123-17-1

Basic information

• Product Name: 2,6,8-TRIMETHYL-4-NONANOL
• Synonyms: 2,4,8-Trimethyl-6-nonanol;2,6,8-trimethyl-4-nonano;2,6,8-Trimethylnonanol-4;2,6,8-TRIMETHYL-4-NONANOL;4-HYDROXY-2,6,8-TRIMETHYLNONANE;Trimethylnonanolthreoerythro;2,6,8-trimethylnonan-4-ol;2,6,8-Trimethyl-4-nonanol, threo + erythro, 98%
• CAS NO: 123-17-1
• Molecular Formula: C₁₂H₂₆O
• Molecular Weight: 186.33
• EINECS: 204-606-8
• Mol File: 123-17-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: -59.9°C
• Boiling Point: 225°C
• Flash Point: 200°C
• Appearance: /
• Density: 0,817 g/cm3
• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: 1.4350
• PKA: 15.21±0.20(Predicted)
• CAS DataBase Reference: 2,6,8-TRIMETHYL-4-NONANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,8-TRIMETHYL-4-NONANOL(123-17-1)
• EPA Substance Registry System: 2,6,8-TRIMETHYL-4-NONANOL(123-17-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: RA7950000
• TSCA: Yes
• Hazardous Substances Data: 123-17-1(Hazardous Substances Data)

Usage

Description

2,6,8-TRIMETHYL-4-NONANOL is a water-white liquid with a pleasant odor, known for its high solvent power for various substances such as vinyl resins, cellulose esters, ethers, and many difficultly soluble materials. It is insoluble in water and is combustible.

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

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

Relevant articles and documents

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