1659-31-0 Usage
Description
CARBONIC ACID DI-2-PYRIDYL ESTER, also known as Di-2-pyridyl carbonate, is a white to faint yellow crystalline powder. It is a versatile compound with various applications in different industries due to its unique chemical properties.
Uses
Used in Chemical Synthesis:
CARBONIC ACID DI-2-PYRIDYL ESTER is used as a coupling agent for the esterification of carboxylic acids, such as 3-Cyclohexenylcarboxylic acid [C988195]. It facilitates the formation of ester bonds, which are essential in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, CARBONIC ACID DI-2-PYRIDYL ESTER is used as a reagent to synthesize active carbonates, such as benzyl 2-pyridyl carbonate, and carbamates, such as 3-Pyridyl diethylcarbamate [P992950]. These synthesized compounds have potential applications in the development of new drugs and therapeutic agents.
Used in Research and Development:
CARBONIC ACID DI-2-PYRIDYL ESTER is also utilized in research and development for the synthesis of novel compounds and the study of their properties. Its ability to act as a coupling agent and a reagent makes it a valuable tool in the exploration of new chemical reactions and the creation of innovative materials.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 1659-31-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,5 and 9 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1659-31:
(6*1)+(5*6)+(4*5)+(3*9)+(2*3)+(1*1)=90
90 % 10 = 0
So 1659-31-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H8N2O3/c14-11(15-9-5-1-3-7-12-9)16-10-6-2-4-8-13-10/h1-8H
1659-31-0Relevant articles and documents
Functional mimicry of the active site of carboxypeptidase A by a molecular imprinting strategy: Cooperativity of an amidinium and a copper ion in a transition-state imprinted cavity giving rise to high catalytic activity
Liu, Jun-Qiu,Wulff, Guenter
, p. 7452 - 7453 (2007/10/03)
A model for the natural enzyme carboxypeptidase A was prepared by molecular imprinting in synthetic polymers. An unusually high activity and efficiency for carbonate hydrolysis could be obtained by imprinting with a stable transition-state analogue template and introducing an amidinium group and a Cu2+ ion-binding site in a defined orientation to each other into the active site. With substrates having a very similar structure to the template, extraordinarily high enhancements of rates of 110000-fold were obtained of catalyzed to uncatalyzed reaction kcat/kuncat. The efficiency kcat/Km of the molecularly imprinted catalysts compared to that of the nonimprinted control polymers containing the same functional groups was 790-fold higher, a clear indication of a very efficient imprinting procedure. Copyright
Di(2-pyridyl) carbonate promoted alkoxycarbonylation of amines: A convenient synthesis of functionalized carbamates
Ghosh, Arun K.,Duong, Tien T.,McKee, Scan P.
, p. 4251 - 4254 (2007/10/02)
The reaction of di(2-pyridyl) carbonate with a variety of alcohols including hindered secondary, tertiary and protected glycols afforded the corresponding mixed carbonate which was efficiently transformed into various carbamates in high yield under mild c
New Amino-protective Reagents for t-Butoxycarbonylation and Benzyloxycarbonylation of Amines and Amino Acids
Kim, Sunggak,Lee, Jae In,Yi, Kyu Yang
, p. 3570 - 3575 (2007/10/02)
New amino-protective reagents for t-butoxycarbonylation and benzyloxycarbonylation of amines and amino acids have been developed. t-Butyl 2-pyridyl carbonate and t-butyl S-(2-pyridyl) thiocarbonate react cleanly with various amines and amino acids to afford N-Boc amines and N-Boc amino acids in high yields.Benzyl 2-pyridyl carbonate and O-benzyl S-(2-pyridyl) thiocarbonate are also found to be very effective in the benzyloxycarbonylation of amino acids.