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Merck

A3412

cis-Aconitic acid

≥98%

Synonym(s):

cis-Propene-1,2,3-tricarboxylic acid

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All Photos(4)

About This Item

Linear Formula:
HO2CCH2C(CO2H)=CHCO2H
CAS Number:
585-84-2
Molecular Weight:
174.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653844
MDL number:
MFCD00063184
Beilstein/REAXYS Number:
1725829

Product Name

cis-Aconitic acid, ≥98%

InChI key

GTZCVFVGUGFEME-IWQZZHSRSA-N

SMILES string

OC(=O)C\C(=C\C(O)=O)C(O)=O

InChI

1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1-

assay

≥98%

form

powder

mp

122 °C (lit.)

storage temp.

−20°C

Quality Level

200

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Application

cis-Aconitic acid can be used as a standard for the determination of organic acids in plant tissues.

Disclaimer

May form trans isomer upon prolonged storage

General description

cis-Aconitic acid is an organic acid mainly found in plants. It is one of the intermediates formed during citric acid cycle.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000502913
0000502914
0000502915
0000502913
0000482400

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Ramji Rathod et al.
Metabolites, 10(3) (2020-03-18)
The tricarboxylic acid (TCA) cycle is a central part of carbon and energy metabolism, also connecting to glycolysis, amino acid, and lipid metabolism. The quantitation of the TCA cycle intermediate within one method is lucrative due to the interest in
Esterification and gas chromatography of some acids of the tricarboxylic acid cycle.
McKeown G G and Read S I
Analytical Chemistry, 37(13), 1780-1781 (1965)
Determination of organic acids in tissues and exudates of maize, lupin, and chickpea by high-performance liquid chromatography? tandem mass spectrometry.
Erro J, et al.
Journal of Agricultural and Food Chemistry, 57(10), 4004-4010 (2009)
Junyoung Kim et al.
Scientific reports, 7, 39768-39768 (2017-01-05)
Itaconate, a C5 unsaturated dicarboxylic acid, is an important chemical building block that is used in manufacturing high-value products, such as latex and superabsorbent polymers. Itaconate is produced by fermentation of sugars by the filamentous fungus Aspergillus terreus. However, fermentation
Federico Rojas et al.
PLoS neglected tropical diseases, 15(4), e0009284-e0009284 (2021-04-29)
The ability to reproduce the developmental events of trypanosomes that occur in their mammalian host in vitro offers significant potential to assist in understanding of the underlying biology of the process. For example, the transition from bloodstream slender to bloodstream
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