108-82-7

Basic information

• Product Name: Diisobutylcarbinol
• Synonyms: DIISOBUTYLCARBINOL;FEMA 3140;4-HYDROXY-2,6-DIMETHYLHEPTANE;2,6-DIMETHYL-4-HEPTANOL;2,6-dimethyl-4-heptano;2,6-dimethylheptan-;2,6-dimethyl-heptan-4-ol;2,6-dimethylheptan-4-ol
• CAS NO: 108-82-7
• Molecular Formula: C₉H₂₀O
• Molecular Weight: 144.25
• EINECS: 203-619-6
• Product Categories: ketone Flavor;Alcohols;C9 to C30;Oxygen Compounds;Alphabetical Listings;C-D;Flavors and Fragrances
• Mol File: 108-82-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: -65.15°C
• Boiling Point: 178 °C(lit.)
• Flash Point: 158 °F
• Appearance: clear liquid
• Density: 0.809 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.373mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• PKA: 15.31±0.20(Predicted)
• Water Solubility: insoluble
• CAS DataBase Reference: Diisobutylcarbinol(CAS DataBase Reference)
• NIST Chemistry Reference: Diisobutylcarbinol(108-82-7)
• EPA Substance Registry System: Diisobutylcarbinol(108-82-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 2
• RTECS: MJ3325000
• Hazardous Substances Data: 108-82-7(Hazardous Substances Data)

Usage

Chemical Properties

clear liquid

Occurrence

Reported found in cognac, white wine and red wine.

Uses

Different sources of media describe the Uses of 108-82-7 differently. You can refer to the following data:
1. 2,6-Dimethyl-4-heptanol may be used in the preparation of the protected β-hydroxybutyrates. It may also be used as a hydrogen donor during the dynamic kinetic resolution (DKR) of various diols, monoprotected diols and the protected hydroxy aldehydes.
2. Diisobutylcarbinol is used as a fragrance ingredient.

Preparation

By catalytic hydrogenation of diisobutyl ketone

Aroma threshold values

Detection: 1.3 ppm

General Description

A colorless liquid. Flash point 162°F. Less dense than water and insoluble in water. Vapors heavier than air.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Diisobutylcarbinol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Health Hazard

None expected

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mddly toxic by skin contact. A powerful systemic irritant by inhalation. A skin and eye irritant. Can cause central nervous system and liver damage when ingested. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes.

InChI:InChI=1/C9H20O/c1-7(2)5-9(10)6-8(3)4/h7-10H,5-6H2,1-4H3

Upstream product

• 504-20-1 phorone 
• 926-62-5 isobutylmagnesium bromide 
• 109-94-4 formic acid ethyl ester 
• 3088-77-5 B(OCH(i-C₄H₀)2)3 
• 7732-18-5 water 
• 108-83-8 diisobutyl ketone 
• 67-63-0 isopropyl alcohol 
• 5674-02-2 2-methylpropylmagnesium chloride 
• 590-86-3 isovaleraldehyde 
• 202194-95-4 2,6-dimethylhept-2-en-4-ol 
• 67-64-1 acetone 
• 29770-70-5 2-isobutyl-4-methyl-valeronitrile 
• 64-17-5 ethanol 

Downstream Products

• 6290-48-8 phenyl-acetic acid-(1-isobutyl-3-methyl-butyl ester) 
• 10250-45-0 acetic acid-(1-isobutyl-3-methyl-butyl ester) 
• 131869-35-7 3-[1,3]dioxan-5-yl-3-phenyl-propan-1-ol 
• 2738-18-3 2,6-dimethyl-hept-3-ene 
• 5557-98-2 2,6-dimethyl-2-heptene 
• 107076-80-2 3-propyl-hex-2-ene 
• 108-83-8 diisobutyl ketone 
• 180133-13-5 2-Amino-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-15-7 2-(2-Amino-4-methoxycarbonyl-benzoylamino)-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-14-6 2-(4-Methoxycarbonyl-2-nitro-benzoylamino)-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-17-9 2-{2-[2-Amino-4-(1-isobutyl-3-methyl-butoxycarbonyl)-benzoylamino]-4-methoxycarbonyl-benzoylamino}-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-16-8 2-{2-[4-(1-Isobutyl-3-methyl-butoxycarbonyl)-2-nitro-benzoylamino]-4-methoxycarbonyl-benzoylamino}-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-19-1 2-{2-[2-(2-Amino-4-methoxycarbonyl-benzoylamino)-4-(1-isobutyl-3-methyl-butoxycarbonyl)-benzoylamino]-4-methoxycarbonyl-benzoylamino}-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 180133-18-0 2-{2-[4-(1-Isobutyl-3-methyl-butoxycarbonyl)-2-(4-methoxycarbonyl-2-nitro-benzoylamino)-benzoylamino]-4-methoxycarbonyl-benzoylamino}-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 

Relevant articles and documents

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Multiple Halogenation of Aliphatic C?H Bonds within the Hofmann–L?ffler Manifold

An innovative approach to position-selective polyhalogenation of aliphatic hydrocarbon bonds is presented. The reaction proceeded within the Hofmann-L?ffler manifold with amidyl radicals as the sole mediators to induce selective 1,5- and 1,6-hydrogen-atom transfer followed by halogenation. Multiple halogenation events of up to four innate C?H bond functionalizations were accomplished. The broad applicability of this new entry into polyhalogenation and the resulting synthetic possibilities were demonstrated for a total of 27 different examples including mixed halogenations.

PRODUCTION METHOD OF DIISOBUTYL CARBINOL BY HYDROGENATION OF DIISOBUTYL KETONE

PROBLEM TO BE SOLVED: To provide a production method for producing efficiently diisobutyl carbinol having a small content of a ketone body, which is suitable for producing hydrogen peroxide by an anthraquinone method by hydrogenation of diisobutyl ketone. SOLUTION: A production method of diisobutyl carbinol has following steps 1 and 2. Step 1: diisobutyl ketone is hydrogenated at a temperature of 130°C-200°C and at a pressure of 0.1 MPa or higher in the presence of a catalyst containing one or more kinds of metal atoms selected from among copper, zinc, chromium, palladium, rhodium, ruthenium and platinum. Step 2: after finish of step 1, the temperature is lowered to 120°C or lower, while keeping the pressure at 0.1 MPa or higher. COPYRIGHT: (C)2015,JPO&INPIT