2-Bromo-3-hydroxy-6-methylpyridine
- Product Name
- 2-Bromo-3-hydroxy-6-methylpyridine
- CAS No.
- 23003-35-2
- Chemical Name
- 2-Bromo-3-hydroxy-6-methylpyridine
- Synonyms
- 2-BROMO-3-HYDROXY-6-PICOLINE;2-BROMO-6-METHYL-3-PYRIDINOL;2-BROMO-6-METHYLPYRIDIN-3-OL;Butanoylchloride,2,9-dibromo-;3-Pyridinol, 2-bromo-6-methyl-;2-Bromo-6-methyl-3-pyridinol ,97%;2-Bromo-3-hydroxy-6-methylpyridine;2-Bromo-3-hydroxy-6-methylpyridine ISO 9001：2015 REACH;2-Bromo-6-methylpyridin-3-ol, 6-Bromo-5-hydroxy-2-picoline
- CBNumber
- CB9368453
- Molecular Formula
- C6H6BrNO
- Formula Weight
- 188.02
- MOL File
- 23003-35-2.mol
2-Bromo-3-hydroxy-6-methylpyridine Property
- Melting point:
- 186-187 °C
- Boiling point:
- 311.8±37.0 °C(Predicted)
- Density
- 1.655±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 4.66±0.10(Predicted)
- Appearance
- Off-white to light brown Solid
- InChI
- InChI=1S/C6H6BrNO/c1-4-2-3-5(9)6(7)8-4/h2-3,9H,1H3
- InChIKey
- UHMANLXCLQNQJD-UHFFFAOYSA-N
- SMILES
- C1(Br)=NC(C)=CC=C1O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B696203
- Product name
- 2-Bromo-3-hydroxy-6-methylpyridine
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 415771
- Product name
- 2-Bromo-3-hydroxy-6-methylpyridine
- Packaging
- 100mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- FB130727
- Product name
- 2-Bromo-6-methylpyridin-3-ol
- Packaging
- 2g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- HCH0049500
- Product name
- 2-BROMO-3-HYDROXY-6-PICOLINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $803.07
- Updated
- 2021/12/16
- Product number
- 119037
- Product name
- 2-Bromo-6-methylpyridin-3-ol
- Purity
- 95+%
- Packaging
- 5g
- Price
- $989
- Updated
- 2021/12/16
2-Bromo-3-hydroxy-6-methylpyridine Chemical Properties,Usage,Production
Chemical Properties
White solid
Synthesis Reference(s)
Tetrahedron, 61, p. 4569, 2005 DOI: 10.1016/j.tet.2005.03.008
Synthesis
1121-78-4
23003-35-2
1. Synthesis of 2-bromo-3-hydroxy-6-methylpyridine. To a 125 mL pyridine solution of 5-hydroxy-2-methylpyridine (8.80 g, 80.6 mmol) was slowly added dropwise 50 mL pyridine solution of bromine (14.18 g, 88.7 mmol). After the dropwise addition was completed, the temperature of the reaction mixture was raised to 40 °C. After 1 hour of reaction, the pyridine solvent was evaporated under reduced pressure. The resulting solid was suspended in 200 mL of water and stirred overnight. The solid product was collected by filtration and dried to give the target compound 2-bromo-3-hydroxy-6-methylpyridine as a brown solid (8.05 g, 53.1% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 2.21 (s, 3H), 6.73 (d, J = 8.1 Hz, 1H), 6.94 (d, J = 8.1 Hz, 1H), 9.36 (br s, 1H).
Structure and conformation
In the compound C6H6BrNO (2-Bromo-3-hydroxy-6-methylpyridine), the Br atom is displaced from the pyridine ring mean plane by 0.0948Å, while the hydroxyl O atom and the methyl C atom are displaced by 0.0173 and 0.015Å, respectively. In the crystal, mol-ecules are linked via O—H…N hydrogen bonds, forming chains propagating along the a-axis direction. These chains are linked by C—H?Br hydrogen bonds, forming corrugated two-dimensional networks lying parallel to the ac plane.
References
[1] Tetrahedron Letters, 1995, vol. 36, # 30, p. 5319 - 5322
[2] Patent: WO2011/133659, 2011, A2. Location in patent: Page/Page column 62-63
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 24, p. 8471 - 8489
[4] Tetrahedron, 2005, vol. 61, # 19, p. 4569 - 4576
[5] Patent: US2003/83357, 2003, A1
2-Bromo-3-hydroxy-6-methylpyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Bromo-3-hydroxy-6-methylpyridine manufacturers
- Product
- 2-Bromo-3-hydroxy-6-methylpyridine 23003-35-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-09-26
- Product
- 2-Bromo-3-hydroxy-6-methylpyridine 23003-35-2
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-01-30