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47910

Sigma-Aldrich

Fumaric acid

≥99.0% (T)

Synonyme(s) :

(2E)-2-Butenedioic acid, trans-Butenedioic acid

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About This Item

Formule linéaire :
HOOCCH=CHCOOH
Numéro CAS:
110-17-8
Poids moléculaire :
116.07
Numéro Beilstein :
605763
Numéro CE :
203-743-0
Numéro MDL:
MFCD00002700
Code UNSPSC :
12352100
eCl@ss :
39021709
ID de substance PubChem :
329757345
Nomenclature NACRES :
NA.21

Pression de vapeur

1.7 mmHg ( 165 °C)

Niveau de qualité

200

Qualité

purum

Pureté

≥99.0% (T)

Forme

powder

Température d'inflammation spontanée

1364 °F

Limite d'explosivité

40 %

Pf

298-300 °C (subl.) (lit.)

Solubilité

95% ethanol: soluble 0.46 g/10 mL, clear, colorless

Chaîne SMILES 

OC(=O)\C=C\C(O)=O

InChI

1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+

Clé InChI

VZCYOOQTPOCHFL-OWOJBTEDSA-N

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Description générale

Fumaric acid can be prepared by fermentation by employing Rhizopus species. Recently, industrial-scale synthesis of fumaric acid from renewable feedstocks and lignocellulosic biomass has been proposed

Application

Fumaric acid has been used as a standard for the quantitative determination of phenolic compounds in nettle samples by HPLC.
Fumaric acid may be used in the preparation of L-Lysine-fumaric acid crystals. It may also be employed for the industrial manufacture of synthetic resins and eco-friendly/biodegradable polymers.

Remarque sur l'analyse

sublimes at 165°C at 1.7 mm pressure (Lit.)

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

523.4 °F

Point d'éclair (°C)

273 °C

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCD4003
BCCB9913
BCCB7430
BCCB3936
BCCB3232

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Transport and metabolism of fumaric acid in Saccharomyces cerevisiae in aerobic glucose-limited chemostat culture.
Shah, Mihir V., et al.
Yeast (2016)
High production of fumaric acid from xylose by newly selected strain Rhizopus arrhizus RH 7-13-9. Bioresource technology
Liu H, et al.
Bioresource Technology, 186, 348-350 (2015)
N Cao et al.
Applied and environmental microbiology, 62(8), 2926-2931 (1996-08-01)
An integrated system of simultaneous fermentation-adsorption for the production and recovery of fumaric acid from glucose by Rhizopus oryzae was investigated. The system was constructed such that growing Rhizopus mycelia were self-immobilized on the plastic discs of a rotary biofilm
Vibrational spectra and second harmonic generation in molecular complexes of L-lysine with L-tartaric, D, L-malic, acetic, arsenous, and fumaric acids.
Marchewka MK, et al.
Crystal Growth & Design, 3(4), 587-592 (2003)
Bas J Meussen et al.
Applied microbiology and biotechnology, 94(4), 875-886 (2012-04-25)
Rhizopus oryzae is a filamentous fungus belonging to the Zygomycetes. It is among others known for its ability to produce the sustainable platform chemicals L: -(+)-lactic acid, fumaric acid, and ethanol. During glycolysis, all fermentable carbon sources are metabolized to
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