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

Chemical Properties

Water-white liquid; pleasant odor. High solvent power for vinyl resins, the cellulose esters and ethers and many difficultly soluble substances; insoluble in water. Combustible.

Uses

Solvent, dispersant, intermediate, lubricatingoil dewaxing.

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 
• 74592-85-1 tris(2.6.8-trimethyl-4-nonyloxy)borane 
• 7732-18-5 water 
• 108-10-1 4-methyl-2-pentanone 
• 5868-33-7 2,4-dimethylpentanoic acid 

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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