| Identification | More | [Name]
CARBONIC ACID DI-2-PYRIDYL ESTER | [CAS]
1659-31-0 | [Synonyms]
CARBONIC ACID DI-2-PYRIDYL ESTER
DI-2-PYRIDYL CARBONATE
Carbonicaciddipyridylester | [EINECS(EC#)]
213-988-5 | [Molecular Formula]
C11H8N2O3 | [MDL Number]
MFCD00191407 | [Molecular Weight]
216.19 | [MOL File]
1659-31-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
90 °C | [Boiling point ]
351.6±17.0 °C(Predicted) | [density ]
1.307 | [Fp ]
166.438℃ | [storage temp. ]
Refrigerator | [form ]
powder to crystal | [pka]
0.63±0.12(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C11H8N2O3/c14-11(15-9-5-1-3-7-12-9)16-10-6-2-4-8-13-10/h1-8H | [InChIKey]
GCSAXWHQFYOIFE-UHFFFAOYSA-N | [SMILES]
C(OC1=NC=CC=C1)(=O)OC1=NC=CC=C1 | [CAS DataBase Reference]
1659-31-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to faint yellow crystalline powder | [Uses]
Di-2-pyridyl carbonate is used as a coupling agent in the esterification of carboxylic acids (e.g. 3-Cyclohexenylcarboxylic acid [C988195]). Di-2-pyridyl carbonate is also used as a reagent to synthesize active carbonates (e.g. benzyl 2-pyridyl carbonate) and carbamates (e.g. 3-Pyridyl diethylcarbamate [P992950]). | [Preparation]
A solution of phosgene (2.5 m in toluene, 2 mL, 5.0 mmol) was diluted with dichloromethane (8 mL) and then a solution of 2-pyridinol 853 (950 mg, 10 mmol) and triethylamine (1.214 g, 10.2 mmol) in dichloromethane (20 mL) was added at 0 ℃. The reaction mixture was stirred at 0℃ for 1 h, then washed with cold 5% NaHCO3 solution (20 mL) and cold saturated brine (20 mL), dried over MgSO4, and filtered. The filtrate was concentrated to dryness to give di-2-pyridyl carbonate, DPC, 725 (972 mg) in 90% yield. It was recrystallized from dichloromethane/petroleum ether (811 mg, 75%); mp 84–86℃. DPC has also been produced as its hydrochloride salt 877, in a more facile procedure on a larger scale, in 97% yield. | [storage]
CARBONIC ACID DI-2-PYRIDYL ESTER is quite stable and can be stored under nitrogen at rt for several months without any noticeable decomposition. |
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