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A26357

Sigma-Aldrich

Adipic acid

99%

Synonym(s):

ADI-PURE® LGA adipic acid, ADI-PURE® high purity adipic acid, Hexanedioic acid

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About This Item

Linear Formula:
HOOC(CH2)4COOH
CAS Number:
124-04-9
Molecular Weight:
146.14
Beilstein/REAXYS Number:
1209788
EC Number:
204-673-3
MDL number:
MFCD00004420
UNSPSC Code:
12352106
eCl@ss:
39021711
PubChem Substance ID:
57653836
NACRES:
NA.21

vapor density

5 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 159.5 °C)

assay

99%

form

solid

autoignition temp.

788 °F

bp

265 °C/100 mmHg (lit.)

mp

151-154 °C (lit.)

solubility

H2O: soluble 23 g/L at 25 °C

SMILES string

OC(=O)CCCCC(O)=O

InChI

1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)

InChI key

WNLRTRBMVRJNCN-UHFFFAOYSA-N

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General description

Adipic acid is a straight-chain aliphatic dicarboxylic acid, commonly used in the manufacturing of nylon-6,6 and plasticizers. Conventionally it was manufactured from petrochemicals but in recent days it can be synthesized from renewable substrates by means of biological methods.

Application

Adipic acid can be used as a starting material in the preparation of:
  • Aliphatic polyesters by reacting with ethyleneglycol/1,3 propyleneglycol/1,4-butanediol using inorganic acid as a catalyst.
  • Cyclopentanone using a weak base such as Na2CO3.
  • Linear polybutylene adipate (PBA) having carboxylic acids at the terminals by reacting with 1,4-butanediol.

Legal Information

ADI-PURE is a registered trademark of Invista North America S.a.r.l.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

384.8 °F - closed cup

flash_point_c

196 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and characterization of high molecular weight branched PBA
Han Y, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 39(13), 2143-2150 (2001)
Migration resistant polymeric plasticizer for poly (vinyl chloride)
Lindstrom A and Hakkarainen M
Journal of Applied Polymer Science, 104(4), 2458-2467 (2007)
Biological production of adipic acid from renewable substrates: Current and future methods
Deng Y, et al.
Biochemical Engineering Journal, 105, 16-26 (2016)
Synthesis of aliphatic polyesters by polycondensation using inorganic acid as catalyst
Sokolsky-Papkov M, et al.
Polymers For Advanced Technologies, 22(5), 502-511 (2011)
Ketonic decarboxylation catalysed by weak bases and its application to an optically pure substrate
Renz M and Corma A
European Journal of Organic Chemistry, 2004(9), 2036-2039 (2004)
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