| Identification | More | [Name]
2-Pyridinecarboxaldehyde | [CAS]
1121-60-4 | [Synonyms]
2-FORMYLPYRIDINE
2-PA
2-PICOLINIC ALDEHYDE
2-PYRIDINECARBALDEHYDE
2-PYRIDINECARBOXALDEHYDE
AKOS BBS-00003192
PICOLINALDEHYDE
PYRIDINE-2-ALDEHYDE
PYRIDINE-2-CARBALDEHYDE
PYRIDINE-2-CARBOXALDEHYDE
TIMTEC-BB SBB004358
2-Picolinaldehyde
2-Picolinealdehyde
2-Pyridaldehyde
2-Pyridinealdehyde
2-Pyridylaldehyde
2-Pyridylcarboxaldehyde
alpha-Picolinaldehyde
o-Nicotinaldehyde
Picolinal | [EINECS(EC#)]
214-333-6 | [Molecular Formula]
C6H5NO | [MDL Number]
MFCD00006290 | [Molecular Weight]
107.11 | [MOL File]
1121-60-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow liquid | [Melting point ]
-21--22°C | [Boiling point ]
181 °C(lit.)
| [density ]
1.126 g/mL at 25 °C(lit.)
| [vapor pressure ]
73Pa at 20℃ | [refractive index ]
n20/D 1.536(lit.)
| [Fp ]
130 °F
| [storage temp. ]
2-8°C
| [form ]
liquid (strong colored)
| [pka]
3.8(at 20℃) | [color ]
Clear yellow to yellow-brown | [PH]
6.5 (111g/l, H2O, 20℃) | [Water Solubility ]
miscible | [Sensitive ]
Air Sensitive | [Detection Methods]
GC,NMR | [BRN ]
105341 | [InChIKey]
CSDSSGBPEUDDEE-UHFFFAOYSA-N | [LogP]
0.714 at 20.5℃ | [CAS DataBase Reference]
1121-60-4(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Pyridinecarboxaldehyde(1121-60-4) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
1121-60-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi,N,T,F | [Risk Statements ]
R10:Flammable.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R43:May cause sensitization by skin contact.
R34:Causes burns.
R23:Toxic by inhalation. | [Safety Statements ]
S7:Keep container tightly closed .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S29:Do not empty into drains .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1989 3/PG 3
| [WGK Germany ]
3
| [F ]
8-10-23 | [Hazard Note ]
Irritant/Keep Cold/Air Sensitive | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow liquid | [Uses]
2-Pyridinecarboxaldehyde has been used:
- To synthesize chitosan based bifunctionalized adsorbent.
- In the aldol addition reaction with pyruvate in the presence of 2-keto-3-deoxy-6-phosphogluconate aldolase (KDPG) catalyst to form (S)-4-hydroxy-2-keto-4-(2′-pyridyl)butyrate.
- In the condensation reaction with (S)-(?)-α-methylbenzylamine and (R)-(+)-α-methylbenzylamine to synthesize two chiral (S)-(?)- and (R)-(+)Schiff base compounds.
It can also be combined with thiosemicarbazide to form 2-pyridinecarboxaldehyde thiosemicarbazone ligand (L) which can further complex with Ni(II) and Cu(II) salts (MX) to form [M(L)2X2] complexes. | [Definition]
ChEBI: A pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group. | [Synthesis Reference(s)]
Synthetic Communications, 23, p. 1775, 1993 DOI: 10.1080/00397919308011276 | [Purification Methods]
Purification is achieved by bubbling sulfur dioxide into a solution of 50g of the aldehyde in 250mL of boiled water, under nitrogen, at 0o, until precipitation is complete. The bisulfite addition compound is filtered off rapidly and, after washing with a little water, is refluxed in 17% HCl (200mL) under nitrogen until a clear solution is obtained. Neutralisation with NaHCO3 and extraction with ether separated the aldehyde which is recovered by drying the extract, then distilling twice, under nitrogen. [Kyte et al. J Chem Soc 4454 1960, Beilstein 21 I 287, 21 III/IV 3495, 21/7 V 293.] |
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