ChemicalBook--->CAS DataBase List--->6698-13-1

6698-13-1

6698-13-1 Structure

6698-13-1 Structure
IdentificationBack Directory
[Name]

4-BROMO-1,3-BENZODIOXOLE
[CAS]

6698-13-1
[Synonyms]

4-BROMO-1,3-BENZODIOXOLE
4-Bromo-Benzo[1,3]Dioxole
1,3-Benzodioxole,4-broMo-
4-broMobenzo[d][1,3]dioxole
4-broMo-2H-1,3-benzodioxole
1-Bromo-2,3-(methylenedioxy)benzene
3-Bromo-1,2-(methylenedioxy)benzene
[Molecular Formula]

C7H5BrO2
[MDL Number]

MFCD02681890
[MOL File]

6698-13-1.mol
[Molecular Weight]

201.02
Chemical PropertiesBack Directory
[Boiling point ]

82 °C
[density ]

1.721±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

fused solid
[color ]

White
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P271-P280
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2932990090
Spectrum DetailBack Directory
[Spectrum Detail]

4-BROMO-1,3-BENZODIOXOLE(6698-13-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

Diiodomethane

75-11-6

3-BROMOBENZENE-1,2-DIOL

14381-51-2

4-BROMO-1,3-BENZODIOXOLE

6698-13-1

The reaction was carried out in the presence of N,N-dimethylformamide (10 mL) and potassium carbonate (2.76 g, 20 mmol) in the presence of N,N-dimethylformamide (10 mL) and potassium carbonate (2.76 g, 20 mmol) with stirring for 3 h at 60 °C using 3-bromocatechol (1.88 g, 10 mmol) and diiodomethane (5.4 g, 20 mmol). After completion of the reaction, the reaction was quenched with water (50 mL) and extracted with ethyl acetate (100 mL x 5). The organic phases were combined and concentrated under reduced pressure, and the resulting residue was purified by silica gel thin layer preparative chromatography (unfolding agent: petroleum ether) to afford the target product 4-bromo-1,3-benzodioxazole (1.46 g, 73% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3) with chemical shifts δ: 6.97 (d, J = 8 Hz, 1H), 6.77 (d, J = 8 Hz, 1H), 6.71 (d, J = 8 Hz, 1H), 6.03 (s, 2H) ppm.

[References]

[1] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0386-0388
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