6; copper; potassium carbonate In toluene at 100℃; for 6h;74.9%
4-iodostyrene
2351-50-0

4-iodostyrene

acetic anhydride
108-24-7

acetic anhydride

1-(4-iodophenyl)ethane-1,2-diyl diacetate

1-(4-iodophenyl)ethane-1,2-diyl diacetate

Conditions
ConditionsYield
With 2,2':6,2''-terpyridine; oxygen; palladium diacetate; acetic acid; bis(pinacol)diborane In acetonitrile at 90℃; under 760.051 Torr; for 30h; Sealed tube;72%
4-iodostyrene
2351-50-0

4-iodostyrene

malononitrile
109-77-3

malononitrile

2-(4-vinyl-phenyl)-malononitrile
866416-42-4

2-(4-vinyl-phenyl)-malononitrile

Conditions
ConditionsYield
Stage #1: malononitrile With sodium hydride In 1,2-dimethoxyethane at 20℃; for 1h;
Stage #2: 4-iodostyrene; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; 1,2-dimethoxyethane at 85℃; for 2h;
71.8%
Stage #1: malononitrile With sodium hydride In 1,2-dimethoxyethane at 20℃; for 1h;
Stage #2: 4-iodostyrene; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 85℃; for 2h; Further stages.;
71.8%
4-iodostyrene
2351-50-0

4-iodostyrene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(1-(4-iodophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(1-(4-iodophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With palladium diacetate; acetic acid; (S,S)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine In acetonitrile at 90℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;70%
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

4-iodostyrene
2351-50-0

4-iodostyrene

sodium methansulfinate
20277-69-4

sodium methansulfinate

C14H14INO2S

C14H14INO2S

Conditions
ConditionsYield
With 9,10-diphenylanthracene; ammonium chloride In ethanol; acetonitrile at 20℃; for 4h; Irradiation;69%
4-iodostyrene
2351-50-0

4-iodostyrene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;69%
4-iodostyrene
2351-50-0

4-iodostyrene

benzene
71-43-2

benzene

(E)-1-(4-iodophenyl)-2-phenylethene
13041-71-9

(E)-1-(4-iodophenyl)-2-phenylethene

Conditions
ConditionsYield
With di-μ-acetatotetrakis(dihaptoethene)dirhodium(I); copper(II) dipivaloate; Trimethylacetic acid at 165℃; for 24h; Sealed tube;68%
4-iodostyrene
2351-50-0

4-iodostyrene

silver(I) trifluoromethanethiolate
811-68-7

silver(I) trifluoromethanethiolate

1-(4-iodophenyl)-2-((trifluoromethyl)thio)ethanone

1-(4-iodophenyl)-2-((trifluoromethyl)thio)ethanone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; oxygen In dimethyl sulfoxide at 35℃; for 3h; Schlenk technique;68%
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