4-(Trifluoromethoxy)nitrobenzene Chemical Properties

Melting point:

15°C

Boiling point:

87 °C

Density 

1,447 g/cm³

refractive index 

1.467

Flash point:

87-89°C/15mm

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Soluble), Methanol (Sparingly)

form 

clear liquid

color 

Light orange to Yellow to Green

Water Solubility 

Not miscible or difficult to mix in water.

BRN 

1966388

InChI

InChI=1S/C7H4F3NO3/c8-7(9,10)14-6-3-1-5(2-4-6)11(12)13/h1-4H

InChIKey

UBEIKVUMDBCCRW-UHFFFAOYSA-N

SMILES

C1([N+]([O-])=O)=CC=C(OC(F)(F)F)C=C1

CAS DataBase Reference

713-65-5(CAS DataBase Reference)

NIST Chemistry Reference

Alpha,alpha,alpha-trifluoro-4'-nitroanisole(713-65-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37-23

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

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4-(Trifluoromethoxy)nitrobenzene Usage And Synthesis

Chemical Properties

Light yellow liquid

Uses

1-Nitro-4-(trifluoromethoxy)benzene can be used to manufacture tobacco flavor.

Synthesis Reference(s)

Journal of the American Chemical Society, 109, p. 3708, 1987 DOI: 10.1021/ja00246a030

Synthesis

Potassium (4-(trifluoromethoxy)phenyl)trifluoroborate (49.4 mg, 0.25 mmol), bismuth nitrate (121.3 mg, 0.25 mmol), and anhydrous toluene (2.0 mL) were sequentially added to an oven-dried reaction tube fitted with a magnetic stirrer under argon protection. The reaction tube was placed in a microwave reactor and heated at 120 °C for 20 min. After completion of the reaction, the filtrate was filtered through a bed of diatomaceous earth with ethyl acetate (50 mL) and the filtrate was collected. The product solution was analyzed using GC-MS and subsequently concentrated by rotary evaporation and finally purified by preparative thin layer chromatography (TLC). The structure of the product was confirmed by mass spectrometry (MS), hydrogen nuclear magnetic resonance (1H NMR) and carbon nuclear magnetic resonance (13C NMR).

References

[1] Tetrahedron Letters, 2014, vol. 55, # 10, p. 1726 - 1728

4-(Trifluoromethoxy)nitrobenzene(713-65-5)Related Product Information

• p-Trifluoromethoxy phenol
• 4-Nitrobenzoic acid
• 4-(Trifluoromethoxy)aniline
• 4-Methoxyphenylacetic acid
• 2-(Trifluoromethoxy)aniline
• 1,2,3-Trifluoro-4-nitrobenzene
• (Trifluoromethoxy)benzene
• Anisole
• 3-(Trifluoromethoxy)aniline
• Trimethyl phosphite
• Allylbenzene
• 4-(Trifluoromethoxy)chlorobenzene
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• p-Anisaldehyde
• Ethylbenzene
• 4-(Trifluoromethoxy)benzaldehyde
• 4'-(Trifluoromethoxy)acetophenone
• Benzene