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It has the formula [(CH 3) 4 C 2 O 2 B] 2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B 2 pin 2. It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis.
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction .
Examples of boronic esters Boronic ester Diol Structural formula Molar mass CAS number Boiling point (°C) Allylboronic acid pinacol ester: pinacol: 168.04: 72824-04-5: 50–53 (5 mmHg) Phenyl boronic acid trimethylene glycol ester: trimethylene glycol: 161.99: 4406-77-3: 106 (2 mm Hg) Diisopropoxymethylborane: isopropanol: 144.02 86595-27-9: ...
Pinacolborane also affects catalyst-free hydroboration of aldehydes, [5] ketones, [6] and carboxylic acids. [7] Pinacolborane is used in borylation, a form of C-H activation. [8] [9] Dehydrogenation of pinacolborane affords dipinacolatodiborane (B 2 pin 2): [10] 2 (CH 3) 4 C 2 O 2 BH → (CH 3) 4 C 2 O 2 B-BO 2 C 2 (CH 3) 4 + H 2
5.6 °C (42.1 °F; 278.8 K) Boiling point: 120.4 °C (248.7 °F; 393.5 K) Solubility in water. 25 g/L Solubility: very soluble in ethanol, diethyl ether:
A quinoxaline, also called a benzopyrazine, in organic chemistry, is a heterocyclic compound containing a ring complex made up of a benzene ring and a pyrazine ring. It is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. [3]
Oxidation of quinoline affords quinolinic acid (pyridine-2,3-dicarboxylic acid), a precursor to the herbicide sold under the name "Assert". [8] The reduction of quinoline with sodium borohydride in the presence of acetic acid is known to produce Kairoline A. [15] (C.f. Kairine) Several anti-malarial drugs contain quinoline substituents.
Basic heteroaromatic boronic acids (boronic acids that contain a basic nitrogen atom, such as 2-pyridine boronic acid) display additional protodeboronation mechanisms. [4] A key finding shows the speciation of basic heteroaromatic boronic acids to be analogous to that of simple amino acids , with zwitterionic species forming under neutral pH ...