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

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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

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3
HS Code: 2932190090

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 731579
Product name: 2-(3-Oxetanylidene)acetonitrile
Purity: 95%
Packaging: 250mg
Price: $113
Updated: 2023/01/07

TRC

Product number: E589108
Product name: 2-(Oxetan-3-ylidene)acetonitrile
Packaging: 100mg
Price: $65
Updated: 2021/12/16

Apolloscientific

Product number: OR309060
Product name: (Oxetan-3-ylidene)acetonitrile
Packaging: 250mg
Price: $92
Updated: 2021/12/16

AK Scientific

Product number: 2176AA
Product name: 2-(Oxetan-3-ylidene)acetonitrile
Packaging: 1g
Price: $304
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H37-1-06
Product name: Oxetan-3-ylideneacetonitrile
Purity: 95%
Packaging: 250mg
Price: $199
Updated: 2021/12/16

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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

Preparation Products

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1123787-67-6, 2-(Oxetan-3-ylidene)acetonitrileRelated Search:

1-(Oxetan-3-ylidene)acetonitrile

2-(3-Oxetanylidene)acetonitrile

2-(Oxetan-3-ylidene)acetonitrile

Acetonitrile, 2-(3-oxetanylidene)-

2-(3-Oxetanylidene)acetonitrile 95%

2-(oxetan-3-ylidene)acetonitrile - [X6646]

1123787-67-6