3-Hydroxy-4-methylpentanenitrile

Base Information

• Chemical Name: 3-Hydroxy-4-methylpentanenitrile
• CAS No.: 60234-37-9
• Molecular Formula: C6H11NO
• Molecular Weight: 113.15800
• DSSTox Substance ID: DTXSID90381279
• Mol file: 60234-37-9.mol

Synonyms:3-hydroxy-4-methylpentanenitrile;60234-37-9;SCHEMBL5482009;DTXSID90381279;AKOS017518345;EN300-96410;Z1255499091

Chemical Property of 3-Hydroxy-4-methylpentanenitrile

Chemical Property:

• Boiling Point: 66-72 °C(Press: 1 Torr)
• PSA: 44.02000
• Density: 0.949±0.06 g/cm3(Predicted)
• LogP: 0.91698
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 100

Purity/Quality:

3-hydroxy-4-methylpentanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC#N)O

Technology Process of 3-Hydroxy-4-methylpentanenitrile

There total 3 articles about 3-Hydroxy-4-methylpentanenitrile 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: 84.0%

isobutyraldehyde (78-84-2) + acetonitrile (75-05-8,26809-02-9) → (RS)-3-hydroxy-4-methylpentanenitrile (60234-37-9)

Guidance literature:

acetonitrile; With n-butyllithium; diisopropylamine; In hexane; dibutyl ether; at -20 ℃; for 1h; Inert atmosphere;

isobutyraldehyde; In hexane; dibutyl ether; at -20 - 0 ℃; for 3h; Reagent/catalyst; Solvent;

Reference yield: 59.0%

4-methyl-3-oxopentanonitrile (29509-06-6) → (RS)-3-hydroxy-4-methylpentanenitrile (60234-37-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 25 ℃;

DOI:10.1002/ejoc.201403201

Reference yield:

isobutyraldehyde (78-84-2) + acetonitrile (75-05-8,26809-02-9) → 4-methyl-2-pentenenitrile (19124-15-3) + (RS)-3-hydroxy-4-methylpentanenitrile (60234-37-9)

Guidance literature:

With [(Me)PNP(i-Pr)]NiOTf; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 45 ℃; for 72h;

DOI:10.1039/b505778g

upstream raw materials:

isobutyraldehyde

acetonitrile

4-methyl-3-oxopentanonitrile

Downstream raw materials:

3-benzyloxy-4-methylpentanenitrile

(R)-3-benzyloxy-4-methylpentanoic acid