2,6-Dibromophenol supplier

Name
2,6-Dibromophenol
EINECS 210-161-0
CAS No. 608-33-3
Article Data44
CAS DataBase
Density 2.095 g/cm³
Solubility Soluble in ethanol and ether. Slightly soluble in water.
Melting Point 53-56 °C(lit.)
Formula C₆H₄Br₂O
Boiling Point 256.596 °C at 760 mmHg
Molecular Weight 251.905
Flash Point 82.516 °C
Transport Information UN 2811 6.1/PG 3
Appearance White crystals or needles
Safety 28-36/3739-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi; Xn
Synonyms NSC 6214;
PSA 20.23000
LogP 2.91720

Synthetic route

: 3337-62-0
3,5-dibromo-4-hydroxybenzoic acid

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With quinoline; copper(I) oxide at 220℃; for 6h; Autoclave;	95%
With water at 165℃;
With sodium hydroxide at 165℃;

: 269409-70-3
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
Stage #1: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol With N-Bromosuccinimide In dichloromethane at 20℃; for 12h; Stage #2: With water In dimethyl sulfoxide at 120℃; for 24h;	93%
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dichloromethane / 12 h / 20 °C / Inert atmosphere 2: dimethyl sulfoxide; water / 24 h / 120 °C / Inert atmosphere View Scheme

: 100477-81-4
2,6-Dibrom-methylammonium-phenolat

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With sulfuric acid Heating;	87%

: 100782-00-1
2,6-Dibromo-phenol; compound with tert-butylamine

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With sulfuric acid Heating;	87%

: 95-56-7
2-hydroxybromobenzene

A: 608-33-3
2,6-dibromophenol

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

Conditions

Conditions	Yield
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 1h; Ambient temperature;	A 80% B 5.7 % Chromat.

: 1375931-46-6
2,6-dibromophenyl dimethylcarbamate

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With hydrazine hydrate at 60℃; for 2h; Sealed tube; regioselective reaction;	80%

: 108-95-2
phenol

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With N-Bromosuccinimide; diisopropylamine In dichloromethane at 23℃; for 4h; Schlenk technique;	79%
With N-Bromosuccinimide; diisopropylamine In dichloromethane at 20℃; for 1h;	72%
With N-Bromosuccinimide; diisopropylamine In dichloromethane at 20℃; Inert atmosphere;	69%
With bromine; tert-butylamine
With tetra-N-butylammonium tribromide In methanol; dichloromethane at 20℃; for 1h;

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

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With Hβ-zeolite; sodium sulfite In methanol for 48h; Heating;	57%
With potassium hydrogensulfate; sodium sulfite In methanol for 48h; Heating;	45%
With aluminium; sodium hydroxide In water at 25℃; for 16h;	14 %Spectr.

: 110-89-4
piperidine

: 3337-62-0
3,5-dibromo-4-hydroxybenzoic acid

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 150 - 165℃;

: 91-22-5
quinoline

: 3337-62-0
3,5-dibromo-4-hydroxybenzoic acid

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 190 - 200℃;

: 64-17-5
ethanol

: 609-21-2
2,6-dibromo-4-aminophenol

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite; benzene Kochen der erhaltenen Diazoniumsalz-Loesung;

: 29170-71-6
2,2,6,6-tetrabromo-cyclohexanone

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 120 - 130℃;
at 120 - 130℃;

: 608-30-0
2,6-dibromoaniline

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
Diazotization.Erhitzen des sauren Diazoniumsulfats mit Schwefelsaeure;

: 609-21-2
2,6-dibromo-4-aminophenol

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
Diazotization.Kochen des Reaktionsprodukts mit Alkohol und konz. Schwefelsaeure;

: 28818-25-9
2-(3,5,3',5'-tetrabromo-4,4'-dihydroxy-benzhydryl)-benzoic acid

A: 608-33-3
2,6-dibromophenol

B: 861075-99-2
1,3-dibromo-2-hydroxyanthraquinone

Conditions

Conditions	Yield
With sulfuric acid bei der Destillation;

: 13130-23-9
3,5-dibromo-2-methoxybenzoic acid

: 142-04-1
aniline hydrochloride

: 62-53-3
aniline

A: 615-58-7
2,4-dibromophenol

B: 95-56-7
2-hydroxybromobenzene

C: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 220℃;

...Expand

: 38603-09-7
2,6-dibromoanisole

: 142-04-1
aniline hydrochloride

: 62-53-3
aniline

A: 95-56-7
2-hydroxybromobenzene

B: 608-33-3
2,6-dibromophenol

C: 108-95-2
phenol

Conditions

Conditions	Yield
at 220℃;

...Expand

: 108-95-2
phenol

A: 95-56-7
2-hydroxybromobenzene

B: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With sulfuric acid at 100 - 110℃; Behandeln des Reaktionsprodukts mit rauchender Schwefelsaeure in Nitrobenzol <10grad und mit Brom und anschliessendes Erhitzen mit Wasserdampf auf 175-180grad;
With sulfuric acid at 100 - 110℃; Behandeln des Reaktionsprodukts mit rauchender Schwefelsaeure in Nitrobenzol unterhalb 10grad und mit Brom und anschliessendes Kochen mit Wasser;

: 95-56-7
2-hydroxybromobenzene

A: 106-41-2
4-bromo-phenol

B: 615-58-7
2,4-dibromophenol

C: 608-33-3
2,6-dibromophenol

D: 108-95-2
phenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; tetramethylammonium bromide	A 32 % Chromat. B 29 % Chromat. C 3 % Chromat. D 24 % Chromat.

...Expand

: 108-95-2
phenol

A: 106-41-2
4-bromo-phenol

B: 615-58-7
2,4-dibromophenol

C: 95-56-7
2-hydroxybromobenzene

D: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; bromine	A 60 % Chromat. B 13 % Chromat. C 4 % Chromat. D 1 % Chromat.
With monobromoisocynaurate In dichloromethane for 1h; Product distribution; Further Variations:; Reagents; Solvents; reaction time; Heating;

...Expand

: 108-95-2
phenol

A: 106-41-2
4-bromo-phenol

B: 615-58-7
2,4-dibromophenol

C: 95-56-7
2-hydroxybromobenzene

D: 608-33-3
2,6-dibromophenol

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

Conditions

Conditions	Yield
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 1h; Product distribution; Mechanism; Ambient temperature; also 2-substituted phenols and other bromination agent; var. primary and secondary amines and conditions;	A 0.8 % Chromat. B 1.4 % Chromat. C 3.2 % Chromat. D 81.8 % Chromat. E 10.7 % Chromat.

...Expand

: 7664-93-9
sulfuric acid

: 76-62-0
3,3-bis(3,5-dibromo-4-hydroxyphenyl)phthalide

A: 608-33-3
2,6-dibromophenol

B: 861075-99-2
1,3-dibromo-2-hydroxyanthraquinone

...Expand

: 64-17-5
ethanol

: 7664-93-9
sulfuric acid

: 38676-25-4
4-Diazo-2,6-dibromo-2,5-cyclohexadienone

: 608-33-3
2,6-dibromophenol

...Expand

: 56-23-5
tetrachloromethane

2.6-dibromo-4-tert.-pentyl-phenol: 2.6-dibromo-4-tert.-pentyl-phenol

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With aluminium trichloride

2.6-dibromo-quinone-(1.4)-diazide-(4): 2.6-dibromo-quinone-(1.4)-diazide-(4)

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With ethanol; copper

acidic 2.6-dibromo-benzenediazonium sulfate: acidic 2.6-dibromo-benzenediazonium sulfate

: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
With water Sonnenlicht;

: 7647-01-0
hydrogenchloride

: 13130-23-9
3,5-dibromo-2-methoxybenzoic acid

A: 615-58-7
2,4-dibromophenol

B: 95-56-7
2-hydroxybromobenzene

C: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 220℃;

...Expand

: 7647-01-0
hydrogenchloride

: 4073-35-2
3,5-dibromo-4-methoxybenzoic acid

A: 615-58-7
2,4-dibromophenol

B: 95-56-7
2-hydroxybromobenzene

C: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 200℃;

...Expand

: 7647-01-0
hydrogenchloride

: 21702-84-1
2,4-dibromoanisole

A: 106-41-2
4-bromo-phenol

B: 615-58-7
2,4-dibromophenol

C: 95-56-7
2-hydroxybromobenzene

D: 608-33-3
2,6-dibromophenol

Conditions

Conditions	Yield
at 220℃;

...Expand

: 608-33-3
2,6-dibromophenol

: 108-24-7
acetic anhydride

: 28165-72-2
1-acetoxy-2,6-dibromobenzene

Conditions

Conditions	Yield
With pyridine	100%
With pyridine at 80℃; for 3h;	98%
With pyridine

: 608-33-3
2,6-dibromophenol

: 107-04-0
1-Bromo-2-chloroethane

: 281678-66-8
(2,6-dibromophenyl) (2-chloroethyl) ether

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 4h;	97%

: 608-33-3
2,6-dibromophenol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1089665-82-6
tert-butyldimethylsilyl 2,6-dibromophenyl ether

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran at 20℃; for 0.583333h; Inert atmosphere;	100%

: 608-33-3
2,6-dibromophenol

: 5407-04-5
3-(dimethylamino)propyl chloride hydrochloride

: C11H15Br2NO

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere; Schlenk technique;	100%

: 608-33-3
2,6-dibromophenol

: 100-39-0
benzyl bromide

: 122110-76-3
2-(Benzyloxy)-1,3-dibromobenzene

Conditions

Conditions	Yield
With potassium carbonate In butanone for 1.5h; Heating / reflux;	99%
Stage #1: 2,6-dibromophenol; benzyl bromide With potassium carbonate In acetonitrile at 20℃; for 24h; Heating / reflux; Stage #2: With piperidine In acetonitrile at 60℃; for 1h;	99%
With potassium carbonate; sodium iodide In acetonitrile for 16h; Reflux;	82%
With potassium carbonate In acetone for 48h; Heating;	80%
With sodium hydride In mineral oil at 80℃;

: 608-33-3
2,6-dibromophenol

: 107-30-2
chloromethyl methyl ether

: 142273-81-2
1,3-dibromo-2-(methoxymethoxy)benzene

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; acetic acid methyl ester at 0 - 20℃; for 2h;	99%
With triethylamine In dichloromethane at 0℃; for 7h; Inert atmosphere;	99%
Stage #1: 2,6-dibromophenol With sodium hydride In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 25℃; for 2h;	97%

: 75-77-4
chloro-trimethyl-silane

: 608-33-3
2,6-dibromophenol

: 58144-49-3
2-bromo-6-(trimethylsilyl)phenol

Conditions

Conditions	Yield
Stage #1: chloro-trimethyl-silane; 2,6-dibromophenol With sodium hydride In tetrahydrofuran at 0℃; for 4h; Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 5h; Further stages.;	99%

: 608-33-3
2,6-dibromophenol

: 74-88-4
methyl iodide

: 38603-09-7
2,6-dibromoanisole

Conditions

Conditions	Yield
With potassium carbonate Inert atmosphere;	99%
With potassium carbonate In acetone Heating;	98%
Stage #1: 2,6-dibromophenol With potassium carbonate In acetone at 20℃; for 0.5h; Stage #2: methyl iodide In acetone at 60℃; for 3h;	98%

: 608-33-3
2,6-dibromophenol

: 129536-41-0
3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide

: 1332878-07-5
C55H46Br2O7

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Williamson synthesis; Inert atmosphere;	99%

: 608-33-3
2,6-dibromophenol

: 26690-80-2
2-(N-tert-butoxycarbonylamino)ethanol

: tert-butyl (2-(2,6-dibromophenoxy)ethyl)carbamate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 24h;	99%

: 608-33-3
2,6-dibromophenol

: 75264-92-5
tetramethylammonium trifluoromethylselenate(0)

: 7-bromo-2,2-difluorobenzo[d][1,3]oxaselenole

Conditions

Conditions	Yield
With potassium fluoride; 1,10-Phenanthroline; copper(l) cyanide In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere; Glovebox; Sealed tube;	99%

: 608-33-3
2,6-dibromophenol

: 143-15-7
1-dodecylbromide

: 2,6-dibromo(dodecyloxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 20h; Reflux;	98%

: 608-33-3
2,6-dibromophenol

: 32316-92-0
naphthalene-2-boronic acid

: 1187669-96-0
2-(naphthalen-2-yl)-6-(naphthalen-7-yl)phenol

Conditions

Conditions	Yield
With potassium phosphate; palladium diacetate; ruphos In water; toluene at 100℃; for 16h; Suzuki coupling; Inert atmosphere;	98%

: 37860-51-8
tetraethylene glycol di(p-toluenesulfonate)

: 608-33-3
2,6-dibromophenol

: C20H22Br4O5

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 20℃; for 6h; Substitution; Heating;	97%

: 608-33-3
2,6-dibromophenol

: 24131-32-6
3,5-bis(benzyloxy)benzyl bromide

: 1332878-06-4
C27H22Br2O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Williamson synthesis; Inert atmosphere;	97%

: 608-33-3
2,6-dibromophenol

: 38603-09-7
2,6-dibromoanisole

Conditions

Conditions	Yield
With potassium carbonate; dimethyl sulfate In n-heptane; ethyl acetate; acetonitrile	96%
With diazomethane; diethyl ether

: 608-33-3
2,6-dibromophenol

: 71999-74-1
tert-butyl N-(2-chloroethyl)carbamate

: tert-butyl (2-(2,6-dibromophenoxy)ethyl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere; Schlenk technique;	96%

: 110-52-1
1,4-dibromo-butane

: 608-33-3
2,6-dibromophenol

: 1094627-64-1
1,3-dibromo-2-(4-bromobutoxy)benzene

Conditions

Conditions	Yield
Stage #1: 2,6-dibromophenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; Schlenk technique; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; Schlenk technique;	95%
With sodium hydroxide In water for 17h; Heating / reflux;

: 118-29-6
2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

: 608-33-3
2,6-dibromophenol

: C15H9Br2NO3

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran at 20℃; Cooling with ice;	95%

: 608-33-3
2,6-dibromophenol

: 77544-68-4
8-tosyloxy-3,6-dioxaoctanol

: 1,3-dibromo-2-(9-hydroxy-1,4,7-trioxanonyl)benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 35h;	94%

: 608-33-3
2,6-dibromophenol

: 181997-60-4
1-bromo-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecane

: 2,6-dibromo-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecyloxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 20h; Reflux;	94%

: 608-33-3
2,6-dibromophenol

: 137472-17-4
3,5-bis[3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyloxy]benzyl bromide

: C111H94Br2O15

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Williamson synthesis; Inert atmosphere;	94%

: 608-33-3
2,6-dibromophenol

: cesium trifluoromethanethiolate

: 7-bromo-2,2-difluorobenzo[d][1,3]oxathiole

Conditions

Conditions	Yield
With 1,10-Phenanthroline; copper(I) thiocyanate; cesium fluoride In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; Glovebox; Sealed tube;	94%

: 108-22-5
Isopropenyl acetate

: 608-33-3
2,6-dibromophenol

: 28165-72-2
1-acetoxy-2,6-dibromobenzene

Conditions

Conditions	Yield
With methanesulfonic acid In 1,2-dichloro-ethane for 0.5h; Heating;	93%

: 608-33-3
2,6-dibromophenol

: 1895-39-2
sodium chlorodifluoroacetate

: 1182728-50-2
1,3-dibromo-2-difluoromethoxy-benzene

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide at 100℃; for 3h;	93%
With potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 3h;	93%

: 608-33-3
2,6-dibromophenol

: 105-36-2
ethyl bromoacetate

: ethyl 2-(2,6-dibromophenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 608-33-3
2,6-dibromophenol

: 187407-15-4
2,6-dibromo-4-iodophenol

Conditions

Conditions	Yield
With N-iodo-succinimide In acetonitrile at 20℃; for 4h;	92%
With N-iodo-succinimide In acetonitrile at 20℃; for 4h;	89%

: 608-33-3
2,6-dibromophenol

: 16977-78-9, 85193-55-1, 86651-32-3, 86651-40-3
2-bromoethyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

: 1207987-62-9
2-(2,6-dibromophenoxy)ethyl 2,3,4,6-tetra-O-acetyl-D-glucopyranoside

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 20h; Inert atmosphere;	92%

2,6-Dibromophenol Specification

The 2,6-Dibromophenol, with the CAS registry number 608-33-3 and EINECS registry number 210-161-0, is a kind of white crystals or needles. It belongs to the following product categories: Aromatic Phenols; Alpha Sort; BromoVolatiles/ Semivolatiles; Chemical Class; D; DAlphabetic; DIA - DIC; Halogenated; Organic Building Blocks; Oxygen Compounds; Phenols. And the molecular formula of this chemical is C₆H₄Br₂O.

The physical properties of 2,6-Dibromophenol are as followings: (1)ACD/LogP: 3.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.247; (4)ACD/LogD (pH 7.4): 2.64; (5)ACD/BCF (pH 5.5): 171.316; (6)ACD/BCF (pH 7.4): 42.355; (7)ACD/KOC (pH 5.5): 1366.666; (8)ACD/KOC (pH 7.4): 337.885; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 43.515 cm³; (15)Molar Volume: 120.233 cm³; (16)Polarizability: 17.251×10^-24cm³; (17)Surface Tension: 52.265 dyne/cm; (18)Density: 2.095 g/cm³; (19)Flash Point: 82.516 °C; (20)Enthalpy of Vaporization: 51.408 kJ/mol; (21)Boiling Point: 256.596 °C at 760 mmHg; (22)Vapour Pressure: 0.009 mmHg at 25°C.

Preparation and uses of 2,6-Dibromophenol: It can be synthesized by the sulfonation, bromination and hydrolyzation of phenol. And it is usually used in the organic synthesis, such as the preparation of 3,4,5-Trimethoxybenzaldehyde.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(c(c1)Br)O)Br
(2)InChI: InChI=1/C6H4Br2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H
(3)InChIKey: SSIZLKDLDKIHEV-UHFFFAOYAG

Product Name

2,6-Dibromophenol

Synthetic route

2,6-Dibromophenol Specification

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