2,2-Difluoro-5-aminobenzodioxole Chemical Properties

Boiling point:

95-97°C 12mm

Density 

1.51±0.1 g/cm3(Predicted)

refractive index 

1.498

Flash point:

95-97°C/12mm

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

pka

4.18±0.40(Predicted)

form 

clear liquid

color 

Colorless to Brown

Water Solubility 

Not miscible or difficult to mix in water.

Sensitive 

Light Sensitive

BRN 

1343593

InChI

InChI=1S/C7H5F2NO2/c8-7(9)11-5-2-1-4(10)3-6(5)12-7/h1-3H,10H2

InChIKey

CVYQRDKVWVBOFP-UHFFFAOYSA-N

SMILES

O1C2=CC=C(N)C=C2OC1(F)F

CAS DataBase Reference

1544-85-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

20/21/22-36/37/38-52-43-36

Safety Statements 

26-36/37/39-36/37

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Toxic

HazardClass 

6.1

PackingGroup 

III

HS Code 

2932990090

MSDS

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2,2-Difluoro-5-aminobenzodioxole Usage And Synthesis

Uses

5-Amino-2,2-difluoro-1,3-benzodioxole is used as a pharmaceutical intermediate.

Synthesis

Under nitrogen atmosphere, 2,2-difluoro-5-nitro-1,3-benzodioxolane (69.1, 0.5 g, 2.46 mmol, 1.0 eq.) was dissolved in methanol (3.0 mL) and this solution was added to a 10% palladium/carbon (0.05 g) suspension in methanol (5.0 mL). Subsequently, the reaction system was purged with hydrogen for 2 hours. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth and washed with methanol. The collected filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by n-hexane milling to finally give 2,2-difluorobenzo[d][1,3]dioxolan-5-amine (69.2, 0.31 g, 72.5% yield). Mass spectrum (electrospray ionization): m/z 173.12 [M + H]+.

References

[1] Journal of Organic Chemistry, 2008, vol. 73, # 17, p. 6780 - 6783
[2] Patent: US2016/251376, 2016, A1. Location in patent: Paragraph 0895; 0896; 0897

2,2-Difluoro-5-aminobenzodioxole(1544-85-0)Related Product Information

• ANILINE BLACK
• 1,3-Benzodioxole
• 1,5-Diphenylcarbazide
• Aniline
• ALTRENOGEST
• 4,4'-Methylenedianiline
• 4,4'-Diaminodiphenylsulfone
• 4-Aminobenzoic acid
• Glycine
• 4-Diethylaminobenzaldehyde
• 6-Aminocaproic acid
• 2-Aminophenol
• Tris(hydroxymethyl)aminomethane
• Anthranilic acid
• 2,2-DIFLUORO-5-NITRO-1,3-BENZODIOXOLE
• 2,2-DIFLUORO-4-AMINOBENZODIOXOLE
• 2,2-Difluoro-1,3-benzodioxole
• 5-AMINO-6-BROMO-2,2-DIFLUOROBENZODIOXOLE