(R)-2-HYDROXY-2-METHYL-HEXANENITRILE

Base Information

• Chemical Name: (R)-2-HYDROXY-2-METHYL-HEXANENITRILE
• CAS No.: 135415-89-3
• Molecular Formula: C₇H₁₃NO
• Molecular Weight: 127.186
• Mol file: 135415-89-3.mol

Synonyms:(R)-2-HYDROXY-2-METHYL-HEXANENITRILE

Chemical Property of (R)-2-HYDROXY-2-METHYL-HEXANENITRILE

Chemical Property:

• Boiling Point: 231.9±13.0 °C(Predicted)
• PKA: 11.45±0.29(Predicted)
• PSA: 44.02000
• Density: 0.941±0.06 g/cm3(Predicted)
• LogP: 1.45118

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-HYDROXY-2-METHYL-HEXANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-HYDROXY-2-METHYL-HEXANENITRILE

There total 6 articles about (R)-2-HYDROXY-2-METHYL-HEXANENITRILE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

hydrogen cyanide (74-90-8) + n-hexan-2-one (591-78-6) → (R)-2-hydroxy-2-methylhexanenitrile (135415-89-3)

Guidance literature:

With citrate buffer; In water; (R)-Oxynitrilase from bitter almond (50 U/mol ketone);

Reference yield:

hydrogen cyanide (74-90-8) + n-hexan-2-one (591-78-6) → (R)-2-hydroxy-2-methylhexanenitrile (135415-89-3) + (S)-2-cyclohexyl-2-hydroxyacetonitrile (4354-47-6,100007-62-3,107485-34-7)

Guidance literature:

With almond meal; citrate buffer pH 4.0; In various solvent(s); at 0 ℃; for 60h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(99)00154-8

Reference yield:

hydrogen cyanide (74-90-8) + n-hexan-2-one (591-78-6) → (R)-2-hydroxy-2-methylhexanenitrile (135415-89-3) + (S)-2-hydroxy-2-methylhexanenitrile

Guidance literature:

In di-isopropyl ether; at 25 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; hydroxynitrile lyase (S)-MeHNL (EC 4.1.2.37), nitrocellulose;

upstream raw materials:

hydrogen cyanide

n-hexan-2-one

4-bromobutyraldehyde

(+/-)-2-methyl-2-hydroxyhexanenitrile

Refernces

• 1、 Buehler, Holger,Bayer, Andreas,Effenberger, Franz. "Enzyme-catalyzed Reactions, Part 39. A Convenient Synthesis of Optically Active 5,5-Disubstituted 4-Amino- and 4-Hydroxy-2(5H)-furanones from (S)-Ketone Cyanohydrins". . p. 2564 - 2571. Retrieved 2007/10/03.
• 2、 Effenberger, Franz,Gaupp, Sebastian. "Stereoselective substitution of (R)-2-(sulfonyloxy)nitriles with sulfur nucleophiles". . p. 1765 - 1775. Retrieved 2007/10/03.