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03761

Sigma-Aldrich

Fumaric acid

tested according to USP/NF

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Synonym(s):
(2E)-2-Butenedioic acid, trans-Butenedioic acid, Acidum fumaricum
Linear Formula:
HOOCCH=CHCOOH
CAS Number:
Molecular Weight:
116.07
Beilstein:
605763
EC Number:
MDL number:
eCl@ss:
39021709
PubChem Substance ID:
NACRES:
NA.21

Agency

tested according to USP/NF

Quality Level

vapor pressure

1.7 mmHg ( 165 °C)

Assay

≥99.5%

form

fine crystals
powder

autoignition temp.

1364 °F

expl. lim.

40 %

mp

298-300 °C (subl.) (lit.)

application(s)

pharmaceutical (small molecule)

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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This Item
W24880047910PHR1270
Fumaric acid tested according to USP/NF

Sigma-Aldrich

03761

Fumaric acid

Fumaric acid FCC, FG

Sigma-Aldrich

W248800

Fumaric acid

Fumaric acid ≥99.0% (T)

Sigma-Aldrich

47910

Fumaric acid

Fumaric Acid Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1270

Fumaric Acid

vapor pressure

1.7 mmHg ( 165 °C)

vapor pressure

1.7 mmHg ( 165 °C)

vapor pressure

1.7 mmHg ( 165 °C)

vapor pressure

1.7 mmHg ( 165 °C)

assay

≥99.5%

assay

-

assay

≥99.0% (T)

assay

-

form

fine crystals, powder

form

powder or crystals

form

powder

form

-

mp

298-300 °C (subl.) (lit.)

mp

298-300 °C (subl.) (lit.)

mp

298-300 °C (subl.) (lit.)

mp

298-300 °C (subl.) (lit.)

Quality Level

200

Quality Level

400

Quality Level

200

Quality Level

300

General description

Fumaric acid or trans-butenedioic acid, is crystalline compound that occurs widely in nature.

Application

Fumaric acid may be used in the preparation of L-Lysine-fumaric acid crystals.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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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UV-curable methacrylated/fumaric acid modified epoxy as a potential support for enzyme immobilization.
Kahraman MV, et al.
Reactive functional Polymers, 67(2), 97-103 (2007)
C J Newbold et al.
The British journal of nutrition, 94(1), 27-35 (2005-08-24)
Fifteen potential precursors of propionate were tested for their ability to decrease CH4 production by ruminal fluid in vitro. Sodium acrylate and sodium fumarate produced the most consistent effects in batch cultures, with 50 % of the added precursors being
Comparison of dilute mineral and organic acid pretreatment for enzymatic hydrolysis of wheat straw.
Kootstra AMJ, et al.
Biochemical Engineering Journal, 46(2), 126-131 (2009)
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)

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