| Identification | Back Directory | [Name]
2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile | [CAS]
68119-31-3 | [Synonyms]
2-(2,2-difL
2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)
(2,2-Difluorobenzodioxol-5-yl)acetonitrile
2,2-Difluoro-1,3-benzodioxole-5-acetonitrile
1,3-Benzodioxole-5-acetonitrile, 2,2-difluoro-
(2,2-Difluoro-1,3-benzodioxol-5-yl)acetonitrile
2-(2,2-difluoro-1,3-benzodioxol-5-yl)acetonitrile
(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile
(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile
2-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)acetonitrile
2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile
1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile
2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile (Related Reference)
2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile (Benzodiaxol carbonitrile) | [Molecular Formula]
C9H5F2NO2 | [MDL Number]
MFCD09923942 | [MOL File]
68119-31-3.mol | [Molecular Weight]
197.14 |
| Chemical Properties | Back Directory | [Boiling point ]
249.4±40.0 °C(Predicted) | [density ]
1.43±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Pale Yellow |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile from 5-(chloromethyl)-2,2-difluorobenzo[d][1,3]dioxol-5-yl: To a solution of 5-(chloromethyl)-2,2-difluoro-1,3-benzo[d][1,3]dioxol-5-yl (1 eq.) in DMSO (1 vol.), NaCN (1.4 eq.) in a suspension in DMSO (3 vol), keeping the reaction temperature between 30-40 °C. The reaction mixture was stirred for 1 h and then water (6 vol) and methyl tert-butyl ether (MTBE, 4 vol) were added. The organic and aqueous layers were separated and the aqueous layer was further extracted with MTBE (1.8 vol). All organic layers were combined, washed with water (1.8 v/v) and subsequently dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product (2,2-difluoro-1,3-benzodioxol-5-yl)-acetonitrile in 95% yield. The crude product did not require further purification and could be used directly in the subsequent reaction step. The subsequent steps were the same as those described above for the acid portion of the synthesis. | [References]
[1] Patent: US2012/15999, 2012, A1
[2] Patent: WO2016/109362, 2016, A1. Location in patent: Paragraph 00160
[3] Patent: US2011/98311, 2011, A1
[4] Patent: US2011/98311, 2011, A1
[5] Patent: US2011/98311, 2011, A1 |
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