2-Chloro-5-nitrobenzotrifluoride

2-Chloro-5-nitrobenzotrifluoride Property

Melting point:

22°C

Boiling point:

108 °C/10 mmHg (lit.)

Density 

1.527 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.508(lit.)

Flash point:

210 °F

storage temp. 

Sealed in dry,Room Temperature

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow

Specific Gravity

1.527

FreezingPoint 

20.0 to 23.0 ℃

BRN 

2216169

Exposure limits

ACGIH: TWA 2.5 mg/m3
NIOSH: IDLH 250 mg/m3

InChIKey

HQROXDLWVGFPDE-UHFFFAOYSA-N

CAS DataBase Reference

777-37-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-chloro-4-nitro-2-(trifluoromethyl)-(777-37-7)

EPA Substance Registry System

2-Chloro-5-nitrobenzotrifluoride (777-37-7)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

26-36/37/39-36

RIDADR 

2810

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29039990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Chloro-5-nitrobenzotrifluoride Chemical Properties,Usage,Production

Chemical Properties

Clear colourless to light yellow liquid

Uses

2-Chloro-5-nitrobenzotrifluoride is a polysubstituted organic fluorotoluene analogue. Its molecular structure has a reactive group chlorine atom at the 2-position and a nitro group at the 5-position. Therefore, the substance has high chemical reactivity and is widely used in the field of organic synthesis. It can be used to prepare asymmetric and symmetric diamine monomers containing trifluoromethyl groups, which in turn can be used to further prepare soluble polyimide, a multifunctional molecular material^[1].

Synthesis

1) 400 g of o-chlorobenzotrifluoride (Feedstock I) was added to Preheating Module 2. Concentrated sulfuric acid (Feedstock II) and concentrated nitric acid (Feedstock III) were added to Preheating Module 1 for mixing and preheating, respectively. Subsequently, feedstocks I, II and III were introduced into the reaction module set for nitrification reaction. The flow rate of feedstock I was controlled to be 15 mL/min, the flow rate of feedstock II to be 18 mL/min, and the flow rate of feedstock III to be 11.5 mL/min by adjusting the flow pump. the reaction temperature was maintained at 60°C. The reaction temperature was maintained at 60°C. The flow rate of feedstock I was controlled to be 15 mL/min. The molar ratio of o-chlorobenzotrifluoride to nitric acid was 1:1.2, and the mass ratio of concentrated nitric acid to concentrated sulfuric acid was 1:4.0, and the reaction residence time was 55 seconds. The temperature of the cooling module was set to 25°C. The reaction solution at the outlet of the cooling module was collected for liquid-liquid separation. The product was combined with the organic phase by adding 270 mL of dichloromethane to the acid phase. It was washed with saturated sodium bicarbonate solution to neutrality and subsequently dried with anhydrous sodium sulfate. After evaporation of the solvent under reduced pressure, 480.36 g of 2-chloro-5-nitrobenzotrifluoride was obtained as a yellow oil. The yield was 96.13% and the purity was 99.29%.

References

[1] SUN DAL KIM . Soluble polyimides with trifluoromethyl pendent groups[J]. Polymer, 2013. DOI:10.1016/j.polymer.2013.08.057.