999-33-7

Basic information

• Product Name: N-butyl-N-chloro-1-butanamine
• Synonyms: N-butyl-N-chloro-1-butanamine;Chlorodibutylamine;Dibutylchloramine;N-Chlorodibutylamine;N-Chloro-N,N-dibutylamine
• CAS NO: 999-33-7
• Molecular Formula: C₈H₁₈ClN
• Molecular Weight: 163.68822
• Mol File: 999-33-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 191℃
• Flash Point: 69℃
• Appearance: /
• Density: 0.913
• CAS DataBase Reference: N-butyl-N-chloro-1-butanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-N-chloro-1-butanamine(999-33-7)
• EPA Substance Registry System: N-butyl-N-chloro-1-butanamine(999-33-7)

Safety Data

• Hazardous Substances Data: 999-33-7(Hazardous Substances Data)

Usage

General Description

N-butyl-N-chloro-1-butanamine is a chemical compound with the molecular formula C8H17ClN. It is an organic compound that belongs to the class of amines and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. This chemical is a colorless liquid with a strong smell and is soluble in water. It is primarily used as an intermediate in the production of pesticides and as a chemical intermediate in the synthesis of other organic compounds. Additionally, it has some applications in the field of organic synthesis, such as a reagent in the preparation of various organic compounds. However, it is important to handle this chemical with care, as it can be harmful if it comes into contact with the skin, eyes, or respiratory system.

Upstream product

• 4383-27-1 N,N-di-n-butylbenzylamine 
• 111-92-2 dibutylamine 

Downstream Products

• 4417-81-6 ethylglyoxal 
• 10264-16-1 N-butyl-butyramide 
• 111-92-2 dibutylamine 
• 109-73-9 N-butylamine 
• 7782-50-5 chlorine 
• 3858-78-4 n-butylamine hydrochloride 
• 6287-40-7 dibutylamine hydrochloride 
• 4164-31-2 N-nitrodibutylamine 
• 123-72-8 butyraldehyde 
• 5448-40-8 N,N-dibutyl-2-methylbenzamide 
• 25033-65-2 N,N-dibutylbenzamide 
• 1225463-75-1 N,N-dibutyl-5-phenyl-1,3,4-oxadiazol-2-amine 
• 767-10-2 1-butylpyrrolidine 
• 13422-90-7 N-(2-dibutylamino)ethyl chloride 

Relevant articles and documents

Enantiospecific total synthesis of (+)-tanikolide via a key [2,3]-meisenheimer rearrangement with an allylic amine N-oxide-directed epoxidation and a one-pot trichloroisocyanuric acid N-debenzylation and N-chlorination

The enantiospecific total synthesis of the δ-lactonic marine natural product (+)-tanikolide (1), isolated from Lyngbya majuscula, was achieved using a [2,3]-Meisenheimer rearrangement as the key reaction. During this rearrangement, we discovered that the allylic amine N-oxide could direct the m-CPBA double-bond epoxidation to the syn position. The resulting syn product 8 underwent epoxide ring opening under the m-CBA conditions to give the five- and six-membered cyclic ether amine N-oxides, which we further treated with Zn and conc. HCl to obtain the reduced bisbenzyl tertiary amines 23 and 22, respectively. When 23 and 22 were treated with trichloroisocyanuric acid (TCCA) in dichloromethane, oxidation at the benzyl position occurred, forming iminium ions. These intermediates were trapped by intramolecular reaction with the hydroxyls, and the resulting intermediates were then oxidized or shifted to afford 25 and 24, respectively. The entire one-pot process involves N-debenzylation, N-chlorination, and hemiacetal oxidation. The amine N-oxide-directed epoxidation complements Davies' ammonium-directed epoxidation. Thus, TCCA N-debenzylation is described for the first time and might be a useful N-debenzylation technique.