Synthesis of 1-nitroheptane

Preparation of 1-nitroheptane

Preparation of 1-nitroheptane

Preparation of 1-nitroheptane

In a three-necked flask fitted with a stirrer, dropping funnel and reflux condenser protected by a drying tube, were placed 100 g. (0.65 mole) of silver nitrite and 150 ml. of anhydrous ether. The mixture was cooled to 0° by an ice-bath and then, with continuous stirring (in the absence of light) 0.5 mole of n-heptyl iodide (or n-heptyl bromide) was added over a period of two hours. After addition was complete the mixture was stirred at ice temperature for 24 hours after which the ice bath was removed and the mixture was then stirred at room temperature for 36 hours more. At this time a Beilstein test on the ether solution was negative. The silver salts were removed by filtration and washed thoroughly with more ether. The combined ether solutions were distilled at atmospheric pressure through a modified Widmer column (J. Am. Chem. Soc. 60, 037 (1938)) and the residue remaining after removal of the ether was rectified under reduced pressure. The first fraction boiling at 41°C/5mm was pure 1-heptyl nitrite, the fraction boiling at  64°C/3mm was 1-nitrooctane; nD 1,4283 at 20°C.

J. Am. Chem. Soc., 1954, 76 (12), pp 3209–3211





InChI Key


Canonical SMILES


Depositor-Supplied Synonyms

1-Nitroheptane, Heptane, 1-nitro-, 693-39-0, UZONFOPDCXAZND-UHFFFAOYSA-N, AC1L2CDE, SCHEMBL264832, AC1Q21U5, CCRIS 7160, CTK2F7077, DTXSID60219353, ZINC1845815, AR-1C4892, AKOS006272142, LP033017

Removed Synonyms

3-(Butylamino)propionitrile, CID69659, 7146-94-3

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