127580-92-1

Basic information

• Product Name: 4-(4-BROMOBENZOYL) MORPHOLINE
• Synonyms: 4-(4-BROMOBENZOYL) MORPHOLINE;(4-Bromophenyl)(morpholin-4-yl)methanone;(4-Bromophenyl)(morpholino)methanone;4-(Morpholine-4-carbonyl)bromobenzene
• CAS NO: 127580-92-1
• Molecular Formula: C₁₁H₁₂BrNO₂
• Molecular Weight: 270.12
• Product Categories: blocks;Bromides;Carboxes
• Mol File: 127580-92-1.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 398.7 °C at 760 mmHg
• Flash Point: 194.9 °C
• Appearance: /
• Density: 1.486 g/cm³
• Vapor Pressure: 1.45E-06mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.73±0.20(Predicted)
• CAS DataBase Reference: 4-(4-BROMOBENZOYL) MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-BROMOBENZOYL) MORPHOLINE(127580-92-1)
• EPA Substance Registry System: 4-(4-BROMOBENZOYL) MORPHOLINE(127580-92-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 127580-92-1(Hazardous Substances Data)

Usage

General Description

4-(4-Bromobenzoyl) Morpholine is a synthetic organic compound that belongs to the class of chemical entities known as morpholines. It is structurally characterized by the presence of a morpholine ring substituted at the 4-position by a 4-Bromobenzoyl group. The morpholine ring in 4-(4-Bromobenzoyl) Morpholine provides basicity and polar character, which can enhance the solubility and bioavailability of certain pharmaceutical agents. The bromobenzoyl substituent adds to its potential as an intermediate in organic synthesis, potentially enabling the production of various chemical compounds for commercial, pharmaceutical, or research purposes. However, it’s crucial to note that while this compound may have potential applications, there might be safety and health concerns associated with its handling and use. There is limited available information about the specific properties, toxicity, and uses of this compound.

InChI:InChI=1/C11H12BrNO2/c12-10-3-1-9(2-4-10)11(14)13-5-7-15-8-6-13/h1-4H,5-8H2

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 110-91-8 morpholine 
• 80586-82-9 2,5-dioxopyrrolidin-1-yl 4-bromobenzoate 
• 201230-82-2 carbon monoxide 
• 589-87-7 1,4-bromoiodobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 23328-69-0 4-chloromorpholine 
• 106-38-7 para-bromotoluene 
• 6846-12-4 4-bromo-N-phenyl-benzamide 
• 80311-89-3 4-bromo-N-benzylbenzamide 
• 586-75-4 4-chlorobenzoyl chloride 
• 106-41-2 4-bromo-phenol 
• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 
• 622-88-8 4-bromophenylhydrazine hydrochloride 

Downstream Products

• 1215169-46-2 (4-bromophenyl)-(3-methoxythiophen-2-yl)methanone 
• 1437785-89-1 C₁₉H₂₀N₂O₃ 
• 1593267-94-7 3-(4-(tert-butyl)phenyl)-1-(4-(morpholine-4-carbonyl)phenyl)prop-2-yn-1-one 
• 1468-28-6 4-benzoylmorpholine 
• 1432450-87-7 (4-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)phenyl)(morpholino)methanone 
• 1354349-41-9 (4-(2-benzoylbenzofuran-3-yl)phenyl)(morpholino)-methanone 
• 64169-34-2 5-bromophthalide 

Relevant articles and documents

A two-step continuous flow synthesis of amides from alcohol using a metal-free catalyst

Metal-free oxidative amination of aromatic alcohols in the presence of TBHP provides convenient access to amides in 86-96% yield under mild reaction conditions within 15 min in a two-step continuous flow reactor system. This method avoids expensive transition metal catalysts and integrates alcohol oxidation and amide bond formation, which are usually accomplished separately, into a single operation.

Metal-free n-Bu4NI-catalyzed direct synthesis of amides from alcohols and N,N-disubstituted formamides

A facile and efficient protocol for the synthesis of amides has been developed in the absence of transition metals. The reaction was performed with a catalytic amount of n-Bu4NI and aqueous TBHP as an oxidant. Various alcohols with N,N-disubstituted formamides were examined to furnish the desired products in good yields.

Preparation of N,N-dimethyl aromatic amides from aromatic aldehydes with dimethylamine and iodine reagents

Various N,N-dimethyl aromatic amides were obtained in good to moderate yields by the reaction of aromatic aldehydes with aqueous dimethylamine in the presence of molecular iodine or 1,3-diiodo-5,5-dimethylhydantoin (DIH) at room temperature. Under the same conditions and using the same procedure, treatment of aromatic aldehydes and morpholine in the presence of DIH also provided the corresponding N-aroyl morpholines in good to moderate yields. Georg Thieme Verlag Stuttgart · New York.

Method for preparing amide from carboxylic acid under irradiation of blue light by taking iridium and cobalt complexes as catalysts

The invention relates to a method for preparing amide from carboxylic acid under the irradiation of blue light by taking iridium and cobalt complexes as catalysts, and belongs to the field of chemistry. The method comprises the following step of: by taking R substituted carboxylic acid and R1' and R2' substituted amines as raw materials, triphenylphosphine as a deoxidizing agent, [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as a photocatalyst and Co(dmgH)(dmgH2)Cl2 as a metal complex catalyst, reacting in dichloromethane in an inert atmosphere and under the irradiation of blue light to obtain an amide compound, wherein R is an aryl group, a heteroaryl group, a protected amino group, a substituted alkyl group, a substituted aryl group or a substituted protected amino group, R1' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group, and R2' is a hydrogen group, a substituted alkyl group, a phenyl group or a substituted phenyl group.

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Diverse functionalization of aryl halides mediated by bis(phenylsulfonyl)methane

A palladium-catalyzed coupling reaction of bis(phenylsulfonyl)methane and aryl halides was developed. A variety of bis(phenylsulfonyl)methyl arenes were prepared in good yields. The transformations of bis(phenylsulfonyl)methyl to methyl, trideuteriomethyl, ethyl, carboxyl, and other functional groups were demonstrated. The results provided a new approach to diverse functionalization of aryl halides.