Grundinformationen
- Standard-SMILES
O=C(O)CCCCCCCCCCC(=O)O- InChIKey
TVIDDXQYHWJXFK-UHFFFAOYSA-N- Summenformel
- C12H22O4
- Durchschnittliche Molmasse
- 230,3 g/mol
- Monoisotopische Masse
- 230,15180918
Namen und Bezeichner
- Bevorzugter Name
- Dodecanedioic Acid
- IUPAC
- dodecanedioic acid
- Lokaler Name
- Dodecandisure
- Englischer Name
- Dodecanedioic acid
- Summenformel
- C12H22O4
- Molmasse
- 230.3
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
693-23-2- PubChem CID
- 12736
- DTXSID
DTXSID3027297- ChEMBL
CHEMBL3182356- ChEBI
CHEBI:4676- UNII
- 978YU42Q6I
- EC Number
- 211-746-3
- Nikkaji
- J43.533C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,2
- Polarare Oberfläche (TPSA)
- 74,6 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 11
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 179
Experimentelle und physikochemische Eigenschaften
Solubility
SOL IN HOT TOLUENE, ALC, HOT ACETIC ACID; SLIGHTLY SOL IN HOT WATER
0.04 mg/mL
Melting Point
130-132 °C
127 - 129 °C
Physical Description
Liquid; Other Solid; Dry Powder; CBI
White solid; [Hawley]
Solid
Physikochemische Eigenschaften
- Schmelzpunkt
- 127 · 127-129 °C (lit.)
- Siedepunkt
- 245 °C/10 · 245 °C/10 mmHg (lit.)
- Dichte
- 1 · 1,15 g/cm3
- Dampfdruck
- 21 mm · 21 mm Hg ( 222 °C)
- Brechungsindex
- 1.4437 · 1.4437 (estimate)
- Flammpunkt
- 220 °C · 220 °C
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- 0.1 g/mL, · ethanol: 0.1 g/mL, clear
- Aggregatzustand
- Pellets or Powder
- pka
- 4.48 · 4.48±0.10(Predicted)
- Farbe
- White
- PH
- 5 · 5 (H2O, 20℃)(aqueous suspension)
- Wasserlöslichkeit
- 0.1 g/L · < 0.1 g/L (20 ºC)
- BRN
- 1782580 · 1782580
- Henry's Law Constant
- 9.9 · 9.9×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Stabilität
- Stable. Incompatible with strong oxidizing agents, reducing agents. Combustible.
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING
- InChI
- 1S/C12H22O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h1-10H2,(H,13,14)(H,15,16)
- InChIKey
- CXMXRPHRNRROMY-UHFFFAOYSA-N
- SMILES
- OC(=O)CCCCCCCCCCC(O)=O
- LogP
- 3.2 at · 3.2 at 25℃
- CAS Datenbank
- 693 · 693-23-2(CAS DataBase Reference)
- NIST chemische Informationen
- Dodecanedioic acid(693-23-2)
- EPA chemische Informationen
- Dodecanedioic acid (693-23-2)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 2.7% (13 of 481) of reports.
Warning
H315 (10.2%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (97.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 481 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 13 of 481 reports by companies.;There are 14 notifications provided by 468 of 481 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: Dodecanedioic acid
Dodecanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanedioic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14886
Dodecanedioic acid: Does not have an individual approval but may be used under an appropriate group standard
Toxikologische Informationen
Interactions
AT 1.0 MMOL, DICARBOXYLIC ACIDS DECR THE NEUROMUSCULAR INHIBITION PRODUCED BY 10-6 MOL D-TUBOCURARINE IN ISOLATED PHRENIC NERVE HEMIDIAPHRAGM PREPN FROM RATS.
THE BETA-OXIDATION RATE OF DODECANEDIOIC ACID IN RAT LIVER HOMOGENATES WAS DETERMINED BY SIMULTANEOUS MEASUREMENTS OF THE C6-C12 DICARBOXYLIC ACID IN RELATION TO TIME IN ASSAYS INCUBATED WITH DODECANEDIOIC ACID. THE BETA-OXIDN RATE OF C8-C12-DICARBOXYLIC ACIDS WAS INCREASED MANY TIMES IN HOMOGENATES FROM CLOFIBRATE-TREATED RATS. 2.0 MMOL CYANIDE WAS UNABLE TO INHIBIT THE BETA-OXIDN RATE BUT CAUSED MINOR INCREASE IN THE RATE OF BETA-OXIDN IN HOMOGENATES FROM BOTH NORMAL & CLOFIBRATE-TREATED RATS. RESULTS STRONGLY INDICATE THE EXISTENCE OF A PEROXISOMAL BETA-OXIDN OF DICARBOXYLIC ACIDS.
Human Toxicity Excerpts
DODECANEDIOIC ACID WAS ADDED TO DISPERSED CULTURES. HUMAN EPIDERMAL CELLS & MELANOCYTES WERE EXAMINED BY ELECTRON MICROSCOPY AFTER 7, 10, 15, & 30 DAYS. APART FROM A STIMULATION OF MELANOGENESIS, DICARBOXYLIC ACIDS CAUSED NO DETECTABLE DAMAGE TO MELANOCYTES, NOR DID THEY PREVENT GROWTH OF A 2ND GENERATION OF CELLS.
Non-Human Toxicity Excerpts
THE SIGNIFICANCE OF THE LIPID METABOLIC SITUATION WAS INVESTIGATED IN WISTAR RATS (STARVED, UNSTARVED & DIABETIC KETOTIC) ADMIN DODECANEDIOIC ACID INTRAGASTRICALLY. STARVED AND DIABETIC KETOTIC RATS HAD LARGER EXCRETIONS OF ADIPIC ACID THAN UNSTARVED RATS. THE SUBERIC ACID EXCRETION DID NOT DIFFER SIGNIFICANTLY IN THE THREE GROUPS, BUT THE EXCRETION OF SEBACIC ACID WAS LOWER IN THE DIABETIC GROUP COMPARED WITH THE UNSTARVED AND STARVED RATS.
Regulatorische Informationen
Regulatory Information
Chemical: Dodecanedioic acid
Dodecanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanedioic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14886
Dodecanedioic acid: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- -
- tsca
- TSCA listed
- hs_code
- 29171990
- risk_code
- 36/37/38-36
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 693-23-2(Hazardous Substances Data)
- Hazard Classifications
- Eye Irrit. 2
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
CIR ingredient: Dodecanedioic Acid
Used as intermediate for plasticizers, lubricants, adhesives, polyesters, and others; [Hawley]
INTERMEDIATE
General Manufacturing Information
Fabricated Metal Product Manufacturing;Plastics Material and Resin Manufacturing;Paint and Coating Manufacturing;Not Known or Reasonably Ascertainable;Adhesive Manufacturing;All Other Chemical Product and Preparation Manufacturing;Other (requires additional information);All Other Basic Organic Chemical Manufacturing;Petroleum Lubricating Oil and Grease Manufacturing;Plastics Product Manufacturing;Wholesale and Retail Trade
Dodecanedioic acid: ACTIVE
DIBASIC ACID ESTERS ARE BETTER COSMETIC MATERIALS THAN CONVENTIONALLY USED LANOLIN OR PETROLATUM IN TERMS OF ODOR, COLOR, STABILITY, AND HOMOGENEITY.
Anwendungen
BeschreibungThis acid is used in the production of nylon (nylon - 6,12), polyamides, coatings, adhesives, greases, polyesters, dyestuffs, detergents, flame retardants, and fragrances. It is now produced by fermentation of long-chain alkanes with a specific strain of Candida tropicalis. Its monounsaturated analogue (traumatic acid) is described below.
VerwendenInduced mutation of dodecanedioic acid producing Candida tropicalis.
Darstellung
synthetischeDodecanedioic acid is prepared from cyc1ododecene (obtained from butadiene) by methods which are entirely analogous to those used to prepare adipic acid from benzene. The cyclododecene is reduced to cyclododecane, which is oxidized firstly to a mixture of cyc1ododecanol and cyclododecanone and then to dodecanedioic acid. Dodecanedioic acid is a colourless crystalline solid, m.p. 129°C.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: An alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.
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