2-(Oxetan-3-ylidene)acetonitrile
- Product Name
- 2-(Oxetan-3-ylidene)acetonitrile
- CAS No.
- 1123787-67-6
- Chemical Name
- 2-(Oxetan-3-ylidene)acetonitrile
- Synonyms
- 2-(3-Oxetanylidene)acetonitrile;1-(Oxetan-3-ylidene)acetonitrile;2-(Oxetan-3-ylidene)acetonitrile;Acetonitrile, 2-(3-oxetanylidene)-;2-(3-Oxetanylidene)acetonitrile 95%;2-(oxetan-3-ylidene)acetonitrile - [X6646]
- CBNumber
- CB32485460
- Molecular Formula
- C5H5NO
- Formula Weight
- 95.1
- MOL File
- 1123787-67-6.mol
2-(Oxetan-3-ylidene)acetonitrile Property
- Melting point:
- 56-58℃
- Boiling point:
- 216℃
- Density
- 1.309
- Flash point:
- 88℃
- storage temp.
- 2-8°C
- form
- solid
- Appearance
- White to light yellow Solid
- InChIKey
- DSKHBLMKLTZNRU-UHFFFAOYSA-N
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 731579
- Product name
- 2-(3-Oxetanylidene)acetonitrile
- Purity
- 95%
- Packaging
- 250mg
- Price
- $113
- Updated
- 2023/01/07
- Product number
- E589108
- Product name
- 2-(Oxetan-3-ylidene)acetonitrile
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- OR309060
- Product name
- (Oxetan-3-ylidene)acetonitrile
- Packaging
- 250mg
- Price
- $92
- Updated
- 2021/12/16
- Product number
- 2176AA
- Product name
- 2-(Oxetan-3-ylidene)acetonitrile
- Packaging
- 1g
- Price
- $304
- Updated
- 2021/12/16
- Product number
- 4H37-1-06
- Product name
- Oxetan-3-ylideneacetonitrile
- Purity
- 95%
- Packaging
- 250mg
- Price
- $199
- Updated
- 2021/12/16
2-(Oxetan-3-ylidene)acetonitrile Chemical Properties,Usage,Production
Synthesis
6704-31-0
2537-48-6
1123787-67-6
General procedure: preparation of intermediate compound (92). To a suspension of sodium hydride (4.12 g, 102.83 mmol) in 1,2-dimethoxyethane (DME, 120 mL), diethyl cyanomethylphosphonate (91) (16.2 mL, 99.8 mmol) was slowly added at 0-5 °C, keeping the reaction temperature below 5 °C. After stirring for 30 min at 0-5 °C, the mixture changed from a non-homogeneous phase to a homogeneous phase. Subsequently, a solution of DME (20 mL) of oxetan-3-one (90) (10.1 g, 83.2 mmol) was added dropwise to this homogeneous mixture at 5 °C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched with water (250 mL) and extracted with ethyl acetate (200 mL, followed by 100 mL). The organic layers were combined, washed with brine (200 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered, and the filtrate was concentrated to dryness under reduced pressure to afford 2-(oxetan-3-ylidene)acetonitrile (92) (8.0 g, 60% yield) as an oil, which was allowed to solidify. The product was analyzed by 1H NMR (300 MHz, DMSO-d6): δ 5.43-5.35 (m, 2H), 5.35-5.23 (m, 3H); 13C NMR (300 MHz, DMSO-d6): δ 163.57, 114.17, 9.88, 78.66, 78.53; IR (KBr): 2219 cm-1 ; elemental analysis (C5H5NO) calculated values: C, 63.15; H, 5.30; N, 14.73; measured values: C, 63.00; H, 5.36; N, 14.44.
References
[1] Patent: WO2010/14930, 2010, A2. Location in patent: Page/Page column 63
[2] Patent: WO2014/184163, 2014, A1. Location in patent: Page/Page column 180
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 31, p. 4530 - 4542
2-(Oxetan-3-ylidene)acetonitrile Preparation Products And Raw materials
Raw materials
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