Preparation of propionic anhydride
Propionic anhydride could be prepared similarly as acetic anhydride.
Preparation of propionic anhydride
To the round bottom flask fitted with dropping 20 g of dry propionic acid are placed. From dropping funnel slowly 17.5 g of oxalyl chloride are added. During the addition of oxalyl chloride hydrogen chloride gas slowly evolved. The the reaction mixture was gently refluxed and the reaction product distilled yielding 9 g of the anhydride with boiling point 167-170°. The yield of anhydride was 51% the of theory, boiling point according to literature is 168° C.
Oxalyl chloride and oxalyl bromide as reagents in organic chemistry, L.H. Ulich, 23, 1918,
IUPAC Name
propanoyl propanoate
InChI
InChI=1S/C6H10O3/c1-3-5(7)9-6(8)4-2/h3-4H2,1-2H3
InChI Key
WYVAMUWZEOHJOQ-UHFFFAOYSA-N
Canonical SMILES
CCC(=O)OC(=O)CC
MeSH Synonyms
propanoic anhydride, propionic anhydride
Depositor-Supplied Synonyms
PROPIONIC ANHYDRIDE, Propanoic anhydride, propanoyl propanoate, 123-62-6, Propanoic acid, anhydride, Methylacetic anhydride, Propionyl oxide, Propionic acid anhydride, Caswell No. 708, Propanoic acid, 1,1′-anhydride, Anhydrid kyseliny propionove, UNII-E3A2VV18E6, HSDB 1215, WYVAMUWZEOHJOQ-UHFFFAOYSA-N, EINECS 204-638-2, Anhydrid kyseliny propionove [Czech], SBB060267, UN2496, EPA Pesticide Chemical Code 077704, BRN 0507066, AI3-26975, Propanoicanhydride, propanoic acid anhydride, ACMC-209apd, DSSTox_CID_7007, AC1L1L9M, SCHEMBL9276, DSSTox_RID_78279, DSSTox_GSID_27007, P51478_ALDRICH, KSC490Q0R, PROPANOIC ACID,ANHYDRIDE, 240311_ALDRICH, E3A2VV18E6, Jsp001584, C2H5C(O)OC(O)C2H5, CHEMBL3186472, CTK3J0808, propanoic acid 1-oxopropyl ester, PROPIONIC ANHYDRIDE, PRACT, MolPort-001-769-232, Tox21_201029, ANW-18143, STL356492, AKOS015918323, AN-5887, MCULE-4790806387, RP19904, RTR-003704, UN 2496, NCGC00248900-01, NCGC00258582-01, AK165598, CAS-123-62-6, KB-80121, SC-26875, DB-041737, LS-124892, Propionic anhydride [UN2496] [Corrosive], TR-003704, FT-0631715, P0513, Propionic anhydride [UN2496] [Corrosive], ST51046486, 40840-EP2272841A1, 40840-EP2277878A1, 40840-EP2277880A1, 40840-EP2289885A1, 40840-EP2289894A2, 40840-EP2292610A1, 40840-EP2308833A2, 40840-EP2311818A1, 40840-EP2311830A1, 4-02-00-00722 (Beilstein Handbook Reference), A805127, I14-8086, 3B3-023563, InChI=1/C6H10O3/c1-3-5(7)9-6(8)4-2/h3-4H2,1-2H
Removed Synonyms
CID31263
