Compound: sebacic acid
SMILES: O=C(O)CCCCCCCCC(=O)O
InChIKey: CXMXRPHRNRROMY-UHFFFAOYSA-N
Synonyms: sebacic acid, DECANEDIOIC ACID, 111-20-6, 1,8-Octanedicarboxylic acid, 1,10-Decanedioic acid, Sebacinsaure, Decanedicarboxylic acid, n-Decanedioic acid, Acide sebacique, Sebacinsaeure, Ipomic acid, USAF HC-1, 1,8-dicarboxyoctane, 97AN39ICTC, DTXSID7026867, NSC-19492, DTXCID806867, FEMA NO. 4943, CHEBI:41865, RefChem:9117, 203-845-5, 4-Oxodecanedioic acid, Seracic acid, octane-1,8-dicarboxylic acid, NSC 19492, NSC19492, MFCD00004440, POLY(SEBACIC ANHYDRIDE), Sebacinsaure [German], Acide sebacique [French], UNII-97AN39ICTC, CAS-111-20-6, CCRIS 2290, EINECS 203-845-5, BRN 1210591, n-Decanedioate, Iponic acid, AI3-09127, disodium-sebacate, 4-oxodecanedioate, 1,10-Decanedioate, Sebacic acid, 94%, Sebacic acid, 99%, Sebacic acid (NIST), Dicarboxylic acid C10, 1i8j, 1l6s, 1l6y, 1,8-Octanedicarboxylate, Sebacic acid [WHO-DD], WLN: QV8VQ, SEBACIC ACID [MI], EC 203-845-5, SCHEMBL3977, NCIOpen2_008624, 4-02-00-02078 (Beilstein Handbook Reference), SEBACIC ACID [MART.], orb1303831, orb1986160, SCHEMBL8075328, CHEMBL1232164, HMS5085K19, Sebacic acid, >=95.0% (GC), Tox21_201778, Tox21_303263, BBL011473, EBC-12202, LMFA01170006, s5732, SBB060280, STL146585, AKOS000120056, MSK2576-1000M, CCG-266598, CS-W015503, DB07645, FS02334, GS-6713, HY-W014787, NCGC00164361-01, NCGC00164361-02, NCGC00164361-03, NCGC00257150-01, NCGC00259327-01, BP-27864, NCI60_001628, DB-121158, NS00011501, ST50825490, EN300-19796, 1,8-Octanedicarboxylic Acid (Decanedioic Acid), C08277, Sebacic acid Solution in Methanol, 1000ug/mL, F239585, Q413454, BRD-K66672047-304-01-3, Z104475420, 301CFA7E-7155-4D51-BD2F-EB921428B436
Theoretical properties:
molecular_formula: C10H18O4
molecular_weight: 202.25 g/mol
exact_mass: 202.12050905 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 9
heavy_atom_count: 14
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 563 °F at 100 mmHg (NTP, 1992)
melting_point: 274.1 °F (NTP, 1992)
density: 1.2075 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 70 °F (NTP, 1992)
flash_point: 220 °C
vapor_pressure: 1 mmHg at 361 °F ; 100 mmHg at 562.1 °F; 760 mmHg at 666.1 °F (NTP, 1992)
Descriptions:
pubchem: Sebacic acid is an alpha,-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane. It has a role as a plant metabolite and a human metabolite. It is a dicarboxylic fatty acid and an alpha,omega-dicarboxylic acid. It is a conjugate acid of a sebacate and a sebacate(2-). It derives from a hydride of a decane.
chebi: An α,ω-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane.
chembl: SEBACIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Sebacic acid is a naturally occurring dicarboxylic acid with the chemical formula HO2C(CH2)8CO2H. It is a white flake or powdered solid. Sebaceus is Latin for tallow candle, sebum is Latin for tallow, and refers to its use in the manufacture of candles. Sebacic acid is a derivative of castor oil.
In the industrial setting, sebacic acid and its homologues such as azelaic acid can be used as a monomer for nylon 610, plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
It can be used as a surfactant in the lubricating oil industry to increase the antirust properties of lubricating oils on metals.