Synthesis of camphor

Preparation of camphor

Preparation of camphor

Preparation of camphor

15 g of borneol are dissolved in 16 g of benzene and the solution thus obtained shaken with 900 ml of water containing 7.1 g of chlorine until the smell of chlorine has disappeared. The benzene layer is then separated and the benzene removed by distillation from the water-bath. Camphor remains behind in almost quantitative yield.

By another method nitrogen trioxide is led over powdered borneol until the whole is liquid and has assumed a greenish blue colour. This should be done under a reflux condenser, the flask being cooled towards the end of the treatment. The liquid is then set aside, and after a short time evolves oxides of nitrogen, care being taken that the temperature does not exceed 70° C. When the reaction is over, the whole is poured into water, and the camphor collected by filtration. It can be recrystallised from alcohol. m.p. 175 ° C. Yield 95%.

Preparation of organic compounds, E. de. Barry Barnett, 124, 1912

IUPAC Name

4,7,7-trimethylbicyclo[2.2.1]heptan-3-one

InChI

InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3

InChI Key

DSSYKIVIOFKYAU-UHFFFAOYSA-N

Canonical SMILES

CC1(C2CCC1(C(=O)C2)C)C

MeSH Synonyms

Camphor, Camphor, (+-)-Isomer, Camphor, (1R)-Isomer, Camphor, (1S)-Isomer

Depositor-Supplied Synonyms

camphor, DL-Camphor, 2-Camphanone, 2-Bornanone, 76-22-2, (+/-)-Camphor, Kampfer, Gum camphor, Root bark oil, 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one, Spirit of camphor, Bornan-2-one, (+)-Camphor, Alphanon, l-(-)-Camphor, Formosa camphor, Laurel camphor, Matricaria camphor, (-)-Camphor, Camphor, synthetic, D-CAMPHOR, DL-Bornan-2-one, 1,7,7-Trimethylnorcamphor, Bornane, 2-oxo-, Alcanfor, (+)-Bornan-2-one, Japanese camphor, 2-Camphonone, Huile de camphre, Root bark spirit, 2-Kamfanon, Camphor USP, d-2-Camphanone, d-2-Bornanone, 2-Keto-1,7,7-trimethylnorcamphane, Kampfer [German], Camphor, D-, D(+)-Camphor, l-Camphor, 464-49-3, (+)-2-Bornanone, 2-Kamfanon [Czech], Norcamphor, 1,7,7-trimethyl-, (+-)-Camphor, Caswell No. 155, Camphor, (+)-, Camphor, (1R,4R)-(+)-, (1R)-(+)-amphor, Huile de camphre [French], HSDB 37, FEMA No. 2230, 21368-68-3, CHEBI:36773, DSSYKIVIOFKYAU-UHFFFAOYSA-N, 464-48-2, Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (R)-Camphor, EINECS 200-945-0, EINECS 207-355-2, EINECS 244-350-4, (1R)-Camphor, UN2717, EPA Pesticide Chemical Code 015602, D-(+)-Camphor, BRN 1907611, BRN 3196099, (R)-(+)-Camphor, AI3-01698, AI3-18783, 4,7,7-trimethylbicyclo[2.2.1]heptan-3-one, 1,7,7-Trimethylbicyclo(2.2.1)-2-heptanone, 1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one, 1,7,7-Trimethylbicyclo[2.2.1]-2-heptanone, 1,7,7-Trimethyl-bicyclo(2,2,1)Heptan-2-one, 1,7,7-trimethylnorbornan-2-one, Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)-, Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1theta)-, Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R,4R)-, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (.+/-.)-, Camphor, (1R)-Isomer, Bicyclo(2.2.1)heptane-2-one, 1,7,7-trimethyl-, Bicyclo[2.2.1]heptane-2-one, 1,7,7-trimethyl-, UNII-N20HL7Q941, Camphor, (+-)-Isomer, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1R)-, Formosa, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1R,4R)-, Japan camphor, Mulberry roots, Camphor oil, Heet (Salt/Mix), Camphor (USP), Sarna (Salt/Mix), dl-Camphor (JP16), AC1L1DWH, (.+/-.)-Camphor, (1R)-(+) Camphor, (1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one, UNII-SV6B76DK9N, AC1Q2CF0, DSSTox_CID_10955, DSSTox_RID_78860, DSSTox_GSID_30955, SCHEMBL16068, Camphor, (.+/-.)-, KSC378C7P, MLS001055495, CHEMBL15768, DivK1c_000724, ACMC-209k77, CAMPHOR, (+-)-, GTPL2422, (1R, 4R)-(+) Camphor, CAMPHOR POWDER D.A.B.8, CTK2H8177, HMS502E06, KBio1_000724, MolPort-002-506-944, NINDS_000724, BB_NC-0198, HMS2268A06, JFD03998, Tox21_200237, ANW-30449, BBL012963, LS-126, STK803534, AKOS000118728, AKOS022060577, AC-5284, LMPR0102120001, LS-1691, MCULE-2476865084, RTR-037701, TRA0077646, UN 2717, CAS-76-22-2, IDI1_000724, NCGC00090681-05, NCGC00090730-01, NCGC00090730-02, NCGC00257791-01, AN-11174, AN-17868, AN-23465, AN-23893, BT000174, KB-00097, KB-50285, LS-48718, OR001346, OR116929, OR327727, Q964, SMR000386909, (1R,4R)-1,7,7-trimethylnorbornan-2-one, DB-070734, KB-270826, TR-037701, C1251, FT-0607017, 4,7,7-trimethyl-3-bicyclo[2.2.1]heptanone, 1,7,7-trimethyl-bicyclo[2.2.1]heptan-6-one, C00809, C18369, D00098, 1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-one, Camphor, synthetic [UN2717] [Flammable solid], 0-07-00-00135 (Beilstein Handbook Reference), 4-07-00-00213 (Beilstein Handbook Reference), A838646, Camphor, synthetic [UN2717] [Flammable solid], I06-1217, Q-200784, T7103993, W-109539, W-110530, I14-16513, (+/-)-1,7,7-trimethyl-bicyclo[2,2,1]heptane-2-one, 3B3-002850, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (+/-)-, CAMPHOR (SEE ALSO DL-CAMPHOR (21368-68-3) AND D-CAMPHOR (464-49-3)), DL-CAMPHOR (SEE ALSO D-CAMPHOR (464-49-3) AND DL-CAMPHOR (21368-68-3)), 48113-22-0, 68546-28-1, 8013-55-6, 8022-77-3

Removed Synonyms

Sarna, Borneo camphor, Heet, Mixture Name, camostat mesilate, Campho-Phenique Gel, (-)-Alcanfor, Campho-Phenique Liquid, (1S)-(-)-Camphor, Camphor, (1S)-Isomer, UNII-5TJD82A1ET, Campho-Phenique Cold Sore Gel, Campho-Phenique Gel (Salt/Mix), C10H16O, CID2537, Campho-Phenique Liquid (Salt/Mix), c0010, c0011, c0407, Campho-Phenique Cold Sore Gel (Salt/Mix), (1R,4R)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-one, (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, ACN-035763 76-22-2, D002164, (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S,4S)-

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