3-Chloro-4-fluoroaniline Chemical Properties

Melting point:

42-44 °C (lit.)

Boiling point:

227-228 °C (lit.)

Density 

1,226 g/cm³

bulk density

1000kg/m3

vapor pressure 

0.01 hPa (20 °C)

refractive index 

1,54-1,542

Flash point:

>230 °F

storage temp. 

Store below +30°C.

solubility 

10g/l

pka

3.60±0.10(Predicted)

form 

Crystalline Solid

color 

Beige to brown

PH

7 (10g/l, H2O, 20℃)

Water Solubility 

10 g/L (20 ºC)

BRN 

1562786

Stability:

Stable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, chloroformates. May be air-sensitive.

InChIKey

YSEMCVGMNUUNRK-UHFFFAOYSA-N

CAS DataBase Reference

367-21-5(CAS DataBase Reference)

EPA Substance Registry System

3-Chloro-4-fluoroaniline (367-21-5)

Safety Information

Hazard Codes 

T,Xi,Xn

Risk Statements 

23/24/25-33-36/37/38-20/21/22

Safety Statements 

36/37/39-45-26

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

2

F 

9-23

Hazard Note 

Irritant/Toxic

TSCA 

T

HazardClass 

TOXIC

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214210

Toxicity

LD50 orally in Rabbit: 506 mg/kg

MSDS

• Language:English Provider:3-Chloro-4-fluoroaniline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Chloro-4-fluoroaniline Usage And Synthesis

Chemical Properties

dark purple to black solid

Uses

4-Fluoro-3-chloroaniline, is an organic Fluorinated building block used for the synthesis of pharmaceutical and biologically active compounds such as, novel 6-Fluorobenzothiazole-substituted pyrazole analogues, having antiinflammatory activity.

General Description

The exposure of workers to 3-chloro-4-fluoroaniline (CFA) was monitored by an HPLC method.

Synthesis

In a reaction vessel equipped with a mechanical stirrer and a reflux condenser tube, 0.83 mol of erbium chloride powder, 150 mL of an aqueous sodium bromide solution with a mass fraction of 22%, and 3-amino-3-(4-ethylphenyl)propionic acid with a mass fraction of 37% were added. The stirring speed was adjusted to 190 rpm and the reaction mixture was heated to 70 °C and maintained at this temperature for 130 minutes. Subsequently, 0.31 mol of 3-chloro-4-fluoronitrobenzene was slowly added dropwise for a controlled dropwise time of 110 minutes. After the dropwise addition was completed, the reaction temperature was raised to 85 °C and the reaction was refluxed for 4 hours. Upon completion of the reaction, 130 mL of aqueous potassium bisulfite solution with a mass fraction of 40% was added and then distilled under vacuum at 3.3 kPa to collect the 105-115 °C fraction. The resulting fraction was dissolved in 300 mL of 65% o-xylene solution, decolorized by molecular sieve and recrystallized in 87% mass fraction of 2-thiophene acetonitrile solution to finally obtain 41.49 g of 3-chloro-4-fluoroaniline in 92% yield.

References

[1] Catalysis Communications, 2010, vol. 11, # 5, p. 451 - 455
[2] RSC Advances, 2016, vol. 6, # 10, p. 7950 - 7954
[3] ACS Catalysis, 2015, vol. 5, # 8, p. 4814 - 4818
[4] Patent: , 2016, . Location in patent: Paragraph 0023; 0024; 0025
[5] Synthetic Communications, 2002, vol. 32, # 18, p. 2849 - 2853

3-Chloro-4-fluoroaniline(367-21-5)Related Product Information

• 4-Chloroaniline
• 2-Chloroaniline
• 2-Fluoroaniline
• 3-Aminobenzotrifluoride
• 4-(Trifluoromethoxy)aniline
• 3-Fluoroaniline
• 3-Chloroaniline
• Chlorpropham
• 4-Fluoroaniline
• Epichlorohydrin
• 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol
• 3-chloro-4-nitrophenol
• 3-(3-morpholinylpropoxy)-4-methoxybenzonitrile
• Benzaldehyde, 2-amino-4-methoxy-5-[3-(4-morpholinyl)propoxy]-
• O-Desmethyl Gefitinib
• 3,4-Dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate
• 4-Defluoro-4-hydroxy Gefitinib
• Gefitinib Impurity 14