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03761

Sigma-Aldrich

Fumaric acid

tested according to USP/NF

Synonym(s):

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

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About This Item

Linear Formula:
HOOCCH=CHCOOH
CAS Number:
110-17-8
Molecular Weight:
116.07
Beilstein:
605763
EC Number:
203-743-0
MDL number:
MFCD00002700
UNSPSC Code:
12352100
eCl@ss:
39021709
PubChem Substance ID:
329747799
NACRES:
NA.21

Agency

tested according to USP/NF

Quality Level

200

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)

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 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
GHS07

Signal Word

Warning

Hazard Statements

H319

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH8696
BCCD2812
BCCC5830
BCBV1149
BCBT1210

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Maleic acid United States Pharmacopeia (USP) Reference Standard

USP

1374500

Maleic acid

Maleic acid ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

M0375

Maleic acid

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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