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Encyclopedia > Adipic acid
Adipic acid
Image:Adipic acid.jpg
General
Systematic name 1,6-hexanedioic acid
Other names 1,4-butanedicarboxylic acid
Molecular formula C6O4H10
SMILES  ?
Molar mass 146.14 g/mol
Appearance White crystals
CAS number [124-04-9]
Properties
Density and phase 1.36 g/cm3
Solubility in water slightly soluble
Other solvents
ethanol, acetone
soluble
Melting point 153 °C (? K)
Boiling point 337 °C (? K)
Acidity (pKa)  ?
Structure
Molecular shape  ?
Coordination geometry  ?
Crystal structure  ?
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards flammable
Flash point 210 °C
R/S statement R: 36 S: n/a
RTECS number  ?
Supplementary data page
Structure & properties n, εr, etc.
Thermodynamic data Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Other anions  ?
Other cations  ?
Related ?  ?
Related compounds  ?
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Infobox disclaimer and references

Adipic acid is the common name of 1,6-hexanedioic acid, a chemical compound of the class of carboxylic acids. It is a white crystalline powder appearing as an acid in aqueous circumstances, though it is not highly soluble. IUPAC nomenclature is a systematic way of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry (IUPAC). ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII alpha-numeric strings. ... Molar mass is the mass of one mole of an element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per unit of volume. ... In the physical sciences, a phase is a set of states of a macroscopic physical system that have relatively uniform chemical composition and physical properties (i. ... A substance is soluble in a fluid if it dissolves in the fluid. ... Water has the chemical formula H2O, meaning that one molecule of water is composed of two hydrogen atoms and one oxygen atom. ... Ethanol, also known as ethyl alcohol or grain alcohol, is a flammable, colorless chemical compound, one of the alcohols that is most often found in alcoholic beverages. ... For an alternate use of acetone, see Acetone (music). ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change state from a liquid to a gas throughout the bulk of the liquid. ... In chemistry and biochemistry, acid dissociation constant, the acidity constant, or the acid-ionization constant (Ka) is a specific type of equilibrium constant that indicates the extent of dissociation of hydrogen ions from an acid. ... In chemistry, hybridisation is the mixing of atomic orbitals belonging to a same electron shell to form new orbitals suitable for the qualitative description of atomic bonding properties. ... The coordination geometry of an atom is the geometrical pattern formed by its neighbors in a molecule or a crystal. ... Rose des Sables (Sand Rose), formed of gypsum crystals In mineralogy and crystallography, a crystal structure is a unique arrangement of atoms in a crystal. ... A dipole (Greek: dyo = two and polos = pivot) is a pair of electric charges or magnetic poles of equal magnitude but opposite polarity (opposite electronic charges), separated by some (usually small) distance. ... The debye (symbol: D) is a non-SI and non-CGS unit of electrical dipole moment. ... A material safety data sheet or MSDS is a form containing data regarding the properties of a particular substance. ... Worker safety and health is the prevention and reduction of the number of occupational safety and health hazards at the places of employment, providing safe and healthful working conditions. ... The flash point of a fuel is the lowest temperature at which it can form an ignitable mix with air. ... Risk and Safety Statements, also known as R/S statements, R/S numbers, R/S phrases, and R/S sentences, is a system of hazard codes and phrases for labeling dangerous chemicals and compounds. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... The refractive index of a material is the factor by which the phase velocity of electromagnetic radiation is slowed relative to vacuum. ... The dielectric constant εr (represented as or K in some cases) is defined as the ratio: where εs is the static permittivity of the material in question, and ε0 is the vacuum permittivity. ... Ultraviolet-Visible Spectroscopy or Ultraviolet-Visible Spectrophotometry (UV/ VIS) involves the spectroscopy of photons (spectrophotometry). ... IR spectrum of a thin film of liquid ethanol. ... Nuclear Magnetic Resonance Spectroscopy is the name given to the technique which exploits the magnetic properties of nuclei. ... Mass spectrometry is a technique for separating ions by their mass-to-charge (m/z) ratios. ... An ion is an atom or group of atoms with a net electric charge. ... An ion is an atom or group of atoms with a net electric charge. ... A question mark is a punctuation mark. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... A chemical compound is a chemical substance formed from two or more elements, with a fixed ratio determining the composition. ... Structure of a carboxylic acid Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the formula -C(=O)-OH, usually written as COOH. The salts and anions of carboxylic acids are called carboxylates generally. ...


Preparation

Historically is prepared from various fats using oxidation. Current commercial adipic acid is produced from cyclohexane by two oxidation steps. A cyclohexane molecule in chair conformation, with hydrogen atoms in axial position in red, equatorial in blue. ...

Cyclohexane + O2 → cyclohexanol and cyclohexanone
cyclohexanol/cyclohexanone + nitric acid + air → adipic acid

Uses

By far the main use of adipic acid is as monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon, the most common form of nylon. Alternative uses include lubricant components and gelling aids as food additive under E-number E205. This article covers the material nylon. ... Hexamethylene diamine or 1,6-Hexanediamine is a organic compound with a hexamethylene hydrocarbon chain and two amine functional groups at either end. ... This article covers the material nylon. ... E numbers are short form definitions for food additives and are usually found on food labels. ...

  • Chemical structure:
 H--O H H H H  | | | | O==C--C--C--C--C--C==O | | | |  H H H H O--H 

External links


  Results from FactBites:
 
430. Adipic acid (WHO Food Additives Series 12) (2011 words)
Approximately 50% of the adipic acid was recovered unchanged, from the urine (Flaschentrager, 1926).
Rats which had been maintained for 20-25 weeks on diets containing high levels of adipic acid (400 or 800 mg/day), and rats which had not previously received dietary adipic acid, were administered orally a total dose of 5.6 or 11.2 g of adipic acid, over a period of 14 days.
Dominant lethal studies Adipic acid was administered orally to groups each of 10 male rats at dose levels of 3.75, 37.5, 375 mg/kg body weight (one dose per the acute study) and in the subacute study 3.75, 37.5, 375 mg/kg body weight (one dose/day for five days).
  More results at FactBites »


 

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