What does tosyl chloride and pyridine do?

TsCl and MsCl: Two Reagents That Convert Hydroxyl Groups (OH) Into Good Leaving Groups. Treatment of an alcohol with TsCl or MsCl, usually in the presence of a weak base such as pyridine, results in the sulfonate esters. (The purpose of pyridine is to mop up any HCl that is formed during the course of the reaction.)

What is OTs Chem?

OTs in organic chemistry stands for tosylate. It is a functional group which is formed by the loss of the hydrogen of OH in para-toluenesulfonic…

Is tosyl chloride a good Nucleophile?

Tosylates are good substrates for substitution reactions, reacting with nucleophiles in much the same way as alkyl halides.

Why is pyridine used when making tosyl esters?

Why is pyridine used when making tosyl esters from alcohols? Tosyl chloride is used to make a hydroxyl group into a better leaving group. However, when the reaction of tosyl chloride and an alcohol occurs, a weak base such as pyridine should be used.

What is the role and mechanism of action of tosyl chloride?

Tosyl chloride (TsCl) is usually used as an activating group for primary alcohols. Due to its relatively large volume and the lower reactivity of secondary and tertiary alcohols, it usually doesn’t come into them, being selective to primary alcohols in most of the cases. The -OTs group formed is a good leaving group for substitution reactions.

Which is more reactive, tosyl chloride or pyridine?

Molecules 2011,16 5666 substitutions with [l8F]fluoride in radiopharmaceuticals. Tosyl chloride (TsCl), which is more reactive than tosyl anhydride and p-toluenesulfonyl acid, is the most widely used tosylating agent. Preparation of tosylates generally uses TsCl in the presence of a base, such as pyridine or triethylamine [2-4].

Which is more reactive, tosyl anhydride or TsCl?

substitutions with [l8F]fluoride in radiopharmaceuticals. Tosyl chloride (TsCl), which is more reactive than tosyl anhydride and p-toluenesulfonyl acid, is the most widely used tosylating agent. Preparation of tosylates generally uses TsCl in the presence of a base, such as pyridine or triethylamine [2-4].