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47910

Sigma-Aldrich

Fumaric acid

≥99.0% (T)

Sinónimos:

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

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About This Item

Fórmula lineal:
HOOCCH=CHCOOH
Número de CAS:
110-17-8
Peso molecular:
116.07
Beilstein/REAXYS Number:
605763
EC Number:
203-743-0
MDL number:
MFCD00002700
UNSPSC Code:
12352100
eCl@ss:
39021709
PubChem Substance ID:
329757345
NACRES:
NA.21

vapor pressure

1.7 mmHg ( 165 °C)

Quality Level

200

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

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.

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

wgk_germany

WGK 1

flash_point_f

523.4 °F

flash_point_c

273 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCL1010
BCCL1009
BCCL1008
BCCD4003
BCCB9913

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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
Tahar Ghnaya et al.
Chemosphere, 90(4), 1449-1454 (2012-10-03)
The implication of organic acids in Pb translocation was studied in two species varying in shoot lead accumulation, Sesuvium portulacastrum and Brassica juncea. Citric, fumaric, malic and α-cetoglutaric acids were separated and determined by HPLC technique in shoots, roots and
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