23328-69-0

Basic information

• Product Name: 4-chloromorpholine
• Synonyms: 4-chloromorpholine;N-Chloromorpholine;Einecs 245-588-1;Morpholine, 4-chloro-
• CAS NO: 23328-69-0
• Molecular Formula: C₄H₈ClNO
• Molecular Weight: 121.56542
• EINECS: 245-588-1
• Mol File: 23328-69-0.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 161.2 °C at 760 mmHg
• Flash Point: 51.3 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 2.3mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: 4-chloromorpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloromorpholine(23328-69-0)
• EPA Substance Registry System: 4-chloromorpholine(23328-69-0)

Safety Data

• Hazardous Substances Data: 23328-69-0(Hazardous Substances Data)

Usage

General Description

4-chloromorpholine is a chemical compound with the molecular formula C4H8ClNO. It is a chlorinated morpholine derivative that is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. 4-chloromorpholine is a colorless liquid at room temperature and is soluble in water and many organic solvents. It is also known for its use as a catalyst or reagent in various chemical reactions. However, it is important to handle this compound with caution as it is considered to be harmful if swallowed, inhaled, or in contact with skin and eyes, and can cause irritation to the respiratory system and skin.

InChI:InChI=1/C4H8ClNO/c5-6-1-3-7-4-2-6/h1-4H2

Upstream product

• 110-91-8 morpholine 
• 7681-52-9 sodium hypochlorite 
• 4856-95-5 morpholine-borane 
• 80584-36-7 morpholine-borane-d3 
• 10024-89-2 morpholin hydrochloride 
• 777851-20-4 N-chloro-p-nitrobenzenesulfonamide 
• 5625-90-1 4-(morpholinomethyl)morpholine 

Downstream Products

• 102-77-2 4-(benzothiazole-2-sulfenyl)-morpholine 
• 24171-17-3 N-(N,N-dimethylthiocarbamoyldithioyl)morpholine 
• 1530-89-8 N-cyanomorpholine 
• 4837-31-4 4-Phenylsulfanyl-morpholine 
• 2244-48-6 N-morpholinyl-2-pyridinesulfenamide 
• 6339-26-0 4-tosylmorpholine 
• 649-15-0 N,N-diethyl-4-methylbenzenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 78488-61-6 N-(phenyldichloroseleno)morpholine 
• 127878-11-9 4-Benzylselanyl-morpholine 
• 7257-55-8 4-morpholinyl benzyl sulfide 
• 98525-54-3 trans-2-chlorocyclohexyl 4-morpholinesulfonate 
• 2158-02-3 morpholine-4-carboxylic acid amide 
• 3077-16-5 4-(4-methylphenyl)morpholine 

Relevant articles and documents

Haloamines as Bifunctional Reagents for Oxidative Aminohalogenation of Maleimides

An unprecedented copper-catalyzed oxidative aminohalogenation of electron-deficient maleimides with secondary amines and NXS (X = Cl, Br, I) was developed, in which the N-X bonds generated in situ were used as difunctionalized reagents. The distinctive features of this multicomponent reaction include a simple green catalytic system, a spectral substrate range, and the late-stage modification of drug molecules. Most importantly, this umpolung radical cascade strategy exploits the in situ formation of N-iodoamines that enable efficient alkene aminoiodination.

Synthesis of aromatic sulfonamides through a copper-catalyzed coupling of aryldiazonium tetrafluoroborates, DABCO·(SO2)2, and N-Chloroamines

A copper-catalyzed aminosulfonylation of aryldiazonium tetrafluoroborates, DABCO·(SO2)2, and N-chloroamines is described. This coupling reaction provides an efficient and simple approach to a wide range of sulfonamides in moderate to good yields under mild conditions. Mechanistic investigation suggests that a radical process and transition-metal catalysis are merged in this tandem reaction.

Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent

An unprecedented aryne 1,2,3-trifunctionalization protocol from 2,6-bis(silyl)aryl triflates was developed under transition-metal-free conditions. The reaction of generated 3-silylaryne with both pyridine N-oxide and N-hydroxylamide afforded o-silyl triflate/tosylate in a one-pot transformation, allowing the formation of 2,3-aryne precursors with various vicinal pyridinyl/amido substituents. These pyridinyl-substituted 2,3-aryne intermediates exhibit a broad scope of reactivity with diverse arynophiles in good yields and high selectivity.