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Androsta-4,16-dien-3-one
Cas No: 4075-07-4
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High pure Androstadienone price
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USD $ 85.8-89.8 / Gram 10 Gram 55 Metric Ton/Month Xi'an Quanao Biotech Co., Ltd. Contact Supplier
Factory price Cosmetic ANDROSTADIENONE 4075-07-4 Manufacturer
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Androsta-4,16-dien-3-one CAS NO.4075-07-4
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TIANFUCHEM-- 4075-07-4--High purity (6R)-5,6,7,8-TETRAHYDRO-L-BIOPTERIN DIHYDROCHLORIDE in stock
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Pharmaceutical Grade CAS 4075-07-4 with competitive price
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4075-07-4 Androsta-4,16-dien-3-one
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USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
BLOOM TECH Advanced API/Technology support 4,16-Androstadien-3-one CAS 4075-07-4
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Androstadienone
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Androsta-4,16-dien-3-one 4075-07-4
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4075-07-4 Usage

Uses

Androstadienone is a prominent androstene present on male human axillary hair and on the male axillary skin surface. Studies suggest that Androstadienone has a strong pheromone-like activities in hum ans. Androstadienone is a metabolite of Testosterone (T155000).
InChI:InChI=1/C19H26O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,12,15-17H,4-8,10-11H2,1-2H3

4075-07-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name .δ.4,16-Androstadien-3-one

1.2 Other means of identification

Product number -
Other names androst-4,16 dien-3-one

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:4075-07-4 SDS

4075-07-4Synthetic route

17β-methoxycarbonyloxy-androst-4-en-3-one
19865-18-0

17β-methoxycarbonyloxy-androst-4-en-3-one

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
In toluene at 460℃;90%
In acetone; toluene90%
cesium acetate
3396-11-0

cesium acetate

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
182243-71-6

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

A

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

B

3-oxoandrost-4-en-17α-yl acetate
1425-09-8

3-oxoandrost-4-en-17α-yl acetate

Conditions
ConditionsYield
With 18-crown-6 ether In benzene for 72h; Heating;A 10%
B 76%
Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
182243-71-6

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

A

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

B

3-oxoandrost-4-en-17α-yl acetate
1425-09-8

3-oxoandrost-4-en-17α-yl acetate

Conditions
ConditionsYield
With 18-crown-6 ether; cesium acetate In benzene for 72h; Heating;A 10%
B 76%
17β-tosyloxyandrostan-4-en-3-one
1255-57-8

17β-tosyloxyandrostan-4-en-3-one

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Stage #1: 17β-tosyloxyandrostan-4-en-3-one With tetrabutylammonium acetate In 1-methyl-pyrrolidin-2-one at 160℃; for 4h;
Stage #2: With potassium hydroxide In ethanol at 20℃; for 48h;
61%
With aluminum oxide In benzene for 20h; Heating;
indole
120-72-9

indole

17-iodoandrosta-4,16-dien-3-one
100772-35-8

17-iodoandrosta-4,16-dien-3-one

A

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;A 55%
B 15 %Spectr.
With copper(l) iodide; potassium carbonate; butane-2,3-dione dioxime In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Inert atmosphere;A 8 %Spectr.
B 72 %Spectr.
bis(androst-4-en-3-on)-17β-yl oxalate

bis(androst-4-en-3-on)-17β-yl oxalate

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
at 600℃; under 0.00750075 Torr; for 1h; Flash vacuum pyrolysis;29%
3-oxoandrost-4-en-17α-yl benzoate
36025-82-8

3-oxoandrost-4-en-17α-yl benzoate

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
at 300℃; Erhitzen unter Stickstoff;
at 300℃;
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
With cyclohexanone; aluminum isopropoxide; toluene
testosterone
58-22-0

testosterone

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / pyridine; various solvent(s) / 24 h / 0 °C
2: 90 percent / toluene / 460 °C
View Scheme
(i) MeSO2Cl, Py, (ii) LiCl, DMF; Multistep reaction;
testosterone triflate
159949-15-2

testosterone triflate

A

17α-Azido-androst-4-en-3-on

17α-Azido-androst-4-en-3-on

B

17-methyl-18-norandrosta-4,13(17)-dien-3-one
38978-06-2

17-methyl-18-norandrosta-4,13(17)-dien-3-one

C

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

D

17β-Methyl-18-norandrosta-4,13-dien-3-on

17β-Methyl-18-norandrosta-4,13-dien-3-on

Conditions
ConditionsYield
With lithium azide In N,N-dimethyl-formamide at 25℃; for 0.5h; Substitution;
testosterone triflate
159949-15-2

testosterone triflate

A

17-methyl-18-norandrosta-4,13(17)-dien-3-one
38978-06-2

17-methyl-18-norandrosta-4,13(17)-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

C

17β-Methyl-18-norandrosta-4,13-dien-3-on

17β-Methyl-18-norandrosta-4,13-dien-3-on

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 90℃; for 0.0833333h; Substitution;
Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
182243-71-6

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

A

17α-Azido-androst-4-en-3-on

17α-Azido-androst-4-en-3-on

B

17-methyl-18-norandrosta-4,13(17)-dien-3-one
38978-06-2

17-methyl-18-norandrosta-4,13(17)-dien-3-one

C

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

D

17β-Methyl-18-norandrosta-4,13-dien-3-on

17β-Methyl-18-norandrosta-4,13-dien-3-on

Conditions
ConditionsYield
With lithium azide In N,N-dimethyl-formamide at 90℃; for 9h; Substitution;
testosterone
58-22-0

testosterone

androstene-(5)-diol-(3.17)

androstene-(5)-diol-(3.17)

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 0 °C
2: LiN3 / dimethylformamide / 9 h / 90 °C
View Scheme
testosterone
58-22-0

testosterone

<2,4,6-triiodo-phenoxy>-acetyl chloride

<2,4,6-triiodo-phenoxy>-acetyl chloride

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / pyridine / 0.25 h / 0 - 20 °C
2: 10 percent / 18-crown-6 / benzene / 72 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / pyridine / 0.25 h / 0 - 20 °C
2: 10 percent / CsOAc, 18-crow-6 / benzene / 72 h / Heating
View Scheme
Estra-5(10),16-dien-3-one
161061-98-9

Estra-5(10),16-dien-3-one

ethanol
64-17-5

ethanol

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
In ethyl acetate
Al(OPri)3

Al(OPri)3

5α-5,16-Androstadien-3α-ol
30505-67-0

5α-5,16-Androstadien-3α-ol

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
In water; cyclohexanone; toluene
C20H27IO

C20H27IO

A

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / ethanol; water / 2.5 h / Reflux
2: potassium carbonate; 2,2,6,6-tetramethylheptane-3,5-dione; copper(l) iodide / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
C20H27IO

C20H27IO

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / ethanol; water / 2.5 h / Reflux
2: potassium carbonate; indole; copper(l) iodide; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
3-methoxyandrosta-3,5-dien-17-one hydrazone
1131428-48-2

3-methoxyandrosta-3,5-dien-17-one hydrazone

A

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; iodine / 1,4-dioxane / 0.5 h
2: hydrogenchloride / ethanol; water / 2.5 h / Reflux
3: potassium carbonate; 2,2,6,6-tetramethylheptane-3,5-dione; copper(l) iodide / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
3-methoxyandrosta-3,5-dien-17-one hydrazone
1131428-48-2

3-methoxyandrosta-3,5-dien-17-one hydrazone

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; iodine / 1,4-dioxane / 0.5 h
2: hydrogenchloride / ethanol; water / 2.5 h / Reflux
3: potassium carbonate; indole; copper(l) iodide; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
3-methoxyandrosta-3,5-dien-17-one
57144-06-6

3-methoxyandrosta-3,5-dien-17-one

A

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

17-(1H-indol-1-yl)androsta-4,16-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate; triethylamine / ethanol / 2 h / Reflux
2: triethylamine; iodine / 1,4-dioxane / 0.5 h
3: hydrogenchloride / ethanol; water / 2.5 h / Reflux
4: potassium carbonate; 2,2,6,6-tetramethylheptane-3,5-dione; copper(l) iodide / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
3-methoxyandrosta-3,5-dien-17-one
57144-06-6

3-methoxyandrosta-3,5-dien-17-one

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate; triethylamine / ethanol / 2 h / Reflux
2: triethylamine; iodine / 1,4-dioxane / 0.5 h
3: hydrogenchloride / ethanol; water / 2.5 h / Reflux
4: potassium carbonate; indole; copper(l) iodide; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 24 h / 100 °C / Inert atmosphere
View Scheme
17-iodoandrosta-4,16-dien-3-one
100772-35-8

17-iodoandrosta-4,16-dien-3-one

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
With indole; copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Inert atmosphere;60 %Spectr.
17-iodoandrosta-4,16-dien-3-one
100772-35-8

17-iodoandrosta-4,16-dien-3-one

hex-1-yne
693-02-7

hex-1-yne

A

17-(hex-1-yn-1-yl)androsta-4,16-dien-3-one

17-(hex-1-yn-1-yl)androsta-4,16-dien-3-one

B

4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Conditions
ConditionsYield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; triphenylphosphine In dimethyl sulfoxide at 100℃; Reagent/catalyst; Sonogashira Cross-Coupling; Inert atmosphere;A 22 %Spectr.
B 11 %Spectr.
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

A

4α,5α-epoxyandrost-16-en-3-one
63015-31-6

4α,5α-epoxyandrost-16-en-3-one

B

4β,5β-epoxyandrost-16-en-3-one

4β,5β-epoxyandrost-16-en-3-one

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide In methanol at 0℃; for 24h;A 13%
B 76%
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

16β-hydroxyandrost-4-en-3-one
22614-28-4

16β-hydroxyandrost-4-en-3-one

Conditions
ConditionsYield
Stage #1: 4,16-androstadien-3-one With mercury(II) diacetate In tetrahydrofuran; water at 20℃; for 72h;
Stage #2: With sodium hydroxide; sodium tetrahydroborate In tetrahydrofuran; water for 0.0333333h;
45%
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

androsta-1,4,16-trien-3-one
63015-08-7

androsta-1,4,16-trien-3-one

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 80℃; for 15h;43%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

Androstene oxide
51067-43-7

Androstene oxide

Conditions
ConditionsYield
With Perbenzoic acid; chloroform
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

androsta-4,6,16-trien-3-one
63014-91-5

androsta-4,6,16-trien-3-one

Conditions
ConditionsYield
With sodium hydroxide; chloranil; acetic acid In methanol; n-heptane; water; toluene; tert-butyl alcohol; benzene
With chloranil; acetic acid In tert-butyl alcohol
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3-ethoxy-androsta-3,5,16-triene
63015-17-8

3-ethoxy-androsta-3,5,16-triene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

4-androsten-3-one
2872-90-4

4-androsten-3-one

Conditions
ConditionsYield
With hydrogen; Wilkinson's catalyst In ethanol for 4h; Ambient temperature;1.0 g
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

A

androsta-4,16-dien-3α-ol

androsta-4,16-dien-3α-ol

B

androsta-4,16-dien-3β-ol

androsta-4,16-dien-3β-ol

Conditions
ConditionsYield
With ethanol; water; lithium tri-sec-butyl(hydrido)borate 1.) THF, r.t., 3 h; 2.) -55 deg C; Yield given. Multistep reaction. Yields of byproduct given;
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

16β-trichloroacetoxyandrost-4-en-3-one
406919-61-7

16β-trichloroacetoxyandrost-4-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: mercuric acetate / H2O; tetrahydrofuran / 72 h / 20 °C
1.2: 45 percent / 3.0 M NaOH; NaBH4 / H2O; tetrahydrofuran / 0.03 h
2.1: 83 percent / Et3N; N,N-dimethylaminopyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
View Scheme
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

5α-androstan-5-ol
20311-30-2

5α-androstan-5-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.0 g / hydrogen / chloro-tris(triphenylphosphine)rhodium / ethanol / 4 h / Ambient temperature
2: 1.) 1,2-ethanedithiol, boron trifluoride etherate; 2.) methanol / 2.) Raney-Ni / 1.) acetic acid, r.t., 2 d; 2.) 20 h
3: 1.) m-chloroperbenzoic acid; 2.) lithium aluminium hydride / 1.) CHCl3, r.t., 1 h; 2.) dioxane, reflux, 4 h
View Scheme
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

3H-androst-4-ene
38544-66-0

3H-androst-4-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.0 g / hydrogen / chloro-tris(triphenylphosphine)rhodium / ethanol / 4 h / Ambient temperature
2: 1.) 1,2-ethanedithiol, boron trifluoride etherate; 2.) methanol / 2.) Raney-Ni / 1.) acetic acid, r.t., 2 d; 2.) 20 h
View Scheme
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

5β-androstan-5-ol

5β-androstan-5-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.0 g / hydrogen / chloro-tris(triphenylphosphine)rhodium / ethanol / 4 h / Ambient temperature
2: 1.) 1,2-ethanedithiol, boron trifluoride etherate; 2.) methanol / 2.) Raney-Ni / 1.) acetic acid, r.t., 2 d; 2.) 20 h
3: 1.) m-chloroperbenzoic acid; 2.) lithium aluminium hydride / 1.) CHCl3, r.t., 1 h; 2.) dioxane, reflux, 4 h
View Scheme
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

androsta-1,4,6,16-tetraen-3-one

androsta-1,4,6,16-tetraen-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / 1,4-dioxane
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane
View Scheme
4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

6β-Iodandrosta-4,16-dien-3-on

6β-Iodandrosta-4,16-dien-3-on

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / 1,4-dioxane
2: (i) N-iodo-succinimide, (ii) (hydrolysis)
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4,16-androstadien-3-one
4075-07-4

4,16-androstadien-3-one

3-ethoxy-6-chloro-androsta-3,5,16-triene
63015-22-5

3-ethoxy-6-chloro-androsta-3,5,16-triene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / 1,4-dioxane
2: (i) N-chloro-succinimide, acetone, H2O, (ii) (hydrolysis)
3: toluene-4-sulfonic acid
View Scheme
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