2-Amino-2,3-dimethylbutyronitrile

• CAS: 13893-53-3
• Catalog Number: ACM13893533
• Category: Main Products
• Molecular Weight: 112.17
• Molecular Formula: C6H12N2
• Synonyms: (±)-2-Amino-2-cyano-3-methylbutane
• Appearance: Liquid

Case Study

Efficient Hydration of 2-Amino-2,3-Dimethylbutyronitrile to 2-Amino-2,3-Dimethylbutyramide

Zhu, Shujing, et al. Green Chemistry, 2015, 17(7), 3992-3999.

In various green solvent-water reaction systems, nitrile hydratase (NHase, EC 4.2.1.84) was used as a catalyst to achieve efficient hydration of 2-amino-2,3-dimethylbutyronitrile (ADBN) to 2-amino-2,3-dimethylbutyramide (ADBA). Among them, the HFE-7100/H2O (v/v, 10%) biphasic system can reduce product inhibition, avoid substrate hydrolysis, and facilitate product separation and solvent recovery. The ADBA yield for the whole batch reaction was 97.3% as an average.
Batch reaction for the hydration of ADBN to ADBA
· ADBN to ADBA batch hydration: HFE-7100 and water (10% v/v) in a biphasic system pH 7.0, 120 mM ADBN, 30 U/mL enzyme, 20°C, 25 mL reaction volume, 200 rpm shaking speed.
· Every so often, samples were pulled and centrifuged, and GC analysis carried out to assess for product formation. The reaction was complete, then the product was centrifuged at 8,000 rpm for 10 minutes. The top aqueous phase with the product was removed from the HFE-7100 phase and gathered for purification.
· To start the next batch, 375 L ADBN (120 mM final concentration) and 22.5 mL distilled water (pH 7.0) were added to the leftover HFE-7100 phase and whole-cell system.

2-Amino-2,3-Dimethylbutyronitrile Catalyzed by Cyanide-Resistant Nitrile Hydratase

Lin, Zhi-Jian, et al. Journal of Industrial Microbiology and Biotechnology, 2012, 39(1), 133-141.

2-Amino-2,3-dimethylbutyronitrile (ADBN) is a raw material used to create 2-amino-2,3-dimethylbutyronitrile (ADBA), a useful intermediate in highly efficacious broad-spectrum imidazolinone herbicides. In this work, a NHase-producing strain R. boritolerans CCTCC M 208108 with high activity toward ADBN and resistance to cyanide was isolated. A biocatalytic method for the continuous production of ADBA in aqueous and biphasic systems using R. boritolerans CCTCC M 208108 was developed.
Biocatalytic process for the continuous production of ADBA from ADBN
· Batch reactions were conducted in a 2-liter round-bottom flask equipped with a paddle agitator and rubber stoppers. R. boritolerans CCTCC M 208108 cells were suspended in 800 mL of distilled water at a cell density of 6 or 8 g/L (cell dry weight per liter). The mixture was stirred at 200 rpm in a water bath maintained at 5, 10, 20, or 30°C. ADBN was added dropwise to the cell suspension at various flow rates (1, 2, or 3 g/h) using a peristaltic pump. Samples were collected at regular intervals, and the reactions were terminated when no further increase in product concentration was observed. For the biphasic approach, n-hexane was added to the 800 mL cell suspension to achieve a volume ratio of n-hexane to water of 10%, 20%, 30%, or 40%.
· Under the optimal reaction conditions (entry 3), at 10°C, with less inhibitors (mainly cyanide), the biotransformation proceeded smoothly, giving high product concentration (40 g/L) and yield (91%). By adding 30% (v/v) n -hexane, the product concentration, yield, and catalyst productivity were further increased to 50 g/L, 91%, and 6.3 g product/g catalyst, respectively.

Custom Q&A

What is the molecular formula of 2-Amino-2,3-dimethylbutyronitrile?

The molecular formula of 2-Amino-2,3-dimethylbutyronitrile is C6H12N2.

What are the synonyms for 2-Amino-2,3-dimethylbutyronitrile?

The synonyms for 2-Amino-2,3-dimethylbutyronitrile include 2-Amino-2,3-dimethylbutanenitrile and Butanenitrile, 2-amino-2,3-dimethyl-.

What is the molecular weight of 2-Amino-2,3-dimethylbutyronitrile?

The molecular weight of 2-Amino-2,3-dimethylbutyronitrile is 112.17 g/mol.

When was 2-Amino-2,3-dimethylbutyronitrile created?

2-Amino-2,3-dimethylbutyronitrile was created on July 19, 2005.

What is the IUPAC name of 2-Amino-2,3-dimethylbutyronitrile?

The IUPAC name of 2-Amino-2,3-dimethylbutyronitrile is 2-amino-2,3-dimethylbutanenitrile.

What is the InChI of 2-Amino-2,3-dimethylbutyronitrile?

The InChI of 2-Amino-2,3-dimethylbutyronitrile is InChI=1S/C6H12N2/c1-5(2)6(3,8)4-7/h5H,8H2,1-3H3.

What is the InChIKey of 2-Amino-2,3-dimethylbutyronitrile?

The InChIKey of 2-Amino-2,3-dimethylbutyronitrile is CAOHBROWLMCZRP-UHFFFAOYSA-N.

What is the canonical SMILES of 2-Amino-2,3-dimethylbutyronitrile?

The canonical SMILES of 2-Amino-2,3-dimethylbutyronitrile is CC(C)C(C)(C#N)N.

What is the CAS number of 2-Amino-2,3-dimethylbutyronitrile?

The CAS number of 2-Amino-2,3-dimethylbutyronitrile is 13893-53-3.

What is the physical description of 2-Amino-2,3-dimethylbutyronitrile?

2-Amino-2,3-dimethylbutyronitrile is a liquid according to the experimental properties.