47910
Fumaric acid
≥99.0% (T)
Synonym(s):
(2E)-2-Butenedioic acid, trans-Butenedioic acid
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About This Item
Linear Formula:
HOOCCH=CHCOOH
CAS Number:
Molecular Weight:
116.07
Beilstein:
605763
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39021709
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
vapor pressure
1.7 mmHg ( 165 °C)
Quality Level
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
SMILES string
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+
InChI key
VZCYOOQTPOCHFL-OWOJBTEDSA-N
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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.
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.)
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
523.4 °F
Flash Point(C)
273 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
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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