Synthesis of 1-nitrohexane

Preparation of 1-nitrohexane (n-nitrohexane; hexane, 1-nitro-; hexane, nitro-)

Preparation of 1-nitrohexane (n-nitrohexane; hexane, 1-nitro-; hexane, nitro-)

Preparation of 1-nitrohexane (n-nitrohexane; hexane, 1-nitro-; hexane, nitro-)

The silver nitrite before synthesis should be washed with absolute methyl or ethyl alcohol, followed by anhydrous ether, and dried in an oven at 100° C for 30 minutes (longer heating results in darkening on the surface). In a 500 ml distilling flask, 35.5 ml (51 g) of dry n-hexyl iodide, 41 g of dry silver nitrite and 100 ml of sodium dried ether are placed. A reflux condenser with calcium chloride tube is attached and the mixture is kept at room temperature for 2 hours. Then heated on a steam bath for 8 hours. The the ethereal solution is decanted and the solid is wash well with anhydrous ether. The ether is removed by evaporation and mixture is distilled and the fraction boiling at 190-192° C is collected yielding 13 grams of 1-nitrobutane. The pure product is obtained by distilling under diminished pressure and collecting fraction boiling at 81.5°/15 mm.

A text book of practical organic chemistry, by A. I. Vogel, 307, 1974

IUPAC Name

1-nitrohexane

InChI

InChI=1S/C6H13NO2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3

InChI Key

FEYJIFXFOHFGCC-UHFFFAOYSA-N

Canonical SMILES

CCCCCC[N+](=O)[O-]

MeSH Synonyms

nitrohexane

Depositor-Supplied Synonyms

1-NITROHEXANE, Nitrohexane, Hexane, 1-nitro-, 646-14-0, Hexane, nitro-, CCRIS 6262, FEYJIFXFOHFGCC-UHFFFAOYSA-N, EINECS 211-467-7, 25495-95-8, 1-nitro-hexane, N6C, ACMC-20aoss, DSSTox_CID_5758, UNII-18XLQ74WTH, AC1L1ZX3, 18XLQ74WTH, DSSTox_RID_77911, DSSTox_GSID_25758, MLS002152853, SCHEMBL264639, 259497_ALDRICH, CHEMBL1234594, SCHEMBL11030526, 73358_FLUKA, CTK1A4988, FEYJIFXFOHFGCC-UHFFFAOYSA-, HMS3039I12, Tox21_200707, 7544AF, ZINC02031533, AKOS015912669, LS-1553, TRA0053560, NCGC00091701-01, NCGC00091701-02, NCGC00258261-01, CAS-646-14-0, CJ-31753, SMR001224477, DB-054697, TC-171811, FT-0608154, I14-47452, 3B3-030159, InChI=1/C6H13NO2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3

Removed Synonyms

CID12589

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