2,6-Dimethyl-4-heptanone supplier

Name
Diisobutyl ketone
EINECS 203-620-1
CAS No. 108-83-8
Article Data126
CAS DataBase
Density 0.808 g/cm³
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
Hazard Symbols Xi
Synonyms DIBC;DIBK;Diisobutyl ketone;Isobutyl ketone;Isovalerone;NSC 15136;NSC406913;s-Diisopropylacetone;2,6-Dimethyl-4-heptanone;
PSA 17.07000
LogP 2.64770

Synthetic route

: 108-82-7
2,6-dimethyl-4-heptanol

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 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

Conditions	Yield
at 360℃; das Magnesiumchlorid-Salz der Isovaleriansaeure reagiert bei der trocknen Destillation;

...Expand

: 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

Conditions	Yield
at 360℃; das Magnesiumbromid-Salz der Isovaleriansaeure reagiert bei der trocknen Destillation;

...Expand

: 503-74-2
3-methylbutyric acid

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
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

Conditions	Yield
With diethyl ether

: 1468-39-9
Isovaleric anhydride

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With calcium carbonate at 450 - 500℃;

: 60-29-7
diethyl ether

: 504-20-1
phorone

: 7381-16-0
1,2-disodiotetraphenylethane

A: 108-83-8
diisobutyl ketone

B: 632-51-9
1,1,2,2-tetraphenylethylene

...Expand

: 60-29-7
diethyl ether

: 108-64-5
Ethyl isovalerate

: 816-43-3
lithium diethylamide

A: 533-32-4
N,N-diethyl-3-methylbutanamide

B: 108-83-8
diisobutyl ketone

...Expand

: 60-29-7
diethyl ether

: 108-64-5
Ethyl isovalerate

: 677-22-5
tert-butylmagnesium chloride

A: 108-83-8
diisobutyl ketone

B: 14705-50-1
2,2,5-trimethylhexan-3-one

Conditions

Conditions	Yield
unter Kuehlung, dann in Toluol bei 100-115grad;

...Expand

: 123-51-3
i-Amyl alcohol

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With copper oxide thorium oxide; hydrogen at 425℃;
With chromium(III) oxide at 400℃;

: 737721-20-9
4-isobutyl-2,2,6-trimethyl-heptan-4-ol

A: 75-28-5
Isobutane

B: 463-82-1
2,2-dimethylpropane

C: 108-83-8
diisobutyl ketone

D: 40239-19-8
2,2,6-trimethyl-heptan-4-one

Conditions

Conditions	Yield
at 257℃; Natrium-Verbindung reagiert;

...Expand

: 29770-70-5
2-isobutyl-4-methyl-valeronitrile

A: 1072-05-5
2,6-dimethylheptane

B: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With sodium at 140℃;
With sodium at 140℃; Zersetzen des Reaktionsprodukts mit Wasser;

: 40853-49-4
3-hydroxy-2-isopropyl-5-methyl-hexanal

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With chromic acid

: 926-62-5
isobutylmagnesium bromide

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
bei der trockenen Destillation des erhaltenen Magnesiumbromid-isovalerianats bei 360grad;

: 5674-02-2
2-methylpropylmagnesium chloride

: 1619-62-1
2,2-dimethylmalonic acid diethyl ester

A: 1888-57-9
2,5-dimethylhexan-3-one

B: 108-83-8
diisobutyl ketone

...Expand

: 108-10-1
4-methyl-2-pentanone

: 67-63-0
isopropyl alcohol

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With copper oxide-magnesium oxide; magnesium oxide at 190 - 200℃;

: 67-63-0
isopropyl alcohol

: 67-64-1
acetone

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With CuO/ZnO/Al2O3 at 400℃; im Autoklaven;
With copper oxide-magnesium oxide; magnesium oxide at 170 - 180℃;

: 67-63-0
isopropyl alcohol

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With aluminum oxide; magnesium oxide at 490℃;
With magnesium oxide; copper(II) oxide at 250℃;
With zinc-copper-cadmium-chromite at 360℃;

: 67-64-1
acetone

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With hydrogen; nickel at 200 - 300℃;
With hydrogen; nickel at 300℃;

: 67-64-1
acetone

A: 108-83-8
diisobutyl ketone

B: 108-10-1
4-methyl-2-pentanone

Conditions

Conditions	Yield
With aluminum oxide; nickel at 200℃; Hydrogenation;
With nickel; titanium(IV) oxide at 200℃; Hydrogenation;
With aluminum oxide; copper at 200℃; Hydrogenation;

: 1854-19-9
diisobutylzinc

: 108-12-3
isopentanoyl chloride

: 108-83-8
diisobutyl ketone

: 2032-75-9
2,2-dichloro-1,3-benzodioxole

: 1116-39-8
triisobutylborane

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With hydroxide; methyllithium; dihydrogen peroxide 1.) THF, RT, 1 h, 2.) THF, RT; Yield given. Multistep reaction;

: 1116-39-8
triisobutylborane

: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With sodium hydroxide; n-butyllithium; 4,4-dimethyl-2-oxazoline; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; methyl iodide Yield given. Multistep reaction;

: 67-63-0
isopropyl alcohol

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 108-83-8
diisobutyl ketone

C: 108-10-1
4-methyl-2-pentanone

D: 67-64-1
acetone

Conditions

Conditions	Yield
With Mg2.0Ni at 199.9℃; for 0.000661111h; Product distribution; also Mg2Ni(O-Mg2Ni); var. temp.; var. time;
lanthanum(III) oxide; nickel at 199.9℃; for 0.000666667h; Product distribution; Mechanism; Thermodynamic data; other substrate, catalyst and temperatures, E(activ.);

...Expand

: 100-99-2
triisobutylaluminum

: 108-12-3
isopentanoyl chloride

A: 16525-05-6
2,6-dimethyl-2-hepten-4-one

B: 108-83-8
diisobutyl ketone

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 20℃; for 1h; Yield given;

...Expand

: 67-64-1
acetone

A: 108-11-2
Methyl isobutyl carbinol

B: 141-79-7
4-methyl-pent-3-en-2-one

C: 108-83-8
diisobutyl ketone

D: 108-10-1
4-methyl-2-pentanone

Conditions

Conditions	Yield
With hydrogen; Cu on MgO; imp(773) at 299.85℃; Product distribution; Further Variations:; Temperatures; Reagents; Catalysts; Condensation;

...Expand

: 108-83-8
diisobutyl ketone

: 870-46-2
t-butoxycarbonylhydrazine

: 693288-00-5
N-[1-aza-4-methyl-2-(2-methylpropyl)pent-1-enyl](tert-butoxy)carboxamide

Conditions

Conditions	Yield
In methanol at 20℃;	100%

SO2 Cl2: SO2 Cl2

: 108-83-8
diisobutyl ketone

A: 61295-54-3
3-chlor-2,6-dimethyl-4-heptanon

B: 64549-17-3
3-methallylthio-2,6-dimethyl-4-heptanone

Conditions

Conditions	Yield
In water	A 97% B n/a

...Expand

: 108-83-8
diisobutyl ketone

: 1072-05-5
2,6-dimethylheptane

Conditions

Conditions	Yield
With hydrogen at 120℃; under 15751.6 Torr;	95%
With sodium; hydrazine hydrate; diethylene glycol
With hydrogenchloride; amalgamated zinc

: 108-83-8
diisobutyl ketone

: 108-82-7
2,6-dimethyl-4-heptanol

Conditions

Conditions	Yield
With Triethoxysilane; cesium fluoride at 25℃; for 1h;	95%
With hydrogen at 150℃; under 9750.98 Torr;	95%
With sodium; C32H28ClN5OPRu(1+)*F6P(1-) In isopropyl alcohol at 82℃; for 1h; Inert atmosphere; Schlenk technique;	30%

: 64-18-6
formic acid

: 108-83-8
diisobutyl ketone

: 2,6-dimethyl-4-heptyl formate

Conditions

Conditions	Yield
(η5-C4Ph4COHOC4Ph4-η5)(μ-H)(CO)4Ru2 at 100℃; for 3h;	95%

: 108-83-8
diisobutyl ketone

: 4736-60-1
ethyltriphenylphosphonium iodide

: 3-isobutyl-5-methyl-hex-2-ene

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran for 24h; Reflux;	94%

: 108-83-8
diisobutyl ketone

: 1826-67-1
vinyl magnesium bromide

: 21378-11-0
5-methyl-3-(2-methylpropyl)hex-1-en-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃;	92%
In tetrahydrofuran at -78 - 20℃;
In tetrahydrofuran at -78 - 20℃; for 1h;

: 108-83-8
diisobutyl ketone

: 479-27-6
naphthalene-1,8-diamine

: 43057-72-3
2,3-dihydro-2,2-diisobutylperimidine

Conditions

Conditions	Yield
With bis(oxalato)boric acid In ethanol for 0.25h; Reflux;	90%
With toluene-4-sulfonic acid In toluene at 110℃; for 7h; Inert atmosphere;	90%
With Amberlyst-15 In ethanol at 80℃; for 0.5h; Green chemistry;	90%

: 108-83-8
diisobutyl ketone

: 75-05-8
acetonitrile

: 52890-47-8
2-Acetamido-2,6-dimethyl-4-heptanon

Conditions

Conditions	Yield
Stage #1: diisobutyl ketone; acetonitrile With zinc trifluoromethanesulfonate; 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(hexafluorophosphate); copper(ll) bromide at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydroxide In water for 0.0833333h;	89%
(electrochemical oxidation);

: 110-91-8
morpholine

: 108-83-8
diisobutyl ketone

: 78593-92-7
4-(2,6-dimethyl-3-hepten-4-yl)morpholine

Conditions

Conditions	Yield
With titanium tetrachloride In hexane at 70℃; for 2h;	87.7%

: 108-83-8
diisobutyl ketone

: 131-11-3
phthalic acid dimethyl ester

: 134361-57-2
2,3-dihydro-2-isopropyl-1H-indene-1,3-dione

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil Reflux;	87%
With sodium hydride In benzene for 3h;	45%

: 108-83-8
diisobutyl ketone

: 79746-31-9
(2,4,6-tri-tert-butylphenoxy)dimethylsilyl chloride

: ((Z)-1-Isobutyl-3-methyl-but-1-enyloxy)-dimethyl-(2,4,6-tri-tert-butyl-phenoxy)-silane

Conditions

Conditions	Yield
With triethylamine; sodium iodide In acetonitrile for 3h; Heating;	86%

: 108-83-8
diisobutyl ketone

: 89-98-5
2-chloro-benzaldehyde

: (E)-1-chloro-2-(3-methylbut-1-en-1-yl)benzene

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In hexane for 4.5h; Heating;	83%
With boron trifluoride diethyl etherate In hexane at 65℃;	50%

: 108-83-8
diisobutyl ketone

: 15251-78-2
phenyl methoxymethyl sulfone

: 159190-98-4
4-(Benzenesulfonyl-methoxy-methyl)-2,6-dimethyl-heptan-4-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃;	82%
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min;	82%

: 50-00-0
formaldehyd

: 108-83-8
diisobutyl ketone

: 2-isopropyl-5-methyl-1-hexen-3-one

Conditions

Conditions	Yield
With morpholine; acetic acid In water for 28h; Heating;	82%
With morpholine In water; acetic acid Mannich reaction; Heating;

: 109-72-8, 29786-93-4
n-butyllithium

: 108-83-8
diisobutyl ketone

: 2-methyl-4-isobutyloctan-4-ol

Conditions

Conditions	Yield
In diethyl ether at 0℃; Inert atmosphere;	80%

: 75-77-4
chloro-trimethyl-silane

: 108-83-8
diisobutyl ketone

: 2346-34-1
Z/E-2,6-Dimethyl-4-(trimethylsiloxy)-3-hepten

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide	76%

: 108-83-8
diisobutyl ketone

: 2393-23-9
4-methoxy-benzylamine

: 588708-15-0
N-(4-methoxybenzyl)-2,6-dimethyl-4-heptanimine

Conditions

Conditions	Yield
In toluene Heating;	76%

: 108-83-8
diisobutyl ketone

: 100-97-0
hexamethylenetetramine

: 103086-95-9
5,7-diisopropyl-6-oxo-1,3-diazaadamantane

Conditions

Conditions	Yield
With acetic acid In butan-1-ol Heating;	75.5%

: 67-56-1
methanol

: 108-83-8
diisobutyl ketone

: (Z)-2-Isopropyl-4-methyl-pent-2-enoic acid methyl ester

Conditions

Conditions	Yield
With potassium hydroxide; iodine at -5 - 20℃;	75%

: 108-83-8
diisobutyl ketone

: 69338-24-5
2,3-dibromo-6,7-dihydroxynaphthalene

: 1613473-08-7
6,7-dibromo-2,2-diisobutylnaphtho[2,3-d][1,3]dioxole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water; toluene for 192h; Dean-Stark; Reflux;	74%

: 108-83-8
diisobutyl ketone

: 33462-81-6
cyclopropyldiphenylsulfonium tetrafluoroborate

: C12H22O

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20℃; Inert atmosphere;	73%

: 108-83-8
diisobutyl ketone

: 110-60-1
1,4-diaminobutane

: N,N'-bis(2,6-dimethyl-4-heptyl)-1,4-butanediamine

Conditions

Conditions	Yield
With platinum on activated charcoal; hydrogen at 28 - 92℃; under 45004.5 Torr; for 35h;	72.6%

: 108-83-8
diisobutyl ketone

: 30957-25-6
3,5-dibromo-2,6-dimethyl-heptan-4-one

Conditions

Conditions	Yield
With bromine; acetic acid for 1h; Ambient temperature;	72%
With bromine In acetic acid

: 931-53-3
Cyclohexyl isocyanide

: 108-83-8
diisobutyl ketone

: 1161-13-3
N-Cbz-L-Phe

: 2393-23-9
4-methoxy-benzylamine

: 655239-33-1
N-benzyloxycarbonyl-L-phenylalanyl-(N-(4-methoxybenzyl)-α,α-diisobutyl)glycine cyclohexylamide

Conditions

Conditions	Yield
for 504h; Ugi-Passerini reaction;	70.1%

...Expand

: 108-83-8
diisobutyl ketone

: 358-23-6
trifluoromethylsulfonic anhydride

: 111982-13-9, 111982-14-0
(E/Z)-1-(2-methylpropyl)-3-methyl-1-buten-1-yl-triflate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane for 24h; Ambient temperature;	70%

: 108-83-8
diisobutyl ketone

: 27490-32-0
tributyl(methoxymethyl)stannane

: 66031-36-5
4-methoxymethyl-2,6-dimethyl-heptan-4-ol

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether at -70℃;	70%

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.

Product Name

Diisobutyl ketone

Synthetic route

2,6-Dimethyl-4-heptanone Consensus Reports

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

2,6-Dimethyl-4-heptanone Analytical Methods

2,6-Dimethyl-4-heptanone Specification

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