13156-02-0

Usage

Chemical compound

Yes

Usage

Production of pharmaceuticals and agrochemicals

Type

Chlorinated alcohol derivative

Structural feature

Butylamino group attached to the central carbon

Versatility

Wide range of applications

Applications

Corrosion inhibitor
Stabilizer for emulsions
Precursor in the synthesis of other chemicals

Known for

Strong antimicrobial properties

Usage in personal care

Often used in cosmetic and personal care products

Industrial use

Surfactant in various processes

Value

Valuable ingredient in the manufacturing sector

Upstream product

• 75-64-9 tert-butylamine 
• 106-89-8 epichlorohydrin 

Downstream Products

• 2116-22-5 propanolol 
• 104449-97-0 1-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-3-ethoxymethyl-phenyl]-ethanone 
• 104449-99-2 1-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-3-propoxymethyl-phenyl]-ethanone 
• 85665-60-7 (R,S)-5-(hydroxymethyl)-3-tert-butyloxazolidin-2-one 
• 58929-09-2 2-(3-tert-butyl-5-chloromethyl-oxazolidin-2-yl)-4-fluoro-phenol 
• 13156-04-2 N-tert-butyl-3-hydroxyazetidine 
• 6078-74-6 3--1-tert.-butylamino-propanol-(2) 
• 58187-29-4 1-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-phenyl]-heptan-1-one 
• 34918-62-2 1-(4-carbamoylmethoxyphenoxy)-3-t-butylaminopropan-2-ol 

Relevant academic research and scientific papers

Switchable synthesis of cyclic carbamates by carbon dioxide fixation at atmospheric pressure

The base-promoted switchable synthesis of five- and six-membered cyclic carbamates using atmospheric pressure carbon dioxide as the C1 source was developed. The chemoselectivity of products was simply controlled by changing bases and solvents. The reaction proceeds effectively under mild conditions, affording valuable cyclic carbamates. Experimental results and DFT studies revealed the reaction mechanism.

Preparation of Trimethylsilyl Ethers of 3-Azetidinols . Scope and Limitations

Preparation of the trimethylsilyl ethers of 1-alkyl-3-azetidinols from-non-hindered primary amines and epichlorhydrin by conversion of the intermediate 1-(alkylamino)-3-chloro-2-propanols to their trimethylsilylethers by either N-(trimethylsilyl)acetamide or by 1-(trimethylsilyl)imidazole followed by ring closure in acetonitrile is described.This sequence of reactions fails for aromatic amines, but appears to be general for all primary aliphatic amines, although the condensation of hindered amines with epichlorhydrin occurs slowly.Several novel azetidinols, in which the N-alkyl substituent insefl contains a second heterocyclic system, are reported.In addition, the pKA's of several m- and p-substituted 1-benzylazetidinols correlates well with the Hammett equation.

Preparation of 3-Azetidinols with Non-Bulky 1-Alkyl Substituents

Cyclization of either the tetrahydropyranyl or trimethylsilyl ether of 1-(alkylamino)-3-chloro-2-propanols 1 followed by cleavage of the azetidinyl ether provides a general method for the preparation of 1-alkyl-3-azetidinols.Unhindered amines provide a more facile preparation of derivatives of 1, or its ethers, than do hindered amines, while hindered derivatives of 1 undergo more facile ring closure.