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118-79-6

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118-79-6 Usage

Chemical Properties

2,4,6-Tribromophenol is a white needle-shaped into prismatic crystals with has a penetrating bromine odor. In alcohol, chloroform, ether and caustic alkali solution, almost insoluble in water, sweet taste.

Uses

Different sources of media describe the Uses of 118-79-6 differently. You can refer to the following data:
1. 2,4,6-Tribromophenol is used as a certified reference standard for the determination of the analyte in multiple solid formulation drug products using gas chromatography coupled to tandem mass spectrometry.
2. 2,4,6-Tribromophenol was used in analysis of nonylphenol, nonylphenol monoethoxylate and octylphenol in sediment, water and fish tissue.

Definition

ChEBI: 2,4,6-tribromophenol is a bromophenol that is phenol in which the hydrogens at positions 2, 4 and 6 have been replaced by bromines. It is commonly used as a fungicide and in the preparation of flame retardants. It has a role as an environmental contaminant, a fungicide and a marine metabolite.

Production Methods

2,4,6-Tribromophenol is produced by the controlled bromination of phenol.

General Description

Soft, long, white crystals with a bromine odor.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

2,4,6-Tribromophenol can react with oxidizing materials .

Hazard

By ingestion, inhalation, skin absorption. Strong skin irritant.

Fire Hazard

Data is not available for 2,4,6-Tribromophenol. 2,4,6-Tribromophenol is probably non-flammable.

Flammability and Explosibility

Nonflammable

Purification Methods

Crystallise the phenol from EtOH or pet ether. Dry it under vacuum over P2O5 at room temperature. [Beilstein 6 IV 1067.]

Check Digit Verification of cas no

The CAS Registry Mumber 118-79-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 118-79:
(5*1)+(4*1)+(3*8)+(2*7)+(1*9)=56
56 % 10 = 6
So 118-79-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H3Br3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

118-79-6 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
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  • Detail
  • Alfa Aesar

  • (A12424)  2,4,6-Tribromophenol, 98%   

  • 118-79-6

  • 250g

  • 418.0CNY

  • Detail
  • Alfa Aesar

  • (A12424)  2,4,6-Tribromophenol, 98%   

  • 118-79-6

  • 1000g

  • 1076.0CNY

  • Detail
  • Alfa Aesar

  • (A12424)  2,4,6-Tribromophenol, 98%   

  • 118-79-6

  • 5000g

  • 3131.0CNY

  • Detail
  • Sigma-Aldrich

  • (80026)  2,4,6-Tribromophenol  certified reference material, TraceCERT®

  • 118-79-6

  • 80026-100MG

  • 1,054.17CNY

  • Detail
  • Supelco

  • (48084)  2,4,6-Tribromophenolsolution  certified reference material, 2000 μg/mL in methanol

  • 118-79-6

  • 000000000000048084

  • 449.28CNY

  • Detail

118-79-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4,6-tribromophenol

1.2 Other means of identification

Product number -
Other names 2,3-DIHYDRO-INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flame retardants
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:118-79-6 SDS

118-79-6Synthetic route

phenol
108-95-2

phenol

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; acetic acid; sodium bromide at 20 - 45℃; Temperature; Reagent/catalyst;99%
With tetrabutylammomium bromide; dihydrogen peroxide; vanadia In water; acetonitrile at 5℃; for 1h; Bromination;98%
With tetra-N-butylammonium tribromide In water; acetonitrile at 5℃;98%
4-bromo-phenol
106-41-2

4-bromo-phenol

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane99%
With dibromamine-T In acetonitrile at 20℃; for 0.166667h;85%
Multi-step reaction with 2 steps
1: bromine / acetic acid; ethanol / 1 h / 0 °C
2: 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile; lithium tert-butoxide / tetrahydrofuran / 6.5 h / -78 - 25 °C / Inert atmosphere
View Scheme
2-(3,4-methylenedioxyphenyl)-1,3-dithiane
56579-86-3

2-(3,4-methylenedioxyphenyl)-1,3-dithiane

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one
20244-61-5

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one

A

piperonal
120-57-0

piperonal

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 20℃; for 0.25h;A 98%
B 80%
4-Methanesulfonyloxy-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
183547-02-6

4-Methanesulfonyloxy-benzenesulfonic acid 2,4,6-tribromo-phenyl ester

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature;97%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane96%
2,4,6-tribromoanisole
607-99-8

2,4,6-tribromoanisole

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With water; hydrogen bromide; Aliquat 336 at 105℃; for 5h; Catalytic behavior;95%
3-(2,4,6-tribromo-phenoxymethyl)-benzoic acid methyl ester

3-(2,4,6-tribromo-phenoxymethyl)-benzoic acid methyl ester

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; methanol at 20℃; for 5h;91%
phenylboronic acid
98-80-6

phenylboronic acid

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With bromine In dichloromethane at 20℃; regioselective reaction;90%
Multi-step reaction with 2 steps
1: dihydrogen peroxide; water / ethanol / 0.02 h / 20 °C / Green chemistry
2: dihydrogen peroxide; hydrogen bromide; water / ethanol / 0.02 h / 20 °C / Green chemistry
View Scheme
4-Methanesulfonyl-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
183547-04-8

4-Methanesulfonyl-benzenesulfonic acid 2,4,6-tribromo-phenyl ester

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature;89%
C6H5Br3O
118352-65-1

C6H5Br3O

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With oxygen; copper diacetate; trifluoroacetic acid; lithium bromide In acetonitrile at 80℃; under 760.051 Torr; for 10h; Sealed tube;89%
di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

para-thiocresol
106-45-6

para-thiocresol

4-Methanesulfonyloxy-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
183547-02-6

4-Methanesulfonyloxy-benzenesulfonic acid 2,4,6-tribromo-phenyl ester

A

tris(p-tolylthio)methane
17241-10-0

tris(p-tolylthio)methane

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature;A 22%
B 87%
2,6-dibromophenol
608-33-3

2,6-dibromophenol

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; hydrogen bromide In water at 20℃; for 1.6h;86%
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide; acetic acid at 20℃; for 2h; regioselective reaction;85%
4-Bromophenylboronic acid
5467-74-3

4-Bromophenylboronic acid

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With water; hydrogen bromide; dihydrogen peroxide In ethanol at 20℃; for 0.0166667h; Green chemistry;84%
phenol
108-95-2

phenol

A

4-bromo-phenol
106-41-2

4-bromo-phenol

B

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

C

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With pyridine; bromine; silver nitrate In acetonitrile for 2h; Ambient temperature;A 3%
B 82%
C 3%
With N-Bromosuccinimide In acetonitrile at 20℃; for 0.166667h;A 12 %Chromat.
B 7 %Chromat.
C 55 %Chromat.
(2,4,6-tribromo-phenoxy)-acetic acid
84998-84-5

(2,4,6-tribromo-phenoxy)-acetic acid

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
Stage #1: (2,4,6-tribromo-phenoxy)-acetic acid With triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius rearrangement; Heating;
Stage #2: With potassium hydroxide In N,N-dimethyl-formamide; toluene at 25℃; for 0.133333h;
Stage #3: With potassium hydroxide; glycerol In ethanol; N,N-dimethyl-formamide; toluene for 2h; Heating; Further stages.;
82%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

A

2,6-dibromophenol
608-33-3

2,6-dibromophenol

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 1h; Ambient temperature;A 80%
B 5.7 % Chromat.
di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

2,6-dibromophenol
608-33-3

2,6-dibromophenol

A

bis(1-methylethyl) 1,2-hydrazinedicarboxylate
19740-72-8

bis(1-methylethyl) 1,2-hydrazinedicarboxylate

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With ZrBr4 In dichloromethane at 20℃; for 2h;A n/a
B 79%
di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

para-thiocresol
106-45-6

para-thiocresol

4-Methanesulfonyl-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
183547-04-8

4-Methanesulfonyl-benzenesulfonic acid 2,4,6-tribromo-phenyl ester

A

tris(p-tolylthio)methane
17241-10-0

tris(p-tolylthio)methane

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature;A 4%
B 78%
3,7-dimethyl-2E,6-octadien-1-yl acetate
105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

A

6-bromo-3,7-dimethylocta-2,7-dienyl acetate
75107-37-8

6-bromo-3,7-dimethylocta-2,7-dienyl acetate

B

(E)-6,7-dibromo-3,7-dimethyloct-2-en-1-yl acetate
75107-39-0

(E)-6,7-dibromo-3,7-dimethyloct-2-en-1-yl acetate

C

8-bromo-3,7-dimethylocta-2,7-dienyl acetate
75107-38-9

8-bromo-3,7-dimethylocta-2,7-dienyl acetate

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one In dichloromethane for 15h; Ambient temperature; Title compound not separated from byproducts;A n/a
B 14%
C n/a
D 76%
2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one
20244-61-5

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one

A

6-bromo-3,7-dimethylocta-2,7-dienyl acetate
75107-37-8

6-bromo-3,7-dimethylocta-2,7-dienyl acetate

B

(E)-6,7-dibromo-3,7-dimethyloct-2-en-1-yl acetate
75107-39-0

(E)-6,7-dibromo-3,7-dimethyloct-2-en-1-yl acetate

C

8-bromo-3,7-dimethylocta-2,7-dienyl acetate
75107-38-9

8-bromo-3,7-dimethylocta-2,7-dienyl acetate

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With methyl geranate In dichloromethane for 15h; Ambient temperature;A n/a
B 14%
C n/a
D 76%
2,4-dibromophenol
615-58-7

2,4-dibromophenol

di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

A

bis(1-methylethyl) 1,2-hydrazinedicarboxylate
19740-72-8

bis(1-methylethyl) 1,2-hydrazinedicarboxylate

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With ZrBr4 In dichloromethane at 20℃; for 4h;A n/a
B 75%
2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one
20244-61-5

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With betaine In ethanol at 60℃; for 72h;71.4%
With 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile; lithium tert-butoxide In tetrahydrofuran at -78 - 25℃; for 6.5h; Inert atmosphere;36%
With ammonium hydroxide; benzene
2,4,6-tribromophenyl acrylate

2,4,6-tribromophenyl acrylate

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

3-(hydroxy(p-tolyl)methyl)-5-p-tolyldihydrofuran-2(3H)-one

3-(hydroxy(p-tolyl)methyl)-5-p-tolyldihydrofuran-2(3H)-one

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With samarium; copper(l) iodide; potassium iodide In tetrahydrofuran at 20℃; Molecular sieve; diastereoselective reaction;A 70%
B n/a
(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With water; hydrogen bromide; dihydrogen peroxide In ethanol at 20℃; for 0.0166667h; Green chemistry;55%
phenol
108-95-2

phenol

A

4-bromo-phenol
106-41-2

4-bromo-phenol

B

2,4-dibromophenol
615-58-7

2,4-dibromophenol

C

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With hydrogenchloride; C20H17N5O4V(1+)*ClO4(1-); dihydrogen peroxide; potassium bromide In water; acetonitrile at 20℃; for 20h; pH=3;A 5%
B 51%
C 2%
With [oxovanadium(V)(pyridine-2,6-dicarboxylate)(benzohydroxamate)]; dihydrogen peroxide; nitric acid; potassium bromide In water; acetonitrile pH=3; Reagent/catalyst; Overall yield = 72 %;A 11%
B 41%
C 12%
With hydrogenchloride; dihydrogen peroxide; potassium bromide In water; acetonitrile at 20℃; for 20h; pH=Ca. 3;A 13%
B 27%
C 41%
phenol
108-95-2

phenol

A

2,4-dibromophenol
615-58-7

2,4-dibromophenol

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With bromine for 4h; Phase-vanishing reaction with phase screen; Neat (no solvent);A 41%
B 46%
With tetra-N-butylammonium tribromide In water; tert-butyl alcohol at 23℃; for 72h; pH=1;A 13 %Spectr.
B 86 %Spectr.
5-bromo-2-geranyl-1,4-benzenediol
128702-12-5

5-bromo-2-geranyl-1,4-benzenediol

A

1,3,5-tribromo-2-methoxymethoxybenzene
98437-54-8

1,3,5-tribromo-2-methoxymethoxybenzene

(2R,4aS,9aS)-2,6-Dibromo-7-methoxymethoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,9a,10-octahydro-anthracene

(2R,4aS,9aS)-2,6-Dibromo-7-methoxymethoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,9a,10-octahydro-anthracene

C

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
A 16%
B 35%
C 42%
phenol
108-95-2

phenol

A

4-bromo-phenol
106-41-2

4-bromo-phenol

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With dibromamine-T In acetonitrile at 20℃;A 40%
B 10%
With bromine In water; tert-butyl alcohol at 23℃; for 72h; pH=1;A 8 %Spectr.
B 88 %Spectr.
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

C

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

D

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

E

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Product distribution; Mechanism; other anilines;A 37%
B 7%
C 4%
D 20%
E 4%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

C

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 4%
C 20%
D 4%
2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

triethylammonium 4-(diisopropylsilyl)benzoate

triethylammonium 4-(diisopropylsilyl)benzoate

4-diisopropylsilanyl-benzoic acid 2,4,6-tribromo-phenyl ester
419573-14-1

4-diisopropylsilanyl-benzoic acid 2,4,6-tribromo-phenyl ester

Conditions
ConditionsYield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride In pyridine at 20℃; for 0.5h;100%
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2,4,6-tribromophenyl trifluoroacetate

2,4,6-tribromophenyl trifluoroacetate

Conditions
ConditionsYield
With tribenzylamine In benzene for 0.166667h;99.8%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

phenol
108-95-2

phenol

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine
25713-60-4

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine

Conditions
ConditionsYield
With sodium hydroxide; hydrogen bromide; bromine; hydrazine In water; acetone99%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

tri(p-tolyl)antimony
5395-43-7

tri(p-tolyl)antimony

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

benzene
71-43-2

benzene

μ2-oxobis[(2,4,6-tribromophenoxo)tris(para-tolyl)antimony] benzene monosolvate

μ2-oxobis[(2,4,6-tribromophenoxo)tris(para-tolyl)antimony] benzene monosolvate

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; tri(p-tolyl)antimony; 2,4,6-tribromophenol In diethyl ether at 20℃; for 24h;
Stage #2: benzene In n-heptane
99%
8-bromo-1-fluorooct-2-yne

8-bromo-1-fluorooct-2-yne

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

1,3,5-tribromo-2-((8-fluorooct-6-yn-1-yl)oxy)benzene

1,3,5-tribromo-2-((8-fluorooct-6-yn-1-yl)oxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 18h; Inert atmosphere;99%
2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2-chloro-ethanol
107-07-3

2-chloro-ethanol

bis-(2,4,6-tribromophenoxy)-bis-(2-chloroethoxy)silane

bis-(2,4,6-tribromophenoxy)-bis-(2-chloroethoxy)silane

Conditions
ConditionsYield
Stage #1: 2-chloro-ethanol With tetrachlorosilane In 1,4-dioxane at 0 - 50℃; for 2h; Inert atmosphere;
Stage #2: 2,4,6-tribromophenol In 1,4-dioxane at 80℃; for 5h;
Stage #3: 2-chloro-ethanol In 1,4-dioxane at 25 - 50℃; for 4.5h; Solvent; Temperature;
98.8%
2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

bis(2,4,6-tribromophenoxy)bis(2,3-dichloro-1-propoxy)silane

bis(2,4,6-tribromophenoxy)bis(2,3-dichloro-1-propoxy)silane

Conditions
ConditionsYield
Stage #1: 2,3-Dichloro-1-propanol With tetrachlorosilane In diethylene glycol dimethyl ether at 8 - 35℃; for 2h; Inert atmosphere;
Stage #2: 2,4,6-tribromophenol In diethylene glycol dimethyl ether at 90℃; for 4h; Inert atmosphere;
Stage #3: 2,3-Dichloro-1-propanol In diethylene glycol dimethyl ether at 50 - 95℃; for 5h; Temperature; Solvent; Inert atmosphere;
98.6%
4-bromophenyl butyl ether
1200-03-9

4-bromophenyl butyl ether

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

1,3,5-tribromo-2-phenoxybutoxybenzene
959685-15-5

1,3,5-tribromo-2-phenoxybutoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 17h;98.5%
1-Bromooctadecane
112-89-0

1-Bromooctadecane

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

1,3,5-tribromo-2-octadecyloxybenzene
959685-14-4

1,3,5-tribromo-2-octadecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 17h;98.5%
dihydrogen peroxide
7722-84-1

dihydrogen peroxide

triphenylantimony
603-36-1

triphenylantimony

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

μ-oxobis[(2,4,6-tribromophenoxy)triphenylantimony]

μ-oxobis[(2,4,6-tribromophenoxy)triphenylantimony]

Conditions
ConditionsYield
In diethyl ether; water aq. H2O2 was added to mixt. of SbPh3 and ligand in ether, allowed to stand for 12 h; solvent was evapd., washed with benzene, dried;98%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine
25713-60-4

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine

Conditions
ConditionsYield
With magnesium silicate; sodium hydroxide; sodium sulfite; trimethylamine In dichloromethane; water at 3 - 30℃; Product distribution / selectivity; Reflux;98%
Stage #1: 2,4,6-tribromophenol With potassium carbonate In acetone for 1.5h; Heating / reflux;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In acetone at 25℃; for 3.25h; Heating / reflux;
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

ethyl 5-(2,4,6-tribromophenoxy)pentanoate
1284287-06-4

ethyl 5-(2,4,6-tribromophenoxy)pentanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;98%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;88%
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

bis(2,4,6-tribromophenoxy)bis(1,3-dichloro-2-propoxy)silane

bis(2,4,6-tribromophenoxy)bis(1,3-dichloro-2-propoxy)silane

Conditions
ConditionsYield
Stage #1: 1,3-Dichloro-2-propanol With tetrachlorosilane In 1,1,2,2-tetrachloroethane at 8 - 35℃; for 2h; Inert atmosphere;
Stage #2: 2,4,6-tribromophenol In 1,1,2,2-tetrachloroethane at 85℃; for 4.5h; Inert atmosphere;
Stage #3: 1,3-Dichloro-2-propanol In 1,1,2,2-tetrachloroethane at 50 - 90℃; for 5.5h; Solvent; Temperature; Inert atmosphere;
98%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine
25713-60-4

2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-imidazole; 2,4,6-tribromophenol In chlorobenzene at 40℃; for 2h;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In chlorobenzene at 20 - 25℃; for 4h; Temperature;
98%
2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2-bromoethanol
540-51-2

2-bromoethanol

bis-(2,4,6-tribromophenoxy)-bis-(2-bromoethoxy)silane

bis-(2,4,6-tribromophenoxy)-bis-(2-bromoethoxy)silane

Conditions
ConditionsYield
Stage #1: 2-bromoethanol With tetrachlorosilane In diethylene glycol dimethyl ether at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: 2,4,6-tribromophenol In diethylene glycol dimethyl ether at 60℃; for 5h;
Stage #3: 2-bromoethanol In diethylene glycol dimethyl ether at 25 - 45℃; for 5.5h; Solvent; Temperature;
97.3%
1-bromo-butane
109-65-9

1-bromo-butane

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

1-butoxy-2,4,6-tribromobenzene
98625-07-1

1-butoxy-2,4,6-tribromobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Heating;97.1%
methylbis(chloromethyl)phosphine oxide
2809-18-9

methylbis(chloromethyl)phosphine oxide

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

C15H11Br6O3P

C15H11Br6O3P

Conditions
ConditionsYield
With sodium In methanol for 7h; Heating;97%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2,4,6-tris(4-methoxyphenyl)phenol
6863-51-0

2,4,6-tris(4-methoxyphenyl)phenol

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;97%
chloroacetone
78-95-5

chloroacetone

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

(2,4,6-tribromo-phenoxy)-acetone
201160-26-1

(2,4,6-tribromo-phenoxy)-acetone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 27℃;97%
benzyl bromide
100-39-0

benzyl bromide

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2-benzyloxy-1,3,5-tribromobenzene
88486-72-0

2-benzyloxy-1,3,5-tribromobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;97%
With sodium hydride In mineral oil at 80℃;
acetic anhydride
108-24-7

acetic anhydride

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

2,4,6-tribromophenyl acetate
607-95-4

2,4,6-tribromophenyl acetate

Conditions
ConditionsYield
With pyrographite In dichloromethane at 20℃; for 1.5h; Acetylation;96%
With lanthanum(III) nitrate at 20℃; for 0.3h;95%
With sodium acetate
With sodium hydroxide
With sulfuric acid; acetic acid
2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

phenylboronic acid
98-80-6

phenylboronic acid

2,4,6-triphenylphenol
3140-01-0

2,4,6-triphenylphenol

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;96%
With potassium fluoride; palladium diacetate for 0.166667h; Suzuki coupling reaction; microwave irradiation;76%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 6h; Suzuki-Miyaura coupling reaction; Inert atmosphere;62%
With C28H40Br4N4Pd2; potassium carbonate In water; acetone at 20℃; for 24h; Suzuki Coupling;50%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate at 100℃; for 0.5h; Suzuki-Miyaura Coupling; Microwave irradiation; Inert atmosphere;
tetraethylene glycol di(p-toluenesulfonate)
37860-51-8

tetraethylene glycol di(p-toluenesulfonate)

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

C20H20Br6O5

C20H20Br6O5

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 5h; Heating;96%
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

C18H9Br6O3P

C18H9Br6O3P

Conditions
ConditionsYield
With ammonia In chloroform at 55℃; for 2h; Temperature; Concentration; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;95.3%
mononitrophenyl carbonate
81420-42-0

mononitrophenyl carbonate

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

bis(2,4,6-tribromophenyl) carbonate
67990-32-3

bis(2,4,6-tribromophenyl) carbonate

Conditions
ConditionsYield
dmap In dichloromethane at 25℃; for 8h;95%

118-79-6Related news

Purifying, cloning and characterizing a novel dehalogenase from Bacillus sp. GZT to enhance the biodegradation of 2,4,6-Tribromophenol (cas 118-79-6) in water☆09/03/2019

2,4,6-Tribromophenol (TBP), an intermediate of brominated flame retardants, can easily release to environment and recalcitrant to degradation. Previously, Bacillus sp. GZT, a pure aerobic strain capable of simultaneously debrominating and mineralizing TBP, was successfully isolated by us. To fur...detailed

Concentrations of polybrominated diphenyl ethers (PBDEs) and 2,4,6-Tribromophenol (cas 118-79-6) in human placental tissues09/02/2019

Legacy environmental contaminants such as polybrominated diphenyl ethers (PBDEs) are widely detected in human tissues. However, few studies have measured PBDEs in placental tissues, and there are no reported measurements of 2,4,6-tribromophenol (2,4,6-TBP) in placental tissues. Measurements of t...detailed

Anaerobic mineralization of 2,4,6-Tribromophenol (cas 118-79-6) to CO2 by a synthetic microbial community comprising Clostridium, Dehalobacter, and Desulfatiglans09/01/2019

Anaerobic mineralization of 2,4,6-tribromophenol (2,4,6-TBP) was achieved by a synthetic anaerobe community comprising a highly enriched culture of Dehalobacter sp. phylotype FTH1 acting as a reductive debrominator; Clostridium sp. strain Ma13 acting as a hydrogen supplier via glucose fermentati...detailed

Contamination trends and factors affecting the transfer of hexabromocyclododecane diastereomers, tetrabromobisphenol A, and 2,4,6-Tribromophenol (cas 118-79-6) to breast milk in Japan☆08/31/2019

This study investigated contamination trends and factors affecting the levels of brominated flame retardants (BFRs), including hexabromocyclododecane (HBCD) diastereomers, tetrabromobisphenol A (TBBP-A), and 2,4,6-tribromophenol (2,4,6-TBP), in breast milk in Japan. Breast milk samples (n = 64) ...detailed

Environmental concentrations and toxicology of 2,4,6-Tribromophenol (cas 118-79-6) (TBP)☆08/29/2019

2,4,6-Tribromophenol is the most widely produced brominated phenol. In the present review, we summarize studies dealing with this substance from an environmental point of view. We cover concentrations in the abiotic and biotic environment including humans, toxicokinetics as well as toxicodynamic...detailed

Simultaneous removal of 2,4,6-Tribromophenol (cas 118-79-6) from water and bromate ion minimization by ozonation08/28/2019

The study investigates the degradation of 2,4,6-tribromophenol (2,4,6-TBP) and the influence of solution pH, alkalinity, H2O2 and O3 dosage. Debromination efficiency of 2,4,6-TBP was the highest in basic water (pH = 10.61). The extent of TOC removal compared favourably with the amount of substra...detailed

Phytotoxicity and genotoxicity evaluation of 2,4,6-Tribromophenol (cas 118-79-6) solution treated by UV-based oxidation processes08/27/2019

The environmental detriment due to the presence of emerging contaminants has encouraged the development of advanced oxidation processes. Such methods deal with non-selective chemical reactions. Therefore, toxic byproducts can be generated and distinct post treatment toxicity levels can be expect...detailed

Debromination of 2,4,6-Tribromophenol (cas 118-79-6) and bromate ion minimization in Water by catalytic ozonation08/26/2019

Catalytic ozonation of 2,4,6-Tribromophenol (2,4,6-TBP) in aqueous media conducted in the presence of 10%, 20% and 30% Co loaded on Fe by co-precipitation (Co-ppt) and a simple physical mixing method (Mixed), is compared to ozonation alone. In ozonation alone, only 40% of 2,4,6-TBP was converted...detailed

118-79-6Relevant articles and documents

Bromination of Phenols by Use of Benzyltrimethylammonium Tribromide

Kajigaeshi, Shoji,Kakinami, Takaaki,Tokiyama, Hajime,Hirakawa, Takahiro,Okamoto, Tsuyoshi

, p. 627 - 630 (1987)

The reaction of phenols with benzyltrimethylammonium tribromide in dichloromethane-methanol for 1 h at room temperature gave polybromophenols in good yields.

-

Lewis

, p. 1003 (1902)

-

-

Day

, p. 646,648, 649 (1930)

-

Kinetics and mechanism of oxidation of aspirin by bromamine-T, N-bromosuccinimide, and N-bromophthalimide

Ramachandrappa,Puttaswamy,Mayanna,Made Gowda

, p. 407 - 414 (1998)

The kinetics of the oxidation of aspirin (ASP) by bromamine-T (BAT), N-bromo-succinimide (NBS), and N-bromophthalimide (NBP) has been studied in aqueous perchloric acid at 303 K. The oxidation reaction follows identical kinetics with first-order in [oxidant], fractional-order in [ASP], and inverse fractional-order in [H+]. Under identical experimental conditions the extent of oxidation with different oxidizing agents is in the order: NBS > BAT > NBP, The rate decreased with decreasing dielectric constant of the medium. The variation of ionic strength and the addition of the reaction products and halide ions had no significant effect on the reaction rate. The solvent isotope effect was studied using D2O. Kinetic parameters were evaluated by studying the reaction at different temperatures. The reaction products were identified by GC-MS. The proposed reaction mechanism and the derived rate law are consistent with the observed kinetic data. Formation and decomposition constants for ASP-oxidant complexes have been evaluated. Decarboxylation, bromination, and loss of acetic acid gave 2,4,6-tribromophenol.

-

Werner

, p. 373 (1885)

-

Enthalpies of formation of 2,4,6-tribromophenol and of 2,4,6-tribromoaniline

Allot, Philip H.,Finch, Arthur,Pilcher, Geoffrey,Nunez, Lisardo,Barral, Luis

, p. 771 - 780 (1987)

The standard (p0 = 101.325 kPa) molar enthalpies of formation at 298.15 K of crystalline 2,4,6-tribromophenol and of 2,4,6-tribromoaniline were determined by both solution-reaction calorimetry and by rotating-bomb calorimetry.The values from the two methods agreed to within the limits of experimental error.The standard molar enthalpies of sublimation at 298.15 K were measured by microcalorimetry. 2,4,6-Tribromophenol: ΔfH0m(cr) = -98.5+/-2.3 kJ*mol-1, ΔgcrH0m = 97.6+/-1.1 kJ*mol-1; 2,4,6-tribromoaniline: ΔfH0m(cr) = 57.9+/-2.4 kJ*mol-1, ΔgcrH0m = 101.1+/-1.1 kJ*mol-1.The derived standard molar enthalpies of formation of the gaseous compounds were compared with values estimated assuming that each group, when substituted into the benzene ring, produces a characteristic increment in the enthalpy of formation.

Studies directed toward total synthesis of rhodocomatulins: A regioselective synthesis of brominated hydroxyanthraquinones by anionic annulations

Sk, Md Raja,Chakraborty, Soumen,Mal, Dipakranjan

, p. 309 - 317 (2018)

In this work, brominated hydroxyanthraquinones, which are the core structural motif of naturally occurring bromorhodocomatulins, were successfully synthesized using Hauser annulation reaction as the key step. When brominated Michael acceptors (brominated p-quinone monoketals) and cyanophthalides or bromocyanophthalides (Hauser donors) were reacted under the annulation conditions, brominated anthraquinones were obtained with 81–87% yields for four examples. On acidic quenching, products were obtained as solid which were separated by filtration and purified by recrystallization in acetone. No chromatography was required.

Oxidovanadium (V and IV) complexes incorporating coumarin based O^N^O ligand: Synthesis, structure and catalytic activities

Majumder, Mitali,Krishna Rajak, Kajal

, (2020)

The tridentate ligand H2L1, [(E)-7-Hydroxy-8-[(2-hydroxy-phenylimino)-methyl]-4-methyl-chromen-2-one] has been used in the present work towards the synthesis of mononuclear oxidovanadium complexes. Three mononuclear complexes [VOL1(OMe)(MeOH)], 1; [VO(L1)(8-Hq)], 2 and [VO(L1)(1,10-phen)], 3 have been successfully synthesized with high yields by reacting [VO(acac)2] with H2L1 in 1:1 ratio in methanol under refluxing conditions where 8-hydroxyquinoline and 1,10-phenanthroline were used as co-ligands in the synthesis of complex 2 and 3. X-ray crystallographic studies reveal that in all the complexes synthesized in the present study, the ligand H2L1 binds as O^N^O coordinating ligand. The synthesized complexes were well characterized by using UV–Vis, IR, NMR and Mass spectral techniques. The physiochemical properties have been well interpreted by density functional theory (DFT) and time dependent density functional theory (TDDFT) calculations. The synthesized complexes were established to show some distinctive properties e.g. oxidative bromination of aromatic aldehyde with high conversion rate and enhanced selectivity as well as high TON and TOF. The above properties were all well matched and demonstrated by using UV–visible and fluorescence as well as quenching studies. Complex 1 reacts with 3,5-DTBC catalytically in presence of molecular oxygen to generate corresponding ortho-benzoquinone.

-

Orton,Coates,Burdett

, p. 51 (1907)

-

Grovenstein,Ropp

, p. 2560 (1956)

A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide

Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong

supporting information, p. 813 - 822 (2020/02/15)

A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.

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