247537

Sigma-Aldrich

Oxalic acid dihydrate

ACS reagent, ≥99%

Sinónimos:
Ethanedioic acid dihydrate
Fórmula lineal:
HO2CCO2H · 2H2O
Número de CAS:
Peso molecular:
126.07
Beilstein/REAXYS Number:
3679436
EC Number:
MDL number:
eCl@ss:
39021701
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

ACS reagent

vapor density

4.4 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

assay

≥99%
99.5-102.5% (ACS specification)

impurities

H2SO4, passes test (darkened)
≤0.001% N compounds
≤0.005% insolubles

ign. residue

≤0.01%

mp

104-106 °C (lit.)

anion traces

chloride (Cl-): ≤0.002%
sulfate (SO42-): ≤0.005%

cation traces

Ca: ≤0.001%
Fe: ≤2 ppm
heavy metals: ≤5 ppm (by ICP-OES)

SMILES string

[H]O[H].[H]O[H].OC(=O)C(O)=O

InChI

1S/C2H2O4.2H2O/c3-1(4)2(5)6;;/h(H,3,4)(H,5,6);2*1H2

InChI key

GEVPUGOOGXGPIO-UHFFFAOYSA-N

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General description

Oxalic acid dihydrate is a promising candidate as a phase change material (PCM) for use in thermal energy storage (TES) technology due to its high heat of fusion and energy storage density/price ratio in comparison to other salt hydrates PCMs.

Application

Oxalic acid dihydrate may be used:
  • As a catalyst in the preparation of tetrahydroquinoline derivatives via imino Diels-Alder reaction.
  • As a homogeneous catalyst in the preparation of highly functionalized piperidines via multi-component reaction.
  • As an oxidant for the formation of triazolinediones from corresponding urazoles and bisurazoles via oxidation.
  • In the transformation of thiols to nitrosothiols by reacting with sodium nitrite.

Packaging

2.5 kg in poly bottle
100, 500 g in poly bottle

pictograms

CorrosionExclamation mark

signalword

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Effects of sodium chloride on the thermal behavior of oxalic acid dihydrate for thermal energy storage
Han L, et al
Applied Energy, 185, 762-767 (2017)
An Efficient Method for Production and Storage of Unstable S-Nitrosothiols Under Mild and Heterogeneous Condition with Sodium Nitrite and Oxalic Acid Dihydrate.
Zolfigol MA, et al.
Synthetic Communications, 29(13), 2277-2280 (1999)
One-pot five-component synthesis of highly functionalized piperidines using oxalic acid dihydrate as a homogenous catalyst.
Sajadikhah SS, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 23(5), 569-572 (2012)
A Convenient Method for the Oxidation of Urazoles to Their Corresponding Triazolinediones Under Mild and Heterogeneous Conditions with Sodium Nitrite and Oxalic Dihydrate.
Zolfigolo MA and Mallakpour SE.
Synthetic Communications, 29(22), 4061-4069 (1999)
Imino Diels-Alder reactions catalyzed by oxalic acid dihydrate. Synthesis of Tetrahydroquinoline derivatives.
Nagarajan R and Perumal PT.
Synthetic Communications, 31(11), 1733-1736 (2001)

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