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Triphenylmethylsodium can be prepared from trityl chloride dissolved in an aprotic solvent and sodium: [4] (C 6 H 5) 3 CCl + 2 Na → (C 6 H 5) 3 CNa + NaCl. Reaction with silver hexafluorophosphate gives triphenylmethyl hexafluorophosphate. Trityl chloride reacts with zinc in nonpolar solvents (e.g. benzene) to form Gomberg's dimer. [5]
Alternatively, benzene may react with carbon tetrachloride using the same catalyst to obtain the triphenylmethyl chloride–aluminium chloride adduct which is then treated with diethyl ether for 24 hours at room temperature and hydrolyzed with concentrated hydrochloric acid: [3] 3 C 6 H 6 + CCl 4 + AlCl 3 → Ph 3 CCl·AlCl 3 Ph 3 CCl·AlCl 3 ...
[4] The presence of three adjacent phenyl groups confers special properties manifested in the reactivity of the alcohol. For example it reacts with acetyl chloride, not to give the ester, but triphenylmethyl chloride: [5] Ph 3 COH + MeCOCl → Ph 3 CCl + MeCO 2 H. The three phenyl groups also offer steric protection.
The reagent can be prepared in two steps from triphenylphosphine.The first step is P-alkylation with chloromethyl methyl ether.. PPh 3 + CH 3 OCH 2 Cl → [CH 3 OCH 2 PPh 3]Cl. In the second step, the resulting phosphonium salt is deprotonated.
Tris(4-methoxyphenyl)phosphine is the organophosphorus compound with the formula (CH 3 OC 6 H 4) 3 P. Several isomers of this formula are known, but the symmetrical derivative with methoxy groups in the 4-position is most studied. The compound is used as a ligand in organometallic chemistry and homogeneous catalysis. [1]
It is used as an alkylating agent and industrial solvent to manufacture dodecylbenzyl chloride, water repellents, ion-exchange resins, polymers, and as a chloromethylation reagent. In organic synthesis the compound is used for the introduction of the methoxymethyl (MOM) protecting group .
3,4-Di methoxy phenethylamine (DMPEA) is a chemical compound of the phenethylamine class. It is an analogue of the major human neurotransmitter dopamine where the 3- and 4-position hydroxy groups have been replaced with methoxy groups. It is also closely related to mescaline which is 3,4,5-trimethoxyphenethylamine and to 3,4 ...
In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula R−O−CH 3 . On a benzene ring , the Hammett equation classifies a methoxy substituent at the para position as an electron-donating group , but as an electron-withdrawing group if at the meta position.