2431-75-6

Basic information

• Product Name: 3-Methylbutyl tosylate
• Synonyms: 3-Methyl-1-butyl 4-methylbenzenesulfonate;3-methyl-1-butyl tosylate;3-Methylbutyl tosylate;Isoamyl p-toluenesulfonate;Benzenesulfonic acid, 4-Methyl-, 3-Methylbutyl ester;3-methylbutyl 4-methylbenzenesulfonate
• CAS NO: 2431-75-6
• Molecular Formula: C₁₂H₁₈O₃S
• Molecular Weight: 242.33
• Mol File: 2431-75-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 343.944 °C at 760 mmHg
• Flash Point: 161.812 °C
• Appearance: /
• Density: 1.100
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 3-Methylbutyl tosylate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylbutyl tosylate(2431-75-6)
• EPA Substance Registry System: 3-Methylbutyl tosylate(2431-75-6)

Safety Data

• Hazardous Substances Data: 2431-75-6(Hazardous Substances Data)

Usage

General Description

3-Methylbutyl tosylate, also known as 3-methylbutyl p-toluenesulfonate, is a chemical compound with the molecular formula C11H16O3S. It is a tosylate ester formed from the reaction of 3-methyl-1-butanol with p-toluenesulfonyl chloride. This colorless liquid is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds. It is also known for its use as a solvent and as an intermediate in the production of various pharmaceuticals and agrochemicals. 3-Methylbutyl tosylate is flammable and may cause skin and eye irritation, and should be handled and stored with appropriate precautionary measures in place.

InChI:InChI=1/C12H18O3S/c1-10(2)8-9-15-16(13,14)12-6-4-11(3)5-7-12/h4-7,10H,8-9H2,1-3H3

Upstream product

• 123-51-3 i-Amyl alcohol 
• 72973-25-2 N,N-dimethyl-1-(p-tolylsulfonyl)pyridin-1-ium-4-amine chloride 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1453862-07-1 ethyl 2-(3-(4-((4’-(isopentyloxy)-2',6'-dimethyl-[1,1'-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)acetate 
• 59965-19-4 dihydro-(R)-(+)-β-citronellyl tosylate 
• 6750-34-1 (3R,7R)-hexahydrofarnesol 
• 94781-85-8 1-isoamyl-3-isobutyl-8-(p-sulfophenyl)xanthine 
• 63908-26-9 1-isoamyl-3-isobutylxanthine 
• 1918-88-3 isopentyl phenyl sulfone 
• 1129-64-2 isopentyl phenyl ether 
• 123-51-3 i-Amyl alcohol 
• 13910-11-7 3-methylbutyl phenyl sulfide 
• 54645-53-3 5-(N,N-dibenzylglycyl)-2-(3-methylbutyloxy)benzamide 

Relevant articles and documents

An efficient one pot synthesis of carbamate esters through alcoholic tosylates

An efficient O-alkylation of alcoholic tosylates with amines in a K2CO3/CO2 system in the presence of tetrabutyl ammonium iodide (TBAI) provides exclusive formation of carbamates.

2-AMINO-QUINOLINE DERIVATIVES

Described herein are 2-amino-quinoline derivatives that are agonists of toll-like receptors 7 and 8 (TLR7/8), pharmaceutical compositions, and methods of use of the compounds and compositions to treat various diseases, such as viral, cancer, and allergic diseases, in need thereof by administering a therapeutically effective amount of a 2-amino-quinoline derivative.

An efficient practical tosylation of phenols, amines, and alcohols employing mild reagent [DMAPTs]+Cl?

Efficient exploration of [DMAPTs]+Cl?for base free and chromatography free preparation of sulfonate esters from phenols and alcohols and sulfonamides from amines was achieved in excellent yields. Majority of the phenols irrespective of their substituents electronic nature underwent tosylation nearly at same reaction rate with an average yield of 95%. For amines, ring activating substituents favors rapid sulfonylation while the ring deactivating substituents relatively lowers the rate of tosylation. Furthermore the reagent was employed for Chemoselective sulfonylation as well as solvent free tosylation of phenols and amines.