6377-82-8

Basic information

• Product Name: Morpholine, hydrobromide
• CAS NO: 6377-82-8
• Molecular Formula: C4H9NO.BrH
• Molecular Weight: 168.034
• Mol File: 6377-82-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Morpholine, hydrobromide(CAS DataBase Reference)
• NIST Chemistry Reference: Morpholine, hydrobromide(6377-82-8)
• EPA Substance Registry System: Morpholine, hydrobromide(6377-82-8)

Safety Data

• Hazardous Substances Data: 6377-82-8(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 29636-75-7 3-bromo-1-phenylpropan-1-one 
• 13368-42-8 4-(trimethylsilyl)morpholine 
• 2623-87-2 bromobutyric acid 
• 105-36-2 ethyl bromoacetate 
• 539-74-2 Ethyl 3-bromopropionate 
• 81239-01-2 ethyl (E)-3-(morpholin-4-yl)acrylate 
• 100-39-0 benzyl bromide 
• 120952-09-2 2-bromo-N-ethylpyridinium tetraphenylborate 

Downstream Products

• 2298-48-8 3-morpholin-4-yl-1-phenyl-propan-1-one 
• 22386-00-1 2-methyl-3-morpholino-1-phenylpropan-1-one 

Relevant articles and documents

13C CP MAS NMR, FTIR, X-ray diffraction and PM3 studies of some N-(ω-carboxyalkyl)morpholine hydrohalides

N-(ω-carboxyalkyl)morpholine hydrochlorides, OC4H8N(CH2)nCOOH·HCI, n = 1-5, were obtained and analyzed by 13C cross polarization (CP) magic angle spinning (MAS) NMR, FTIR and PM3 calculations. The structure of N-(3-carboxy-propyl)morpholine hydrochloride (n = 3) has been solved by X-ray diffraction method at 100 K and refined to the R = 0.031. The crystals are monoclinic, space group P21/c, a = 14.307(3), b = 9.879(2), c = 7.166(1) A?, β = 93.20(3)°, V = 1011.3(3) A?3, Z = 4. In this compound the nitrogen atom is protonated and two molecules form a centrosymmetric dimer, connected by two N+-H···Cl- (3.095(1) A?) and two O-H···Cl- (3.003(1) A?) hydrogen bonds. 13C CP MAS NMR spectra, contrary to the solution, showed non-equivalence of the ring carbon atoms. The PM3 calculations predict a molecular dimer without proton transfer for an HCl complex, while for an HBr complex an ion pairs with proton transfer, and reproduces correctly the conformation of both dimers but overestimates H-bond distances. Shielding constants calculated from the PM3 geometry of ion pairs gave a linear correlation with the 13C chemical shifts in solids.

KINETICS AND MECHANISM OF REACTION OF AMINES WITH β-BROMOPROPIOPHENONE

The reaction of β-bromopropiophenone with different amines in acetonitrile at 25 deg C was studied.It was found that in the case of primary and secondary amines, the end products of the reaction are β-aminopropiophenones, which form via the intermediate phenyl vinyl ketone.In the case of tertiary amines, the reaction ends at the stage of the formation of phenyl vinyl ketone.The reactivity of the amines in the formation of phenyl vinyl ketone is preferentially determined by their basicity.