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Merck
CN

27488

Citric acid

puriss. p.a., ACS reagent, anhydrous, ≥99.5% (T)

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About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
Molecular Weight:
192.12
EC Number:
201-069-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
782061
MDL number:
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grade

ACS reagent, puriss. p.a.

assay

≥99.5% (T)

expl. lim.

8 %, 65 °F

ign. residue

≤0.02% (as SO4)

loss

≤0.5% loss on drying, 110 °C

pKa 

(1) 3.13, (2) 4.76, (3) 6.4

mp

153-159 °C (lit.)

anion traces

chloride (Cl-): ≤5 mg/kg, oxalate (C2O42-): ≤500 mg/kg, phosphate (PO43-): ≤5 mg/kg, sulfate (SO42-): ≤20 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤3 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤2 mg/kg, Zn: ≤5 mg/kg

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O

InChI

1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

KRKNYBCHXYNGOX-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)



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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Joséphine Beck et al.
Bioorganic & medicinal chemistry letters, 18(13), 3764-3768 (2008-06-03)
The title compound 4 has been prepared in four steps from ethylglycinate in 63% overall yield. This amino analog of citric acid has been co-crystallized with the class A beta-lactamase BS3 of Bacillus licheniformis and the structure of the complex
Joséphine Beck et al.
Bioorganic & medicinal chemistry letters, 19(13), 3593-3597 (2009-05-27)
Aminocitrate (and homolog) derivatives have been prepared by bis-alkylation of glycinate Schiff bases with bromoacetates (and ethyl acrylate), followed by N-acylation and esters (partial or complete) deprotection. Aminoisocitrate was similarly obtained by mono-alkylation with diethyl fumarate. Evaluation against representative beta-lactamases
David A Robinson et al.
Journal of medicinal chemistry, 49(4), 1282-1290 (2006-02-17)
The crystal structures of the type II dehydroquinase (DHQase) from Helicobacter pylori in complex with three competitive inhibitors have been determined. The inhibitors are the substrate analogue 2,3-anhydroquinate (FA1), citrate, and an oxoxanthene sulfonamide derivative (AH9095). Despite the very different