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2,6-Dibromophenol
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Name

2,6-Dibromophenol

 EINECS 210-161-0
CAS No. 608-33-3 Density 2.095 g/cm3
PSA 20.23000 LogP 2.91720
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 Molecular Structure of 608-33-3 (2,6-Dibromophenol) Hazard Symbols IrritantXi; HarmfulXn
Synonyms

NSC 6214;

Article Data 44

2,6-Dibromophenol Synthetic route

3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sulfuric acid Heating;87%
100782-00-1

2,6-Dibromo-phenol; compound with tert-butylamine

608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrazine hydrate at 60℃; for 2h; Sealed tube; regioselective reaction;80%
108-95-2

phenol

608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 150 - 165℃;
91-22-5

quinoline

3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
at 190 - 200℃;

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

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