6-Methyl-2-heptanol

Base Information

• Chemical Name: 6-Methyl-2-heptanol
• CAS No.: 4730-22-7
• Molecular Formula: C8H18 O
• Molecular Weight: 130.23
• European Community (EC) Number: 225-232-1
• NSC Number: 75858
• DSSTox Substance ID: DTXSID60871096
• Nikkaji Number: J110.659G
• Wikidata: Q104993260
• Mol file: 4730-22-7.mol

Synonyms:6-Methyl-2-heptanol;4730-22-7;6-Methylheptan-2-ol;2-Heptanol, 6-methyl-;2-Methylheptan-6-ol;EINECS 225-232-1;NSC 75858;AI3-25069;NSC75858;6-methyl-heptan-2-ol;iso-Hexyl methyl carbinol;SCHEMBL196610;6-Methyl-2-heptanol, 99%;FCOUHTHQYOMLJT-UHFFFAOYSA-;DTXSID60871096;MFCD00004562;NSC-75858;AKOS009159280;SB45973;SB84226;FT-0627420;M0791;D91384;EN300-1858214

Chemical Property of 6-Methyl-2-heptanol

Chemical Property:

• Vapor Pressure: 0.342mmHg at 25°C
• Melting Point: -105°C
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 176°Cat760mmHg
• PKA: 15.27±0.20(Predicted)
• Flash Point: 67.2°C
• PSA: 20.23000
• Density: 0.819g/cm³
• LogP: 2.19350
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 59.6

Purity/Quality:

98% ^*data from raw suppliers

6-Methyl-2-heptanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)O
• Uses: 6-Methyl-2-heptanol is an intermediate used to prepare tri- and tetrasubstituted imidazoles as highly potent and specific ATP-?mimetic inhibitors of p38 MAP kinase.

Technology Process of 6-Methyl-2-heptanol

There total 18 articles about 6-Methyl-2-heptanol 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: 87.0%

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) → 6-methyl-2-heptanol (4730-22-7) + 6-methylheptan-2-one (928-68-7)

Guidance literature:

With [Ir(1-(1′-methylpyrazole)-3-(4′-methylphenyl)triazenide)Cp*Cl]; isopropyl alcohol; at 90 ℃; for 23h; Time; Overall yield = 100 percent; Catalytic behavior; Inert atmosphere; Glovebox;

DOI:10.1016/j.ica.2020.119551

Reference yield: 74.0%

6-methylhept-5-en-2-ol (4630-06-2,1569-60-4) → 6-methyl-2-heptanol (4730-22-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 7h;

Reference yield:

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) → 6-methyl-2-heptanol (4730-22-7) + 6-methylhept-5-en-2-ol (4630-06-2,1569-60-4) + 6-methylheptan-2-one (928-68-7)

Guidance literature:

With hydrogen; Nic(w); In ethanol; at 25 ℃; for 11h; under 760 Torr;

DOI:10.1021/jo01298a037

upstream raw materials:

6-methylhept-5-en-2-ol

6-Methyl-hept-5-en-2-on

6-methyl-3-hepten-2-one

2,5,9-trimethyl-dec-8-en-5-ol

Downstream raw materials:

2-bromo-6-methyl-heptane

6-methylheptan-2-one

1,5-dimethylhexyl tosylate

6-methylheptan-2,6-diol

Refernces

Synthesis and characterization of cis-4-decenoyl-CoA, 3-phenylpropionyl-CoA, and 2,6-dimethylheptanoyl-CoA

10.1016/j.ab.2010.02.026

The research focuses on the development of a method for synthesizing three medium-chain acyl-CoAs from unsaturated and less common fatty acids that are not commercially available. The key chemicals involved in this research include cis-4-decen-1-al, hydrocinnamic acid (3-phenylpropionic acid), anhydrous ethylchloroformate, ammonium formate, silver nitrate, thionyl chloride, 6-methyl-2-heptanol, p-toluenesulfonyl chloride, potassium phosphate, cytochrome c, potassium cyanide, phenazine ethosulfate, N-ethylmaleimide, rotenone, and CoASH (coenzyme A trilithium salt). These chemicals play crucial roles in the synthesis of the fatty acids and the subsequent formation of the acyl-CoAs. For instance, ethylchloroformate is used to form mixed anhydrides of the fatty acids, which are then reacted with CoASH to produce the desired acyl-CoAs. The study also employs various solvents such as methanol, acetonitrile, and tetrahydrofuran, as well as reagents for purification and characterization processes like 2-(2-pyridyl)ethyl-functionalized silica gel for solid-phase extraction and ammonium formate for HPLC elution. The synthesized acyl-CoAs are characterized using techniques such as gas chromatography/mass spectrometry (GC/MS), nuclear magnetic resonance (NMR), and high-performance liquid chromatography with ultraviolet detection and tandem mass spectrometry (HPLC–UV–MS–MS/MS). The purified acyl-CoAs are then used as substrates for measuring acyl-CoA dehydrogenase activities in rat skeletal muscle mitochondria, providing valuable insights into the enzymatic activities related to fatty acid oxidation.