2,2,4-Trimethyl-3-hydroxypentanal

Base Information

• Chemical Name: 2,2,4-Trimethyl-3-hydroxypentanal
• CAS No.: 918-79-6
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• DSSTox Substance ID: DTXSID50445942
• Nikkaji Number: J24.174A
• Mol file: 918-79-6.mol

Synonyms:2,2,4-Trimethyl-3-hydroxypentanal;918-79-6;3-Hydroxy-2,2,4-trimethylvaleraldehyde;Isobutylaldol;3-hydroxy-2,2,4-trimethylpentanal;3-hydroxy-2,2,4-trimethyl-pentanal;SCHEMBL730626;DTXSID50445942;Pentanal, 3-hydroxy-2,2,4-trimethyl-;FT-0768942

Chemical Property of 2,2,4-Trimethyl-3-hydroxypentanal

Chemical Property:

• Refractive Index: 1.4501 (estimate)
• Boiling Point: 202.84°C (rough estimate)
• PSA: 37.30000
• Density: 0.9482
• LogP: 1.22840
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(C)(C)C=O)O

Technology Process of 2,2,4-Trimethyl-3-hydroxypentanal

There total 13 articles about 2,2,4-Trimethyl-3-hydroxypentanal 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: 69.0%

3-hydroxy-2-methyl-1-propene (513-42-8) → 3-hydroxy-2,2,4-trimethyl-pentanal (918-79-6) + isobutyraldehyde (78-84-2)

Guidance literature:

With [Os(η(5)-C5,κ-N-Cp(N))(CH3CN)2]PF6; In tetrahydrofuran-d8; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1021/om100126t

Reference yield: 21.0%

isobutyraldehyde (78-84-2) → 2,4,6-triisopropyl-1,3,5-trioxane (7580-12-3) + 3-hydroxy-2,2,4-trimethyl-pentanal (918-79-6)

Guidance literature:

bentonitic earth; Irradiation;

DOI:10.1016/S0040-4039(00)91813-6

Reference yield:

sodium amide + isobutyraldehyde (78-84-2) + acetylene (74-86-2,25067-58-7) → 2,2,4-trimethylpentan-1,3-diol (144-19-4) + 4-methylpent-1-yn-3-ol (565-68-4) + 3-hydroxy-2,2,4-trimethyl-pentanal (918-79-6)

Guidance literature:

at 20 - 25 ℃;

upstream raw materials:

Adipic acid

3-(α-hydroxy-isobutoxy)-2,2,4-trimethyl-valeraldehyde

acetic acid

isobutyraldehyde

Downstream raw materials:

N,N'-diphenyl-isobutylidenediamine

2,2,4-trimethylpentan-1,3-diol

isobutyric Acid

diisobutylidene-hydrazine

Refernces

• 1、 Batuecas, Maria,Esteruelas, Miguel A.,Garcia-Yebra, Cristina,Onate, Enrique. "Redox isomerization of allylic alcohols catalyzed by osmium and ruthenium complexes containing a cyclopentadienyl ligand with a pendant amine or phosphoramidite group: X-ray structure of an η3-1-hydroxyallyl- metal-hydride intermediate". scheme or table. p. 2166 - 2175. Retrieved 2010/07/03.
• 2、 Camarena,Cano,Delgado,Zuniga,Alvarez,Garcia. "Synthesis of 1,3,5-trioxanes: A new, simple method using a bentonitic earth as catalyst". . p. 6857 - 6858. Retrieved 2007/10/02.