3-nonanone

Structural formula
General
Surname	3-nonanone
other names	Nonane-3-one; Ethyl hexyl ketone;
Molecular formula	C 9 H 18 O
Brief description	colorless liquid
External identifiers / databases
EC number	213-125-2
ECHA InfoCard	100,011,933
PubChem	61235
Wikidata	Q27231338
properties
Molar mass	142.24 g mol −1
Physical state	liquid
density	0.82 g cm −3
Melting point	−8 ° C
boiling point	188 ° C
solubility	very sparingly soluble in water (0.213 g l −1 at 25 ° C); soluble in ethanol, benzene, chloroform and acetone;
Refractive index	1.4208 (20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3-Nonanone is a chemical compound from the ketone group .

Occurrence

Lemons

Dry grass knot ant ( Myrmica scabrinodis )

3-nonanone is found naturally in bananas , passion fruit , boiled beef, lemon peel , thyme , butter, tea, chervil, and crayfish. It has also been detected in the mandible glands of Myrmica scabrinodis and in other insects.

Extraction and presentation

3-Nonanone can be obtained by reacting triethyl o-propionate with excess hexylmagnesium bromide in ether under a nitrogen atmosphere.

properties

3-Nonanone is a colorless, flammable, hardly inflammable liquid with a pungent, herbaceous or fruity odor, which is very sparingly soluble in water.

use

3-Nonanone is used as an internal standard for the determination of significant volatile components of Pacharan (alcoholic beverage). It can also be used as a flavoring.

safety instructions

The vapors of 3-nonanone can form an explosive mixture with air ( flash point 66 ° C, ignition temperature 335 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 3-nonanone in the GESTIS substance database of the IFA , accessed on April 25, 2017(JavaScript required) .
↑ ^a ^b Data sheet 3-nonanone (PDF) from Merck , accessed on April 25, 2017.
↑ ^a ^b ^c ^d George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Sixth Edition . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1489 ( limited preview in Google Book Search).
^ ^A ^b William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 420 ( limited preview in Google Book search).
↑ Eric David Morgan: Biosynthesis in Insects . Royal Society of Chemistry, 2010, ISBN 978-1-84755-808-4 , pp. 152 ( limited preview in Google Book search).
Jump up ↑ Frank D. Gunstone, John L. Harwood, Fred B. Padley: The Lipid Handbook, Second Edition . CRC Press, 1994, ISBN 978-0-412-43320-7 , pp. 476 ( limited preview in Google Book search).
↑ Data sheet 3-Nonanone, 99% from Sigma-Aldrich , accessed on April 25, 2017 ( PDF ).
↑ Shmuel Yannai: Dictionary of Food Compounds with CD-ROM, Second Edition . CRC Press, 2012, ISBN 978-1-4200-8351-4 , pp. 1411 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 3-nonanone in the GESTIS substance database of the IFA , accessed on April 25, 2017(JavaScript required) .

[Merck-2] Data sheet 3-nonanone (PDF) from Merck , accessed on April 25, 2017.

[George_A._Burdock-3] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Sixth Edition . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1489 ( limited preview in Google Book Search).

[William_M._Haynes-4] A ^b William M. Haynes: CRC Handbook of Chemistry and Physics, 97th Edition . CRC Press, 2016, ISBN 978-1-4987-5429-3 , pp. 420 ( limited preview in Google Book search).

[Eric_David_Morgan-5] Eric David Morgan: Biosynthesis in Insects . Royal Society of Chemistry, 2010, ISBN 978-1-84755-808-4 , pp. 152 ( limited preview in Google Book search).

[Frank_D._Gunstone,_John_L._Harwood,_Fred_B._Padley-6] Jump up ↑ Frank D. Gunstone, John L. Harwood, Fred B. Padley: The Lipid Handbook, Second Edition . CRC Press, 1994, ISBN 978-0-412-43320-7 , pp. 476 ( limited preview in Google Book search).

[Sigma-7] Data sheet 3-Nonanone, 99% from Sigma-Aldrich , accessed on April 25, 2017 ( PDF ).

[Shmuel_Yannai-8] Shmuel Yannai: Dictionary of Food Compounds with CD-ROM, Second Edition . CRC Press, 2012, ISBN 978-1-4200-8351-4 , pp. 1411 ( limited preview in Google Book search).