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13061-28-4

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13061-28-4 Usage

General Description

1-(2,4,5-trichlorophenyl)ethan-1-one, also known as triclocarban, is an antimicrobial compound used in various personal care products such as soaps, detergents, and body washes. It is a white to light yellow crystalline powder that has a chlorinated aromatic structure. Triclocarban has been widely used as an antibacterial agent due to its ability to inhibit the growth of bacteria and fungi. However, there is growing concern about its potential negative impact on human health and the environment, leading to restrictions on its use in some regions. Studies have shown that triclocarban can accumulate in the environment and may have endocrine-disrupting effects. As a result, there is ongoing research into alternative antimicrobial compounds with safer profiles.

Check Digit Verification of cas no

The CAS Registry Mumber 13061-28-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,6 and 1 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13061-28:
(7*1)+(6*3)+(5*0)+(4*6)+(3*1)+(2*2)+(1*8)=64
64 % 10 = 4
So 13061-28-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H5Cl3O/c1-4(12)5-2-7(10)8(11)3-6(5)9/h2-3H,1H3

13061-28-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(2,4,5-Trichlorophenyl)ethanone

1.2 Other means of identification

Product number -
Other names EINECS 235-954-9

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:13061-28-4 SDS

13061-28-4Synthetic route

acetyl chloride
75-36-5

acetyl chloride

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride at 20℃; for 3h;82%
With aluminium trichloride
2,4,5-trichlorobenzoic acid
50-82-8

2,4,5-trichlorobenzoic acid

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride
2: benzene / Erwaermen des Reaktionsgemisches
View Scheme
2,4,5-tri-chloro-benzonitrile
6575-04-8

2,4,5-tri-chloro-benzonitrile

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous sulfuric acid / Versetzen des mit Wasser verduennten Reaktionsgemisches mit Natriumnitrit
2: thionyl chloride
3: benzene / Erwaermen des Reaktionsgemisches
View Scheme
2,4,5-trichloroaniline
636-30-6

2,4,5-trichloroaniline

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aqueous hydrochloric acid; copper (I)-cyanide / Diazotization
2: aqueous sulfuric acid / Versetzen des mit Wasser verduennten Reaktionsgemisches mit Natriumnitrit
3: thionyl chloride
4: benzene / Erwaermen des Reaktionsgemisches
View Scheme
methylzinc iodide
18815-73-1

methylzinc iodide

2,4,6-trichlorobenzoyl chloride
42221-49-8

2,4,6-trichlorobenzoyl chloride

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
With benzene Erwaermen des Reaktionsgemisches;
acetic anhydride
108-24-7

acetic anhydride

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
With aluminium trichloride
1-(2-amino-4,5-dichloro-phenyl)-ethanone
6951-70-8

1-(2-amino-4,5-dichloro-phenyl)-ethanone

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Conditions
ConditionsYield
(i) NaNO2, H2SO4, (ii) CuCl, aq. HCl; Multistep reaction;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

methyl 3-oxo-3-(2,4,5-trichlorophenyl)propanoate

methyl 3-oxo-3-(2,4,5-trichlorophenyl)propanoate

Conditions
ConditionsYield
With 3-acetyl-2,5-dichlorothiophene; sodium hydride at 84 - 86℃; for 2h;84%
ethanol
64-17-5

ethanol

2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

1-Ethoxy-2-(2,4,5-trichlor-phenyl)-ethen
6178-22-9

1-Ethoxy-2-(2,4,5-trichlor-phenyl)-ethen

Conditions
ConditionsYield
(i) PCl5, benzene-1,4-diol, (ii) /BRN= 1718733/, KOH; Multistep reaction;
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

1,2,4-trichloro-5-ethynyl-benzene
6546-87-8

1,2,4-trichloro-5-ethynyl-benzene

Conditions
ConditionsYield
(i) PCl5, benzene-1,4-diol, (ii) KOH; Multistep reaction;
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

1-(2,4,5-trichloro-phenyl)-ethanol
14299-54-8

1-(2,4,5-trichloro-phenyl)-ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate
With sodium hydroxide; sodium tetrahydroborate
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

ω,ω,ω,2,4,5-Hexachloracetophenon
27704-42-3

ω,ω,ω,2,4,5-Hexachloracetophenon

Conditions
ConditionsYield
With chlorine Irradiation;
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

2,4,5-trichloro-styrene
1835-89-8

2,4,5-trichloro-styrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4, aq. NaOH
2: KHSO4, benzene-1,2-diol
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

cis-2-(4-Chlor-phenylthio)-1-(2,4,5-trichlor-phenyl)-ethylen
6510-81-2

cis-2-(4-Chlor-phenylthio)-1-(2,4,5-trichlor-phenyl)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
2: NaOtBu
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

trans-1-(2,4,5-Trichlor-phenyl)-2-(4-chlor-phenylthio)-ethylen
875894-70-5

trans-1-(2,4,5-Trichlor-phenyl)-2-(4-chlor-phenylthio)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

cis-2-(4-Chlor-phenylsulfonyl)-1-(2,4,5-trichlor-phenyl)-ethylen
6178-29-6

cis-2-(4-Chlor-phenylsulfonyl)-1-(2,4,5-trichlor-phenyl)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
2: NaOtBu
3: aq. H2O2
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

trans-2-(4-Chlor-phenylsulfonyl)-1-(2,4,5-trichlor-phenyl)-ethylen
6178-13-8

trans-2-(4-Chlor-phenylsulfonyl)-1-(2,4,5-trichlor-phenyl)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
3: aq. H2O2
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

cis-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylthio)-ethylen
92167-19-6

cis-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylthio)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
2: NaOtBu
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

trans-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylthio)-ethylen
92167-19-6

trans-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylthio)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

cis-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylsulfonyl)-ethylen
6178-30-9

cis-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylsulfonyl)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
2: NaOtBu
3: aq. H2O2
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

trans-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylsulfonyl)-ethylen
6510-76-5

trans-1-(2,4,5-Trichlor-phenyl)-2-(2,4,5-trichlor-phenylsulfonyl)-ethylen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) PCl5, benzene-1,4-diol, (ii) KOH
3: aq. H2O2
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Dimethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester methyl ester

Dimethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cl2 / Irradiation
2: benzene
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Dimethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester ethyl ester

Dimethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cl2 / Irradiation
2: benzene
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Diethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester methyl ester

Diethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cl2 / Irradiation
2: benzene
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

Diethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester ethyl ester

Diethyl-phosphoramidic acid 2,2-dichloro-1-(2,4,5-trichloro-phenyl)-vinyl ester ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cl2 / Irradiation
2: benzene
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

methyl 6,7-dichloro-2-[N-(4-fluorophenyl)amino]-4-oxo-4H-1-benzothiopyran-3-carboxylate

methyl 6,7-dichloro-2-[N-(4-fluorophenyl)amino]-4-oxo-4H-1-benzothiopyran-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-acetyl-2,5-dichlorothiophene; sodium hydride / 2 h / 84 - 86 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h
2.2: 145 - 150 °C
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

methyl 2-[N-(4-chlorophenyl)amino]-6,7-dichloro-4-oxo-4H-1-benzothiopyran-3-carboxylate

methyl 2-[N-(4-chlorophenyl)amino]-6,7-dichloro-4-oxo-4H-1-benzothiopyran-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-acetyl-2,5-dichlorothiophene; sodium hydride / 2 h / 84 - 86 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h
2.2: 145 - 150 °C
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

methyl 6,7-dichloro-2-[N-(1-naphthyl)amino]-4-oxo-4H-1-benzothiopyran-3-carboxylate

methyl 6,7-dichloro-2-[N-(1-naphthyl)amino]-4-oxo-4H-1-benzothiopyran-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-acetyl-2,5-dichlorothiophene; sodium hydride / 2 h / 84 - 86 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h
2.2: 145 - 150 °C
View Scheme
2,4,5-trichloroacetophenone
13061-28-4

2,4,5-trichloroacetophenone

methyl 2-[N-(1-adamantyl)amino]-6,7-dichloro-4-oxo-4H-1-benzothiopyran-3-carboxylate

methyl 2-[N-(1-adamantyl)amino]-6,7-dichloro-4-oxo-4H-1-benzothiopyran-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3-acetyl-2,5-dichlorothiophene; sodium hydride / 2 h / 84 - 86 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h
2.2: 145 - 150 °C
View Scheme

13061-28-4Relevant articles and documents

Fused thia-heterocycles via isothiocyanates. Part I. Facile synthesis of some new 1-benzothiopyran-4-one derivatives

Barhoumi, Lina M.,El-Abadelah, Mustafa M.,Sabri, Salim S.,Voelter, Wolfgang

, p. 369 - 375 (2017/05/16)

A selected set of new 4H-benzothiopyran-4-one derivatives 6a-h has been prepared by a one-pot reaction involving deprotonated methyl 3-oxo-3(2′,4′,5′-trichlorophenyl)propanoate 5 and the appropriate aryl or alkyl isothiocyanate. 2,4,5-Trichloroacetophenone 4, required for the synthesis of 5, is successfully prepared by Friedel-Craft's acetylation of 1,2,4-trichlorobenzene in 82% yield. The structures of the new compounds 5 and 6a-h are based on microanalytical and spectral (NMR, MS(EI), and HRMS) data.

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