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247537

Sigma-Aldrich

Oxalic acid dihydrate

ACS reagent, ≥99%

Synonym(s):

Ethanedioic acid dihydrate

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100 G
€40.70
500 G
€116.00
2.5 KG
€330.00

About This Item

Linear Formula:
HO2CCO2H · 2H2O
CAS Number:
Molecular Weight:
126.07
Beilstein:
3679436
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39021701
PubChem Substance ID:
NACRES:
NA.21
grade:
ACS reagent

€40.70


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grade

ACS reagent

Quality Level

vapor density

4.4 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

≥99%
99.5-102.5% (ACS specification)

form

solid

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)

functional group

carboxylic acid

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.[1]

Application

Oxalic acid dihydrate may be used:
  • As a catalyst in the preparation of tetrahydroquinoline derivatives via imino Diels-Alder reaction.[2]
  • As a homogeneous catalyst in the preparation of highly functionalized piperidines via multi-component reaction.[3]
  • As an oxidant for the formation of triazolinediones from corresponding urazoles and bisurazoles via oxidation.[4]
  • In the transformation of thiols to nitrosothiols by reacting with sodium nitrite.[5]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Customers Also Viewed

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)
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)
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)
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)
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)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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