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Merck

47910

Fumaric acid

≥99.0% (T), powder

Synonym(s):

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

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About This Item

Linear Formula:
HOOCCH=CHCOOH
CAS Number:
110-17-8
Molecular Weight:
116.07
NACRES:
NA.21
PubChem Substance ID:
329757345
eCl@ss:
39021709
UNSPSC Code:
12352100
EC Number:
203-743-0
MDL number:
MFCD00002700
Beilstein/REAXYS Number:
605763
Assay:
≥99.0% (T)
Form:
powder

Key Documents

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Product Name

Fumaric acid, ≥99.0% (T)

InChI key

VZCYOOQTPOCHFL-OWOJBTEDSA-N

InChI

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

SMILES string

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

vapor pressure

1.7 mmHg ( 165 °C)

grade

purum

assay

≥99.0% (T)

form

powder

autoignition temp.

1364 °F

expl. lim.

40 %

mp

298-300 °C (subl.) (lit.)

solubility

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

functional group

carboxylic acid

Quality Level

200

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General description

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.

Analysis Note

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

523.4 °F

flash_point_c

273 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

47910-VAR: + 47910-1KG: + 47910-5G: + 47910-25G: + 47910-10MG-KC: + 47910-100G: + 47910-BULK:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD4003
BCCB9913
BCCB7430
BCCB3936
BCCB3232

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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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