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93598

Supelco

Itaconic acid

analytical standard

Sinónimos:

Methylenesuccinic acid

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About This Item

Fórmula lineal:
HO2CCH2C(=CH2)CO2H
Número de CAS:
97-65-4
Peso molecular:
130.10
Beilstein/REAXYS Number:
1759501
EC Number:
202-599-6
MDL number:
MFCD00004260
UNSPSC Code:
85151701
PubChem Substance ID:
329770255
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥96.0% (GC)

autoignition temp.

1472 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤0.5% water

mp

165-168 °C (lit.)

density

1.573 g/mL at 25 °C (lit.)

format

neat

SMILES string

OC(=O)CC(=C)C(O)=O

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

InChI key

LVHBHZANLOWSRM-UHFFFAOYSA-N

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General description

Itaconic acid, an unsaturated dicarbonic organic acid, is a metabolic product of Aspergillus itaconicus.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

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Certificados de análisis (COA)

Lot/Batch Number
BCCK5860
BCCF4378
BCBZ8506
BCBS8239V
BCBM5222V

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Tobias Klement et al.
Bioresource technology, 135, 422-431 (2013-01-10)
In the last years, itaconic acid has gained increasing interest as future bio-based platform chemical. To replace petrol-based compounds such as methacrylic acid in industry, the economic efficiency of the current biotechnological production processes with the fungus Aspergillus terreus has
Jahminy Sasikaran et al.
Nature chemical biology, 10(5), 371-377 (2014-03-25)
Itaconate (methylenesuccinate) was recently identified as a mammalian metabolite whose production is substantially induced during macrophage activation. This compound is a potent inhibitor of isocitrate lyase, a key enzyme of the glyoxylate cycle, which is a pathway required for the
Sambamurthy K.
Pharmaceutical Biotechnology, 56(3-4), 289-295 (2006)
T Willke et al.
Applied microbiology and biotechnology, 56(3-4), 289-295 (2001-09-11)
Itaconic acid (IA) is an unsaturated dicarbonic organic acid. It can easily be incorporated into polymers and may serve as a substitute for petrochemical-based acrylic or methacrylic acid. It is used at 1-5% as a co-monomer in resins and also
Mitsuyasu Okabe et al.
Applied microbiology and biotechnology, 84(4), 597-606 (2009-07-25)
More than 80,000 tons of itaconic acid (IA) is produced worldwide each year and is sold at a price of around US$ 2/kg. The IA production yield from sugar is higher than 80 g/l. The widespread use of IA in
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