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Phenylboronic acid or benzeneboronic acid, abbreviated as PhB(OH) 2 where Ph is the phenyl group C 6 H 5 - and B(OH) 2 is a boronic acid containing a phenyl substituent and two hydroxyl groups attached to boron. Phenylboronic acid is a white powder and is commonly used in organic synthesis.
Similarly it gives boronic acid esters, which can be useful in the cross coupling reactions. [3] [4] A condensation reaction of neopentyl glycol with 2,6-di-tert-butylphenol gives CGP-7930. Neopentyl glycol is a precursor to Neopentyl glycol diglycidyl ether. The sequence begins with alkylation with epichlorohydrin using a Lewis acid catalyst.
4-Formylphenyl boronic acid crystallizes in colorless needles [1] or is obtained as an odorless, whitish powder, which dissolves little in cold but better in hot water. The compound is quite stable [3] and readily forms dimers and cyclic trimeric anhydrides, which complicate purification and tend to protodeboronize, a secondary reaction that occurs frequently in the Suzuki coupling, with ...
4-Fluorophenibut (developmental code name CGP-11130; also known as β-(4-fluorophenyl)-γ-aminobutyric acid or β-(4-fluorophenyl)-GABA) is a GABA B receptor agonist which was never marketed. [1] It is selective for the GABA B receptor over the GABA A receptor ( IC 50 = 1.70 μM and > 100 μM, respectively). [ 1 ]
2FeSO 4 + 4HNO 2 + 3C 6 H 8 O 6 + 2Na 2 S + 2NaOH → Na 2 [Fe 2 S 2 (NO) 4] + 3C 6 H 6 O 6 + 2Na 2 SO 4 + 6H 2 O. To obtain the "esters", the salt is alkylated: Li 2 Fe 2 S 2 (NO) 4 + 2 RX → Fe 2 (SR) 2 (NO) 4 + 2 LiX. Esters can also be easily be prepared from the reaction of Fe 2 I 2 (NO) 4 with the thiol or thiosulfate.
Compounds of the type BR n (OR) 3-n are called borinic esters (n = 2), boronic esters (n = 1), and borates (n = 0). Boronic acids are key to the Suzuki reaction. Trimethyl borate, debatably not an organoboron compound, is an intermediate in sodium borohydride production.
Krapcho decarboxylation is a chemical reaction used to manipulate certain organic esters. [1] This reaction applies to esters with a beta electron-withdrawing group (EWG).. The reaction proceeds by nucleophilic dealkylation of the ester by the halide followed by decarboxylation, followed by hydrolysis of the resulting stabilized carbanion.
Organotrifluoroborates are tolerant of air and moisture [1] and are easy to handle and purify. [2] They are often used in organic synthesis as alternatives to boronic acids (RB(OH) 2 ), boronate esters (RB(OR′) 2 ), and organoboranes (R 3 B), particularly for Suzuki-Miyaura coupling .