Synthesis of 3-nitrobenzaldehyde

Preparation of 3-nitrobenzaldehyde

Preparation of 3-nitrobenzaldehyde

Preparation of 3-nitrobenzaldehyde

100 g benzaldehyde are added to a cooled solution of 85 g of sodium nitrate in 200 g of conc. sulphuric acid. The temperature is not allowed to rise above 30-35° C. The smell of benzaldehyde disappears after the nitration is complete. The mixture is poured into ice, the oily layer separated and washed with warm water, and then with dilute sodium hydroxide solution, and again separated. The oil is cooled to 10° C and stirred until the 3-nitrobenzaldehyde separates. It is then pressed to remove the 2-nitrobenzaldehyde. Yield 100 g 3-nitrobenzaldehyde (m.p.58° C), 2-nitrobenzaldehyde 25 g (m.p. 46° C).

Systematic organic chemistry, by W. M. Cumming, 277, 1937.

IUPAC Name

3-nitrobenzaldehyde

InChI

InChI=1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H

InChI Key

ZETIVVHRRQLWFW-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC(=C1)[N+](=O)[O-])C=O

MeSH Synonyms

3-nitrobenzaldehyde, meta-nitrobenzaldehyde

Depositor-Supplied Synonyms

3-NITROBENZALDEHYDE, 99-61-6, m-Nitrobenzaldehyde, Benzaldehyde, 3-nitro-, 3-Formylnitrobenzene, Benzaldehyde, m-nitro-, meta-nitrobenzaldehyde, 5-Nitrobenzaldehyde, 3-nitro-benzaldehyde, cu7250000[rtecs], CCRIS 1784, ZETIVVHRRQLWFW-UHFFFAOYSA-N, NSC 5504, EINECS 202-772-6, AI3-08906, m-nitro-benzaldehyde, 3-nitro benzaldehyde, 3-Nitro benzaldenyde, 3-nitrobenzenealdehyde, PubChem7772, ACMC-209sdf, AC1L1OSA, AC1Q5AHL, WLN: WNR CVH, NITROBENZALDEHYDE-3, DSSTox_CID_29342, DSSTox_RID_83458, UNII-G4O92KO71Z, DSSTox_GSID_49383, SCHEMBL54487, N10845_ALDRICH, KSC486Q0R, CHEMBL238132, G4O92KO71Z, 72790_FLUKA, CTK3I6808, TIMTEC-BB SBB040231, NSC5504, MolPort-000-871-208, BB_SC-9047, ZINC163576, ACT07098, NSC-5504, AKOS BBS-00003197, Tox21_202955, ANW-41041, AR-1I2750, BBL011958, METHYL, (3-NITROPHENYL)OXO-, SBB040231, STK199270, ZINC00163576, AKOS000118886, AN-6840, AS02844, MCULE-5361630624, PS-3388, RP17884, RTR-032841, TRA0018774, CAS-99-61-6, NCGC00260501-01, AC-10904, AJ-16050, AK-76706, BC226099, CJ-02094, KB-71012, LS-25108, OR034080, OR382815, SC-07555, ZB008008, AB1002385, DB-024310, ST2410820, TR-032841, FT-0616232, N0129, ST50213383, M-5104, 100764-EP2277848A1, 100764-EP2284157A1, 100764-EP2301939A1, AP-065/40233249, 3B4-0390, I01-0444, T6075848, W-100029, InChI=1/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5, cyclohexane-1,2-diamine; 5-(1,2-dihydroxyethyl)-3-hydroxy-4-oxo-furan-2-olate; platinum(2+)

Removed Synonyms

null, CID7449, C050571, 6344-07-6

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