4-(4-NITROPHENYL)MORPHOLINE Chemical Properties

Melting point:

152 °C

Boiling point:

386.2±37.0 °C(Predicted)

Density 

1.265±0.06 g/cm3(Predicted)

RTECS 

QE7405000

storage temp. 

Storage temp. 2-8°C

solubility 

soluble in Dimethylformamide

form 

powder to crystal

pka

0.81±0.40(Predicted)

color 

Light yellow to Yellow to Orange

λmax

375nm(Dioxane)(lit.)

InChI

InChI=1S/C10H12N2O3/c13-12(14)10-3-1-9(2-4-10)11-5-7-15-8-6-11/h1-4H,5-8H2

InChIKey

IAJDSUYFELYZCS-UHFFFAOYSA-N

SMILES

N1(C2=CC=C([N+]([O-])=O)C=C2)CCOCC1

CAS DataBase Reference

10389-51-2(CAS DataBase Reference)

EPA Substance Registry System

Morpholine, 4-(4-nitrophenyl)- (10389-51-2)

Safety Information

Risk Statements 

40-42/43-63

Safety Statements 

26-36

RIDADR 

1662

TSCA 

Yes

HS Code 

2934999090

MSDS

• Language:English Provider:ALFA

4-(4-NITROPHENYL)MORPHOLINE Usage And Synthesis

Synthesis Reference(s)

Synthesis, p. 1145, 1990 DOI: 10.1055/s-1990-27118

Synthesis

GENERAL METHODS: Aryl halides (1.0 mmol), morpholine (1 mmol), sodium tert-butoxide (2 mmol) and 0.2 mol% of Pd/Nf-G catalyst were sequentially added to 1 mL of dimethyl sulfoxide (DMSO). The reaction mixture was stirred at 110 °C for 12 h. The reaction process was monitored by gas chromatography (GC). Upon completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate. The catalyst was recovered by simple filtration and subsequently washed with ethanol, dried and stored for subsequent use. The crude product was purified by column chromatography with the eluent being a mixed petroleum ether/ethyl acetate solvent. The recovered catalyst was reused in subsequent recyclability studies. The conversion of the reactants was determined by gas chromatography (GC).

References

[1] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 1, p. 42 - 49
[2] Applied Organometallic Chemistry, 2013, vol. 27, # 12, p. 704 - 706
[3] RSC Advances, 2014, vol. 4, # 96, p. 53387 - 53396
[4] Tetrahedron Letters, 2015, vol. 56, # 30, p. 4463 - 4467
[5] Tetrahedron Letters, 2016, vol. 57, # 14, p. 1532 - 1536

4-(4-NITROPHENYL)MORPHOLINE(10389-51-2)Related Product Information

• 5-(2,6-DIMETHYLMORPHOLINO)-2-NITROPHENOL
• N-(3-HYDROXY-4-NITROPHENYL)MORPHOLINE
• 4-(2,5-DIETHOXY-4-NITROPHENYL)MORPHOLINE
• 4-(3-Amino-4-nitrophenyl)morpholine
• Nifedipine
• 2-Nitrobenzaldehyde
• Cupferron
• 2,4-Dinitrophenylhydrazine
• PICRIC ACID
• 1,3-Dinitrobenzene
• 3-Nitrophenol
• 2,4-Dinitrochlorobenzene
• 1-Fluoro-2-nitrobenzene
• 2-Nitroacetophenone
• 8-(MORPHOLIN-4-YL)-5-NITROQUINOLINE
• 4-(2,5-dibutoxy-4-nitrophenyl)morpholine
• 5-NITRO-2-(2,6-DIMETHYLMORPHOLIN-4-YL)BENZOIC ACID
• N-(2-CHLORO-4-NITROPHENYL)MORPHOLINE