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Home> Encyclopedia >Antidotes>Organic Intermediate>Pharmaceutical Intermediates
3-Bromo-5-hydroxypyridine structure
3-Bromo-5-hydroxypyridine structure


Iupac Name:5-bromopyridin-3-ol
CAS No.: 74115-13-2
Molecular Weight:173.997
Modify Date.: 2022-11-22 22:06

A solution of 3-bromo-5-methoxy-pyridine (33 18.8 g, 0.1 mol), HBr (80 mL, 48percent) and glacial HOAc (60 mL) was stirred overnight at 120° C. Hydrobromic acid (60 mL, 48percent) was added slowly to replace evaporated solvents and stirred at 120° C. for overnight. The reaction mixture was cooled to RT and then poured into the ice. The pH was adjusted to about 6 by adding 6N NaOH and then extracted with EtOAc (2.x.200 mL). The organic layer was dried over NaStep 2 Using reported procedures, 3, 5-dibromopyridine 1 (5 g, 21 mmol) was dissolved in 100 mL anhydrous methanol (Figure 2). The solution was cooled to OReference Example 35 Example 40A 3-(Benzyloxy)-5-bromopyridine (15.0 g, 56.8 mmol), prepared as described in (U.S. Pat. No. 5, 733, 912), and 30percent HBr/HOAc (200 mL) were stirred at ambient temperature for 16 hours. The reaction mixture was diluted with diethyl ether (500 mL) and the resulting white solid (12.9 g) was isolated by filtration. The solid, in methanol (300 ml), was treated with concentrated NH4OH (50 mL). After stirring at ambient temperature for 12 hours, the reaction mixture was concentrated under reduced pressure to provide the title compound (9.8 g, 89percent) as a white solid. MS (DCI/NH3) m/z 174, 176 (M+H)+.3-Benzyloxy-5-bromopyridine (15.0 g, 56.8 mmol), prepared as described in (US 5, 733, 912), and 30percent HBr/acetic acid (200 mL) were stirred at ambient temperature for 16 hours. The reaction was diluted with diethyl ether (500 mL) and the resulting white solid (12.9 g) was isolated by filtration. The solid was taken up in methanol (300 mL) and concentrated NH4OH (50 mL) was added. After stirring at ambient temperature for 12 hours, the mixture was concentrated under reduced pressure to provide the title compound as a white solid (9.8 g, 89percent). MS (DCI/NH3) m/z 174/176 (M+H)+.

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1. Names and Identifiers
1.1 Name
1.2 Synonyms

(5-Bromo-3-Pyridinol) 3--5- hydroxypyridiniuMbroMide 3-Bromopyridin-5-ol 3-Hydro-5-broMo-pyridin 3-Hydroxy-5-Bromopyridine 3-Hydroxyl-5-bromopyridine 3-Pyridinol, 5-bromo- 5-BROMO-3-HYDROXYPYRIDINE 5-Bromo-3-Hydroxy-Pyridine 5-BROMO-3-PYRIDINOL 5-bromo-pyridin-3-ol 5-bromopyridin-3-ol 5-Bromopyridine-3-ol 5-Brompyridin-3-ol MFCD00661305 Pyridine, 3-hydroxy-5-bromo-

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1.3 CAS No.
1.4 CID
1.5 Molecular Formula
C5H4BrNO (isomer)
1.6 Inchi
1.7 InChIkey
1.8 Canonical Smiles
1.9 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
343.68 °C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
343.68 °C at 760 mmHg
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Appearance
White to tan Crystalline Powder
2.2 Chemical Properties
Light yellow needles 3-Bromo-5-hydroxypyridineSupplier
2.3 Color/Form
White to tan
2.4 pKa
2.5 Water Solubility
Slightly soluble in water. soluble in chloroform and ethyl acetate.
3. Safety and Handling
3.1 Hazard Codes
Xi; Xn
3.1 Risk Statements
3.1 Safety Statements
3.1 Hazard Class
3.1 Hazard Declaration
NONH for all modes of transport
3.1 Caution Statement
P261-P305 + P351 + P338
3.1 WGK Germany
3.1 Specification

The 3-Bromo-5-hydroxypyridine, with the cas register number 74115-13-2, has its systematic name 5-bromopyridin-3-ol, and it has other names as 3-bromo-5-hydroxypyridine; 5-bromo-3-pyridinol; 5-bromo-3-hydroxypyridine; 5-bromo-pyridin-3-ol; 3-hydroxy-5-bromopyridine; 3-bromo-5-pyridinol; 5-bromo-3-hydroxypyridine 5-bromo-3-pyridinol; 3-bromo-5-hydroxypyridine 98.5+%

This is a kind of almost white powder and it could be used in pharmaceutics and intermediates. Being a kind of harmful chemical, it may cause damage to health. If swallowed, it will be very harmful . Besides, it is irritant to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. So while dealing with this chemical, you should be very careful and should take the following instructions. Wear suitable protective clothing, gloves and eye/face protection and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The characteristics of this chemical could be summarized as: (1)ACD/LogP: 0.82; (2)ACD/LogD (pH 5.5): 0.812; (3)ACD/LogD (pH 7.4): 0.755; (4)ACD/BCF (pH 5.5): 2.436; (5)ACD/BCF (pH 7.4): 2.136; (6)ACD/KOC (pH 5.5): 65.706; (7)ACD/KOC (pH 7.4): 57.61; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 33.12; (12)Index of Refraction: 1.614; (13)Molar Refractivity: 33.916 cm3; (14)Molar Volume: 97.272 cm3; (15)Polarizability: 13.445 ×10-24 cm3; (16)Surface Tension: 56.708 dyne/cm; (17)Density: 1.789 g/cm3; (18)Flash Point: 161.652 °C; (19)Enthalpy of Vaporization: 61.081 kJ/mol; (20)Boiling Point: 343.68 °C at 760 mmHg.

Its product categories are various, including amines; blocks; bromides; pyridines; pyridine; pyridine series; pyridines, pyrimidines, purines and pteredines; pharmacetical; building blocks; halogenated; chemical amines; aromatics; heterocycles; boronic acid; c5heterocyclic building blocks; halogenated heterocycles; heterocyclic building blocks.

Additionally, you could convert the following data information into the molecular structure:

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2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H302 Harmful if swallowed

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.


P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.


P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


7. Computational chemical data
  • Molecular Weight: 173.997g/mol
  • Molecular Formula: C5H4BrNO
  • Compound Is Canonicalized: True
  • XLogP3-AA: 1.2
  • Exact Mass: 172.94763
  • Monoisotopic Mass: 172.94763
  • Complexity: 78.8
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Topological Polar Surface Area: 33.1
  • Heavy Atom Count: 8
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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