123-17-1

Usage

Uses

Used in Chemical Industry:
2,6,8-TRIMETHYL-4-NONANOL is used as a solvent for its high solvent power, enabling the dissolution of various substances that are difficult to dissolve in other solvents.
Used in Lubricant Industry:
2,6,8-TRIMETHYL-4-NONANOL is used as a lubricating oil due to its ability to reduce friction between surfaces, improving the efficiency and longevity of mechanical systems.
Used in Wax Industry:
2,6,8-TRIMETHYL-4-NONANOL is used as a dewaxing agent, helping to remove unwanted wax from various products, improving their quality and performance.
Used in Pharmaceutical Industry:
2,6,8-TRIMETHYL-4-NONANOL is used as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapies.
Used in Cosmetics Industry:
2,6,8-TRIMETHYL-4-NONANOL is used as a dispersant in the formulation of cosmetics, helping to evenly distribute ingredients and enhance the product's effectiveness and stability.

InChI:InChI=1/C12H26O/c1-9(2)6-11(5)8-12(13)7-10(3)4/h9-13H,6-8H2,1-5H3/t11-,12-/m0/s1

Synthetic route

Isobutyl bromide (78-77-3) + 3,5-dimethyl-hexanal (19796-88-4) → 2,6,8-trimethyl-4-nonanol (123-17-1)

Conditions	Yield
(i) Mg, (ii) /BRN= 1902140/; Multistep reaction;

1-Bromo-2,4-dimethylpentane (6570-91-8) + isovaleraldehyde (590-86-3) → 2,6,8-trimethyl-4-nonanol (123-17-1)

Conditions	Yield
(i) Mg, (ii) /BRN= 773692/; Multistep reaction;

1-Bromo-2,4-dimethylpentane (6570-91-8) → 2,6,8-trimethyl-4-nonanol (123-17-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) Mg, (ii) /BRN= 605384/ 2: (i) Mg, (ii) /BRN= 1902140/ View Scheme

2,4-dimethylpentanoic acid (5868-33-7) → 2,6,8-trimethyl-4-nonanol (123-17-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) LiAlH4, (ii) PBr3 2: (i) Mg, (ii) /BRN= 773692/ View Scheme

tris(2.6.8-trimethyl-4-nonyloxy)borane (74592-85-1) + water (7732-18-5) → 2,6,8-trimethyl-4-nonanol (123-17-1) + boric acid (11113-50-1)

Conditions	Yield
In 1,4-dioxane; sodium hydroxide Kinetics; aq. NaOH; alkaline hydrolysis in aq. dioxane : NaOH (mole ratio 1:2) at 25°C;;
In 1,4-dioxane; sodium hydroxide

4-methyl-2-pentanone (108-10-1) → Methyl isobutyl carbinol (108-11-2) + 2,6,8-trimethylnonan-4-one (123-18-2) + 2,6,8-trimethyl-4-nonanol (123-17-1)

Conditions	Yield
With hydrogen at 249.84℃; under 4500.45 Torr; Catalytic behavior; Reagent/catalyst;

2,6,8-trimethyl-4-nonanol (123-17-1) + 4-cyano-1,1-dimethyl-4-phenyl-hexahydro-azepinium; chloride (109449-75-4) → 1-methyl-4-phenyl-hexahydro-azepine-4-carbonitrile (6315-32-8)

<1-14C>-Chloressigsaeure (1633-46-1) + 2,6,8-trimethyl-4-nonanol (123-17-1) → (1-isobutyl-3,5-dimethyl-hexyloxy)-[1-14C]acetic acid (59935-88-5)

Conditions	Yield
(i) NaH, (ii) /BRN= 1702296/, dioxane, Et2O; Multistep reaction;

2,6,8-trimethyl-4-nonanol (123-17-1) → 2,6,8-trimethylnonan-4-one (123-18-2)

Conditions	Yield
With potassium dichromate; sulfuric acid In diethyl ether

Upstream product

• 78-77-3 Isobutyl bromide 
• 19796-88-4 3,5-dimethyl-hexanal 
• 6570-91-8 1-Bromo-2,4-dimethylpentane 
• 590-86-3 isovaleraldehyde 
• 5868-33-7 2,4-dimethylpentanoic acid 
• 74592-85-1 tris(2.6.8-trimethyl-4-nonyloxy)borane 
• 7732-18-5 water 
• 108-10-1 4-methyl-2-pentanone 

Downstream Products

• 123-18-2 2,6,8-trimethylnonan-4-one 
• 6315-32-8 1-methyl-4-phenyl-hexahydro-azepine-4-carbonitrile 

Relevant academic research and scientific papers

Direct Synthesis of Renewable Dodecanol and Dodecane with Methyl Isobutyl Ketone over Dual-Bed Catalyst Systems

For the first time, we demonstrated two integrated processes for the direct synthesis of dodecanol or 2,4,8-trimethylnonane (a jet fuel range C12-branched alkane) using methyl isobutyl ketone (MIBK) that can be derived from lignocellulose. The reactions were carried out in dual-bed continuous flow reactors. In the first bed, MIBK was selectively converted to a mixture of C12 alcohol and ketone. Over the Pd-modified magnesium– aluminium hydrotalcite (Pd-MgAl-HT) catalyst, a high total carbon yield (73.0 %) of C12 oxygenates can be achieved under mild conditions. In the second bed, the C12 oxygenates generated in the first bed were hydrogenated to dodecanol over a Ru/C catalyst or hydrodeoxygenated to 2,4,8-trimethylnonane over a Cu/SiO2 catalyst. The as-obtained dodecanol can be used as feedstock in the production of sodium dodecylsulfate (SDS) and sodium dodecyl benzene sulfonate (SDBS), which are widely used as surfactants or detergents. The asobtained 2,4,8-trimethylnonane can be blended into conventional jet fuel without hydroisomerization.