2-Hydroxynicotinaldehyde
- CAS No.
- 36404-89-4
- Chemical Name:
- 2-Hydroxynicotinaldehyde
- Synonyms
- 2-Oxo-1,2-dihydropyridine-3-carbaldehyde;2-Hydroxynicotinaldehyde;2-Hydroxynicotinaldehyde 97%;2-hydroxypyridine-3-carbaldehyde;2-oxo-1H-pyridine-3-carbaldehyde;2-keto-1H-pyridine-3-carbaldehyde;2-oxo-1H-pyridine-3-carboxaldehyde;2-Hydroxypyridine-3-carboxaldehyde;2-OXO-1,2-DIHYDRO-3-PYRIDINECARBALDEHYDE;1,2-Dihydro-2-oxo-pyridin-3-carbaldehyde
- CBNumber:
- CB9738773
- Molecular Formula:
- C6H5NO2
- Molecular Weight:
- 123.11
- MDL Number:
- MFCD07698588
- MOL File:
- 36404-89-4.mol
- MSDS File:
- SDS
| Melting point | 220-222° |
|---|---|
| Boiling point | 50 °C(Press: 80 Torr) |
| Density | 1.365±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| form | powder or crystals |
| pka | 10.18±0.10(Predicted) |
| Appearance | White to light yellow Solid |
| InChI | InChI=1S/C6H5NO2/c8-4-5-2-1-3-7-6(5)9/h1-4H,(H,7,9) |
| InChIKey | DNTYEVWEOFZXFE-UHFFFAOYSA-N |
| SMILES | C1(=O)NC=CC=C1C=O |
| UNSPSC Code | 12352200 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 |
| Hazard Codes | Xn |
| Risk Statements | 22-36 |
| Safety Statements | 26-24/25 |
| WGK Germany | WGK 3 |
| HazardClass | IRRITANT |
| HS Code | 29333990 |
| Storage Class | 11 - Combustible Solids |
2-Hydroxynicotinaldehyde price More Price(53)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | ALD00594 | 2-Hydroxynicotinaldehyde 97% | 36404-89-4 | 1g | $63.5 | 2022-05-15 | Buy |
| Sigma-Aldrich | ALD00594 | 2-Hydroxynicotinaldehyde 97% | 36404-89-4 | 5g | $225 | 2022-05-15 | Buy |
| Activate Scientific | AS30558 | 2-Oxo-1,2-dihydro-3-pyridinecarbaldehyde 97% | 36404-89-4 | 1g | $20 | 2026-06-04 | Buy |
| Apolloscientific | OR32598 | 2-Oxo-1,2-dihydropyridine-3-carbaldehyde 97% | 36404-89-4 | 1g | $28 | 2026-06-04 | Buy |
| Activate Scientific | AS30558 | 2-Oxo-1,2-dihydro-3-pyridinecarbaldehyde 97% | 36404-89-4 | 5g | $73 | 2026-06-04 | Buy |
2-Hydroxynicotinaldehyde Chemical Properties, Uses, Production
Uses
This reagent was used as a catalytic transient directing group by Jin-Quan Yu′s lab for Pd(II)-catalyzed γ-C(sp3)-H arylation to couple free primary amines with aryl iodides. Reactions included Pd(OAc)2 683124 and low catalyst and directing group loading.
reaction suitability
reaction type: C-C Bond Formation
reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation
Synthesis
36404-88-3
36404-89-4
General procedure for the synthesis of 2-hydroxynicotinaldehyde from 2-chloro-3-pyridinecarboxaldehyde: 2-chloro-3-pyridinecarboxaldehyde (0.283 g, 2.00 mmol) was suspended in 3 M aqueous hydrochloric acid solution (2 mL). Four drops of 3% hydrogen peroxide solution were added and the mixture was placed in a sealed vial and microwaved at 100 °C for 2 hours. After the reaction was completed, it was cooled to room temperature and the product began to crystallize. The suspension was neutralized by addition of solid potassium carbonate. The precipitate was separated by filtration and recrystallized with a minimum volume of ethanol to give 2-hydroxynicotinaldehyde (0.190 g, 77% yield). The melting point was 224-225 °C (literature value: 224 °C).1H NMR (300 MHz, DMSO-d6) δ 12.37 (broad peak, 1H), 10.05 (d, J = 0.7 Hz, 1H), 7.95 (ddd, J = 7.1, 2.3 Hz, 1H), 7.80 (ddd, J = 6.3, 2.3 Hz, 1H), 6.36 ( ddd, J = 7.1, 6.3, 0.7 Hz, 1H). 13C NMR (75 MHz, DMSO-d6) δ 189.0, 162.0, 143.4, 142.6, 124.2, 105.3.
References
[1] Tetrahedron, 2010, vol. 66, # 14, p. 2761 - 2767
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, # 9, p. 2409 - 2415
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 14, p. 3933 - 3937
2-Hydroxynicotinaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuxi Kehua Biological Technology Co., Ltd. | 13636419861 13636419861 | alan@covapharm.com | China | 272 | 58 |
| Changzhou Wanyao Biotechnology Co., Ltd. | 0519-89185693 15312551983 | 2410037592@qq.com | China | 278 | 55 |
| Anhui Yongsheng Pharmaceutical Technology Co., Ltd | 3307 18017383231 | 983544897@qq.com | China | 941 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
View Latest Price from 2-Hydroxynicotinaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-20 | 2-Hydroxynicotinaldehyde
36404-89-4
|
$1.10 | 1g | 99.00% | 100 Tons Min | Dideu Industries Group Limited | |
 |
2019-07-06 | 2-Hydroxynicotinaldehyde
36404-89-4
|
$1.00 | 1kg | 98% | 200kg | Career Henan Chemical Co |
-
- 2-Hydroxynicotinaldehyde
36404-89-4
- $1.10
- 99.00%
- Dideu Industries Group Limited
-
- 2-Hydroxynicotinaldehyde
36404-89-4
- $1.00
- 98%
- Career Henan Chemical Co
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