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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
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
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Pression de vapeur

1.7 mmHg ( 165 °C)

Niveau de qualité

200

Qualité

purum

Essai

≥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

Groupe fonctionnel

carboxylic acid

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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Catégories apparentées

Description générale

Fumaric acid can be prepared by fermentation by employing Rhizopus species.[1][2] Recently, industrial-scale synthesis of fumaric acid from renewable feedstocks[3] and lignocellulosic biomass[4] has been proposed

Application

Fumaric acid has been used as a standard for the quantitative determination of phenolic compounds in nettle samples by HPLC.[5]
Fumaric acid may be used in the preparation of L-Lysine-fumaric acid crystals.[6] It may also be employed for the industrial manufacture of synthetic resins and eco-friendly/biodegradable polymers.[2]

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
BCCL1010
BCCL1009
BCCL1008
BCCD4003
BCCB9913

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Les clients ont également consulté

Slide 1 of 1

1 of 1

Fumaric acid European Pharmacopoeia (EP) Reference Standard

F0600000

Fumaric acid

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)
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)
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
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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