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2,6-Dimethyl-4-heptanone

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Name

2,6-Dimethyl-4-heptanone

EINECS 203-620-1
CAS No. 108-83-8 Density 0.808 g/cm3
PSA 17.07000 LogP 2.64770
Solubility 0.05 g/100 mL in water Melting Point -46 °C
Formula C9H18O Boiling Point 170.3 °C at 760 mmHg
Molecular Weight 142.241 Flash Point 44.7 °C
Transport Information UN 1157 3/PG 3 Appearance colourless liquid
Safety 24 Risk Codes 10-37
Molecular Structure Molecular Structure of 108-83-8 (Diisobutyl ketone) Hazard Symbols IrritantXi
Synonyms

DIBC;DIBK;Diisobutyl ketone;Isobutyl ketone;Isovalerone;NSC 15136;NSC406913;s-Diisopropylacetone;2,6-Dimethyl-4-heptanone;

Article Data 126

2,6-Dimethyl-4-heptanone Synthetic route

108-82-7

2,6-dimethyl-4-heptanol

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With 1‐methyl‐2‐azaadamantane‐N‐oxyl; sodium hypochlorite pentahydrate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 25 - 30℃; for 3.25h; Reagent/catalyst;95%
With sodium hypochlorite; tetrabutylammomium bromide; potassium bromide; 1-methyl-2-azaadamantane-N-oxyl In dichloromethane at 0℃; for 0.333333h; Product distribution / selectivity;88%
With Cr2O3-H2SO4
504-20-1

phorone

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With ethanol; lithium; nickel dichloride In tetrahydrofuran at 20℃; for 12h;91%
With triethylsilane; ethanol; palladium dichloride for 6h; Heating;90%
With formic acid; (η5-C4Ph4COHOC4Ph4-η5)(μ-H)(CO)4Ru2 at 100℃; for 1.2h;88%
52435-41-3

2,6-dimethyl-4-heptanone oxime

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With chromium(VI) oxide; silica gel In dichloromethane for 0.0166667h; Irradiation;88%
With chromyl chloride; bentonite In benzene for 4h; Heating;70%
5335-89-7

2,6-dimethyl-heptan-4-one-(2,4-dinitro-phenylhydrazone)

A

99-65-0

meta-dinitrobenzene

B

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With lithium perchlorate In water; acetonitrile at 25℃; electrolysis;A 45%
B 59%
56-23-5

tetrachloromethane

4-hydroxy-3-isopropyl-6-methyl-hept-3-en-2-one

A

108-83-8

diisobutyl ketone

B

108-10-1

4-methyl-2-pentanone

503-74-2

3-methylbutyric acid

5674-02-2

2-methylpropylmagnesium chloride

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
at 360℃; das Magnesiumchlorid-Salz der Isovaleriansaeure reagiert bei der trocknen Destillation;
503-74-2

3-methylbutyric acid

926-62-5

isobutylmagnesium bromide

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
at 360℃; das Magnesiumbromid-Salz der Isovaleriansaeure reagiert bei der trocknen Destillation;
503-74-2

3-methylbutyric acid

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With cadmium(II) oxide at 420 - 430℃;
With calcium carbonate at 450 - 500℃;
With iron(II) oxide at 480 - 490℃;
1468-39-9

Isovaleric anhydride

5674-02-2

2-methylpropylmagnesium chloride

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With diethyl ether
1468-39-9

Isovaleric anhydride

108-83-8

diisobutyl ketone

Conditions
ConditionsYield
With calcium carbonate at 450 - 500℃;

2,6-Dimethyl-4-heptanone Consensus Reports

Reported in EPA TSCA Inventory.

2,6-Dimethyl-4-heptanone Standards and Recommendations

OSHA PEL: TWA 25 ppm
ACGIH TLV: TWA 25 ppm
DFG MAK: 50 ppm (290 mg/m3)
NIOSH REL: (Ketones) TWA 140 mg/m3
DOT Classification:  3; Label: Flammable Liquid

2,6-Dimethyl-4-heptanone Analytical Methods

For occupational chemical analysis use NIOSH: Ketones I (desorption in CS2) 1300.

2,6-Dimethyl-4-heptanone Specification

The 2,6-Dimethyl-4-heptanone, with the CAS registry number 108-83-8,is also known as Diisobutyl ketone; Isovalerone. It belongs to the product categories of Organic matters. This chemical's molecular formula is C9H18O and molecular weight is 142.24.Its EINECS number is 203-620-1. What's more,Its systematic name is Diisobutyl ketone. It is a clear colorless liquid which is stable,flammable,incompatible with strong oxidizing agents.This chemical is irritating to the respiratory system,when you use it ,you should avoid contact with skin.It is quite commonly used as intermediates in organic synthesis.

Physical properties about 2,6-Dimethyl-4-heptanone are:
(1)ACD/LogP:  2.704; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.70; (4)ACD/LogD (pH 7.4):  2.70; (5)ACD/BCF (pH 5.5):  66.78; (6)ACD/BCF (pH 7.4):  66.78; (7)ACD/KOC (pH 5.5):  704.22; (8)ACD/KOC (pH 7.4):  704.22; (9)#H bond acceptors:  1; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  4; (12)Index of Refraction:  1.414; (13)Molar Refractivity:  43.692 cm3; (14)Molar Volume:  174.969 cm3; (15)Surface Tension:  24.6959991455078 dyne/cm; (16)Density:  0.813 g/cm3; (17)Flash Point:  44.737 °C; (18)Enthalpy of Vaporization:  40.675 kJ/mol; (19)Boiling Point:  170.342 °C at 760 mmHg; (20)Vapour Pressure:  1.47500002384186 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(CC(C)C)CC(C)C;
(2)Std. InChI:InChI=1S/C9H18O/c1-7(2)5-9(10)6-8(3)4/h7-8H,5-6H2,1-4H3;
(3)Std. InChIKey:PTTPXKJBFFKCEK-UHFFFAOYSA-N.

The toxicity data of 2,6-Dimethyl-4-heptanone are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 50ppm (50ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: HEADACHE

GASTROINTESTINAL: NAUSEA OR VOMITING
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 23, 1974.
mouse LD50 oral 1416mg/kg (1416mg/kg)   Shell Chemical Company. Unpublished Report. Vol. -, Pg. 4, 1961.
rabbit LD50 skin 16gm/kg (16000mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 23, 1974.
rat LCLo inhalation 2000ppm/4H (2000ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.
rat LD50 oral 5750mg/kg (5750mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 23, 1974.

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