2-Hydroxynicotinaldehyde
- Product Name
- 2-Hydroxynicotinaldehyde
- CAS No.
- 36404-89-4
- Chemical Name
- 2-Hydroxynicotinaldehyde
- Synonyms
- 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;2-Oxo-1,2-dihydropyridine-3-carbaldehyde;1,2-Dihydro-2-oxo-pyridin-3-carbaldehyde
- CBNumber
- CB9738773
- Molecular Formula
- C6H5NO2
- Formula Weight
- 123.11
- MOL File
- 36404-89-4.mol
2-Hydroxynicotinaldehyde Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- ALD00594
- Product name
- 2-Hydroxynicotinaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $63.5
- Updated
- 2022/05/15
- Product number
- ALD00594
- Product name
- 2-Hydroxynicotinaldehyde
- Purity
- 97%
- Packaging
- 5g
- Price
- $225
- Updated
- 2022/05/15
- Product number
- ALD00594
- Product name
- 2-Hydroxynicotinaldehyde
- Purity
- 97%
- Packaging
- 500mg
- Price
- $46.5
- Updated
- 2022/05/15
- Product number
- B446760
- Product name
- 2-Hydroxynicotinaldehyde
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- CS-W003412
- Product name
- 2-Hydroxynicotinaldehyde
- Purity
- >97.0%
- Packaging
- 5g
- Price
- $92
- Updated
- 2021/12/16
2-Hydroxynicotinaldehyde Chemical Properties,Usage,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
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View Lastest Price from 2-Hydroxynicotinaldehyde manufacturers
- Product
- 2-Hydroxynicotinaldehyde 36404-89-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-09-24
- Product
- 2-Hydroxynicotinaldehyde 36404-89-4
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-20