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2-Hydroxy-4-methylpyridine

Product Name
2-Hydroxy-4-methylpyridine
CAS No.
13466-41-6
Chemical Name
2-Hydroxy-4-methylpyridine
Synonyms
4-METHYL-2-PYRIDONE;2-HYDROXY-4-PICOLINE;4-METHYL-2-PYRIDINOL;2-Hydroxy-4-Piocoline;4-METHYL-PYRIDIN-2-OL;4-Methylpyridine-2-ol;Hydroxy-4-Methylpyrid;4-METHYL-2(1H)-PYRIDONE;4-METHYL-2(1H)-PYRIDINONE;4-methyl-1H-pyridin-2-one
CBNumber
CB0131742
Molecular Formula
C6H7NO
Formula Weight
109.13
MOL File
13466-41-6.mol
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2-Hydroxy-4-methylpyridine Property

Melting point:
131-134 °C (lit.)
Boiling point:
186-187 °C/12 mmHg (lit.)
Density 
1.1143 (rough estimate)
refractive index 
1.5444 (estimate)
Flash point:
186-187°C/12mm
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
pK1:4.529(+1) (25°C)
color 
White to Gray to Brown
BRN 
107082
InChI
InChI=1S/C6H7NO/c1-5-2-3-7-6(8)4-5/h2-4H,1H3,(H,7,8)
InChIKey
YBDRFJXGJQULGH-UHFFFAOYSA-N
SMILES
C1(=O)NC=CC(C)=C1
CAS DataBase Reference
13466-41-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-40
Safety Statements 
26-37/39-36-22
WGK Germany 
3
HS Code 
29333995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
365440
Product name
2-Hydroxy-4-methylpyridine
Purity
99%
Packaging
5g
Price
$45
Updated
2023/06/20
TCI Chemical
Product number
H1052
Product name
2-Hydroxy-4-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$66
Updated
2025/07/31
TRC
Product number
H949890
Product name
2-Hydroxy-4-methylpyridine
Packaging
250mg
Price
$50
Updated
2021/12/16
Matrix Scientific
Product number
134146
Product name
4-Methyl-1,2-dihydropyridin-2-one
Purity
95%+
Packaging
100mg
Price
$53
Updated
2021/12/16
Matrix Scientific
Product number
134146
Product name
4-Methyl-1,2-dihydropyridin-2-one
Purity
95%+
Packaging
2.500g
Price
$215
Updated
2021/12/16
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2-Hydroxy-4-methylpyridine Chemical Properties,Usage,Production

Chemical Properties

off-white to light brown crystalline powder

Uses

2-Hydroxy-4-methylpyridine is an intermediate used to prepare oxobenzopyrancarboxylate derivatives as inhibitors of serine proteases and human leukocyte elastase. It is also used in the synthesis of (indanylamino)(pyridinyloxy)pyrazines and analogs as corticotropin releasing factor type-1 receptor antagonists.

Definition

ChEBI: 2-Hydroxy-4-methylpyridine is a member of methylpyridines.

Synthesis

695-34-1

13466-41-6

The general procedure for the synthesis of 2-hydroxy-4-methylpyridine from 2-amino-4-methylpyridine was as follows: the synthesis of intermediate V-a (4-methylpyridin-2-ol) was carried out with reference to the method reported by Adger et al. in J. Chem. Soc. Perkin Trans. 1, 1988, p2791-2796. Concentrated HCl was added to a 1 L flask containing water (240 mL) and subsequently cooled to 0°C. 2-Amino-4-methylpyridine (30 g, 277 mmol) was added all at once, followed by a dropwise addition of a solution of NaNO2 (20.6 g, 299 mmol) in water (40 mL) over a period of 1 h, ensuring that the internal temperature did not exceed 5 °C. The reaction was carried out at 0 °C by stirring the reaction mixture. The reaction mixture was stirred at 0 °C for 1 h and then heated to 95 °C, held for 15 min and subsequently cooled to room temperature. The pH was adjusted to 6-7 with 50% NaOH aqueous solution (note exothermic) and extracted with EtOAc (4 x 120 mL) while hot. The organic phases were combined, dried with MgSO4, filtered and the solvent evaporated to give a beige crystalline solid intermediate V-a (24.5 g, 81% yield).1H NMR (300 MHz, DMSO-d6) δ 11.31 (s, 1H), 7.23 (d, J = 6.7 Hz, 1H), 6.10 (s, 1H), 6.00 (dd, J = 6.7, 1.2 Hz, 1H). 1.2 Hz, 1H), 2.10 (s, 3H).

References

[1] Patent: WO2013/14170, 2013, A1. Location in patent: Page/Page column 77-78
[2] Chemische Berichte, 1924, vol. 57, p. 794
[3] Organic Syntheses, 2002, vol. 78, p. 51 - 51

2-Hydroxy-4-methylpyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Hydroxy-4-methylpyridine Suppliers

Jiangsu Xinsu New Materials Co., Ltd
Tel
0512-66387919 15251950002
Email
15251950002@163.com
Country
China
ProdList
11046
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
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60
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
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66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
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62
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View Lastest Price from 2-Hydroxy-4-methylpyridine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-Hydroxy-4-methylpyridine 13466-41-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12
Henan Fengda Chemical Co., Ltd
Product
2-Hydroxy-4-methylpyridine 13466-41-6
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-09
Dideu Industries Group Limited
Product
2-Hydroxy-4-methylpyridine 13466-41-6
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-09-24

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