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W248800

Sigma-Aldrich

Fumaric acid

FCC, FG

Synonym(s):

Boletic acid, Lichenic acid, Trans-1,2-ethylenedicarboxylic acid

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About This Item

Linear Formula:
HOOCCH=CHCOOH
CAS Number:
110-17-8
Molecular Weight:
116.07
FEMA Number:
2488
Beilstein:
605763
EC Number:
203-743-0
Council of Europe no.:
25
MDL number:
MFCD00002700
UNSPSC Code:
12164502
PubChem Substance ID:
24900967
Flavis number:
8.025
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.350
FDA 21 CFR 175.105

vapor pressure

1.7 mmHg ( 165 °C)

form

powder or crystals

autoignition temp.

1364 °F

expl. lim.

40 %

mp

298-300 °C (subl.) (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

odorless

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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Application

Fumaric acid is commonly used as a flavoring agent in food industries because of its sour, or acidic flavor. It has low water solubility. In order to increase its application in various foods, fumaric acid is used along with dioctyl sodium sulfosuccinate, a wetting agent.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fumaric acid: production and separation
Ilica Roxana-Andreea, et al.
Biotechnology Letters, 41(1), 47-57 (2019)
Organic and Fatty Acid Production, Microbial
Encyclopedia of Microbiology (2009)
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
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
Emine Akar et al.
Carbohydrate polymers, 90(4), 1634-1641 (2012-09-05)
A novel biodegradable sodium carboxymethyl cellulose (NaCMC)-based hydrogel was synthesized by using fumaric acid (FA) as a crosslinking agent at various ratios. Hydrogels (CMCF) were characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), X-ray
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