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Basic Information
CAS No.: 124-04-9
Name: Adipic acid
Article Data: 956
Molecular Structure:
Molecular Structure of 124-04-9 (Adipic acid)
Formula: C6H10O4
Molecular Weight: 146.143
Synonyms: FEMA No. 2011;Adipic acid;Hexane diacid;Heptanedoic;1, 4-Butanedicarboxylic acid;Adipinsaeure;Hexan-1,6-dicarboxylate;Kyselina adipova;Inipol DS;hexanedioic acid;1,4-butanedicarboxylic acid;Adipate;Hexanedioate;Adilactetten;Molten adipic acid;Acifloctin;1,6-Hexanedioic acid;Acinetten;
EINECS: 204-673-3
Density: 1.251 g/cm3
Melting Point: 151-154 °C(lit.)
Boiling Point: 338.539 °C at 760 mmHg
Flash Point: 172.745 °C
Solubility: methanol: 0.1 g/mL, clear, colorless
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36
Safety: 26
Transport Information: UN 9077
PSA: 74.60000
LogP: 0.71600
Synthetic route
931-17-9

1,2-Cyclohexanediol

124-04-9

Adipic acid

Conditions
ConditionsYield
With sodium bromate; 4 In water at 60℃; for 15h;100%
With sodium hypochlorite; nickel dichloride In dichloromethane; water at 0 - 20℃; for 4h;90%
With oxygen; sodium methylate; silver trifluoromethanesulfonate In tetrahydrofuran; methanol at 37℃; under 760.051 Torr; for 6h; Sealed tube;88%
108-94-1

cyclohexanone

124-04-9

Adipic acid

Conditions
ConditionsYield
With sodium nitrite In trifluoroacetic acid100%
With oxygen; trifluoroacetic acid; sodium nitrite at 0 - 20℃; for 5.25h; Product distribution / selectivity;100%
With dihydrogen peroxide; ortho-tungstic acid In water at 90℃; for 20h; Product distribution / selectivity;99%
108-93-0

cyclohexanol

124-04-9

Adipic acid

Conditions
ConditionsYield
With oxygen; sodium nitrite In trifluoroacetic acid at 0 - 20℃; for 5h;100%
With oxygen; potassium nitrate; trifluoroacetic acid at 0 - 20℃; for 5.25h; Product distribution / selectivity;100%
With potassium nitrite; oxygen; trifluoroacetic acid at 0 - 20℃; for 5.25h; Product distribution / selectivity;100%
629-11-8

1,6-hexanediol

124-04-9

Adipic acid

Conditions
ConditionsYield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;100%
With C24H33IrN4O3; water; sodium hydroxide for 18h; Reflux;97%
With Gluconobacter oxydans DSM 50049 In aq. phosphate buffer at 30℃; pH=4.3-7; Microbiological reaction;95.5%
1460-57-7

trans-1,2-cyclohexandiol

124-04-9

Adipic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; indium(III) chloride In water at 90℃;100%
With hydrogenchloride; sodium tungstate; phosphoric acid; dihydrogen peroxide at 90℃; for 5h;94%
With sodium tungstate (VI) dihydrate; dihydrogen peroxide at 87℃; for 16h;79%
286-20-4

cyclohexane-1,2-epoxide

124-04-9

Adipic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; indium(III) chloride In water at 90℃;100%
With dodecyltrimethylammonium phosphotungstate; water; dihydrogen peroxide In toluene at 80℃; for 12h; Reagent/catalyst; chemoselective reaction;94%
With dihydrogen peroxide; [WO(O2)2*1,10-phenanthroline] at 90℃; for 12h;85.9%
6338-43-8

tetrahydrofuran-2,5-dicarboxylic acid

124-04-9

Adipic acid

Conditions
ConditionsYield
With hydrogen iodide; acetic acid In water at 160℃; under 37503.8 Torr; for 4.16667h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;100%
With hydrogen iodide; hydrogen; 5percent Pd/Silica In acetic acid at 160℃; under 37478.5 Torr; for 3h; Product distribution / selectivity; Inert atmosphere;99%
With hydrogen iodide; hydrogen In water; propionic acid at 160℃; under 25858.1 Torr; for 2h; Kinetics; Reagent/catalyst; Pressure; Concentration; Temperature; Solvent; Autoclave;89%
141895-69-4

6-hydroxyimino-6-nitrohexanoic acid

124-04-9

Adipic acid

Conditions
ConditionsYield
With nitric acid; copper(II) ion; vanadium(5+) at 73℃;99.9%
110-82-7

cyclohexane

124-04-9

Adipic acid

Conditions
ConditionsYield
With nitric acid; trifluoroacetic acid; N-hydroxy-5-carboxy-phthalimide at 23℃; for 18h; Reagent/catalyst;99%
With 2-pyrazylcarboxylic acid; FeCl2(κ3-HC(C3H3N2)3); ozone at 20℃; for 6h; Catalytic behavior; Time; Reagent/catalyst; Schlenk technique; Green chemistry;96%
In acetic acid at 115℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Pressure;95%
533-60-8

cyclohexanone-2-ol

124-04-9

Adipic acid

Conditions
ConditionsYield
With oxygen; acetic acid In water at 60℃; under 750.075 Torr; for 0.5h;99%
With oxygen; H6[PMo9V3O40]*11H2O In methanol at 60℃; under 750.06 Torr; for 24h; Product distribution; Further Variations:; Catalysts; Temperatures;90%
With sodium hypochlorite for 0.5h; Irradiation;87%
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    Product Name: Adipic acid CAS: 124-04-9 MF: C6H10O4 MW: 146.14 EINECS: 204-673-3 Appearance:White powder Storage:RT. Package:drum Application:Food Grade, Industrial Grade Transportation:By sea or by air Port:Qingdao Port

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  • Adipic acid 124-04-9 C6H10O4

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    124-04-9

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    Product Name: Adipic acid Synonyms: RARECHEM AL BO 0180;AKOS BBS-00004308;ADIPIC ACID;adipinic acid;1,6-HEXANEDIOIC ACID;1,4-BUTANEDICARBOXYLIC ACID;BUTANE-1,4-DICARBOXYLIC ACID;DICARBOXYLIC ACID C6 CAS: 124-04-9 MF: C6H10O4 MW: 146.14

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    124-04-9

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Specification

The Adipic acid is an organic compound with the formula C6H10O4. The IUPAC name of this chemical is hexanedioic acid. With the CAS registry number 124-04-9, it is also named as Adipinsaure. The product's categories are Industrial/Fine Chemicals; alpha,omega-Alkanedicarboxylic Acids; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes. Besides, it is a white crystalline powder, which should be stored in a closed and dry place at temperature of 4 °C.

Physical properties about Adipic acid are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 5; (8)Polar Surface Area: 74.6 Å2; (9)Index of Refraction: 1.476; (10)Molar Refractivity: 32.975 cm3; (11)Molar Volume: 116.827 cm3; (12)Polarizability: 13.072×10-24cm3; (13)Surface Tension: 52.486 dyne/cm; (14)Density: 1.251 g/cm3; (15)Flash Point: 172.745 °C; (16)Enthalpy of Vaporization: 63.952 kJ/mol; (17)Boiling Point: 338.539 °C at 760 mmHg.

Preparation: currently adipic acid is produced from a mixture of cyclohexanol and cyclohexanone called "KA oil", the abbreviation of "ketone-alcohol oil." The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Early in the reaction the cyclohexanol is converted to the ketone, releasing nitrous acid:
HOC6H11 + HNO3 → OC6H10 + HNO2 + H2O
Among its many reactions, the cyclohexanone is nitrosated, setting the stage for the scission of the C-C bond:
HNO2 + HNO3 → NO+NO3- + H2O
OC6H10 + NO+ → OC6H9-2-NO + H+
Side products of the method include glutaric and succinic acids.

Uses of Adipic acid: the majority of adipic acid is used as monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon. Other major applications also involve polymers: it is a monomer for production of Polyurethane and its esters are plasticizers, especially in PVC. In medicine, adipic acid has been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. It has also been incorporated into the polymeric coating of hydrophilic monolithic systems to modulate the intragel pH, resulting in zero-order release of a hydrophilic drug. The disintegration at intestinal pH of the enteric polymer shellac has been reported to improve when adipic acid was used as a pore-forming agent without affecting release in the acidic media. Other controlled-release formulations have included adipic acid with the intention of obtaining a late-burst release profile. Small but significant amounts of adipic acid are used as a food ingredient as a flavorant and gelling aid. It is used in some calcium carbonate antacids to make them tart.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes.  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C(CCC(=O)O)CC(=O)O
(2)InChI: InChI=1/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
(3)InChIKey: WNLRTRBMVRJNCN-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
(5)Std. InChIKey: WNLRTRBMVRJNCN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 680mg/kg (680mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BLOOD: HEMORRHAGE
Journal of Agricultural and Food Chemistry. Vol. 5, Pg. 759, 1957.
mouse LD50 oral 1900mg/kg (1900mg/kg) GASTROINTESTINAL: OTHER CHANGES Journal of Agricultural and Food Chemistry. Vol. 5, Pg. 759, 1957.
rabbit LD50 oral > 11gm/kg (11000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(9), Pg. 72, 1983.
rat LD50 intraperitoneal 275mg/kg (275mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES

BLOOD: HEMORRHAGE
Journal of Agricultural and Food Chemistry. Vol. 5, Pg. 759, 1957.
rat LD50 oral > 11gm/kg (11000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(9), Pg. 72, 1983.