Oxalic Acid
Oxalic acid is an organic acid with the systematic name ethanedioic acid and formula HO2C−CO2H; its usual form is that of the crystalline hydrate, (COOH)2·2H2O.
Typically, oxalic acid occurs as the dihydrate with the formula C2H2O4·2H2O.
Oxalic acid is the simplest dicarboxylic acid. Oxalic acid is a white crystalline solid that forms a colorless solution in water.
Oxalic acid is widely used as an acid rinse in laundries, where it is effective in removing rust and ink stains because it converts most insoluble iron compounds into a soluble complex ion.
Oxalic Acid is the chief constituent of many commercial preparations used for removing scale from automobile radiators.
Substance identity
EC / List no.: 205-634-3
CAS no.: 144-62-7
Mol. formula: C2H2O4
Applications of Oxalic Acid:
Pharmaceutical
Textile
Rare Earth Metals
Chemical
Metal Processing
Other Applications
Oxalic acid is majorly applied as an acid wash in household and commercial facilities where Oxalic acid is beneficial in removing corrosion and dirty stains because it converts the bulk of indissoluble iron complexes into a dissoluble complex ion.
Because of similar reason, it is the primary component of several commercial treatments intended to remove scale from vehicle radiators.
A naturally occurring substance called oxalic acid is present in a wide variety of plants and vegetables, including spinach, rhubarb, and cocoa.
The market is anticipated to expand at a substantial rate as a result of rising demand from various user industries and expanding knowledge about environmentally friendly cleaning products.
In the medical industry, oxalic acid is widely used to create medicines including tetracycline, borneol, Terramycin, and other antibiotics.
In the pharmaceutical sector, acid is used to purify or diluted certain substances. On the other hand, there is little proof that this acid has any positive effects on health.
When oxalic acid is organic and unprocessed, it is not lethal.
As a result, the extension of the pharmaceutical sector has substantially supported the growth of the global oxalic acid market.
Additionally, Oxalic acid is mostly employed in industrial processes for processing minerals.
People who work in the Fabric business can also use oxalic acid to disinfect instruments and bleach garments.
In the discipline of chemistry, there have been major advancements in the use of oxalic acid in recent years.
Production of graphene, a substance with tremendous promise for a variety of uses, including electronics, energy storage, and environmental remediation, is one of the most exciting recent advances.
In the synthesis of graphene, oxalic acid has been successfully employed as a reducing agent, enabling the synthesis of high-quality, large-scale graphene sheets with good electrical and mechanical characteristics.
Oxalic acid-produced graphene also exhibits better stability and greater toughness.
Exciting advancements in catalysis are another area where oxalic acid is being used.
Oxalic acid is a crucial ingredient in the manufacture of numerous compounds because it may function as a catalyst in a variety of chemical processes.
Oxalic acid’s name comes from the fact that early investigators isolated oxalic acid from flowering plants of the genus Oxalis, commonly known as wood-sorrels.
Oxalic acid occurs naturally in many foods. Excessive ingestion of oxalic acid or prolonged skin contact can be dangerous.
Oxalic acid has much greater acid strength than acetic acid.
Oxalic acid is a reducing agent and its conjugate base, known as oxalate (C2O2−4), is a chelating agent for metal cations.
Preferred IUPAC name: Oxalic acid
Systematic IUPAC name: Ethanedioic acid
Other names: Wood bleach, Crab Acid, (Carboxyl)carboxylic acid, Carboxylformic acid, Dicarboxylic acid, Diformic acid
Identifiers
CAS Number
144-62-7 (anhydrous)
6153-56-6 (dihydrate)
Properties
Chemical formula: C2H2O4
Molar mass:
90.034 g·mol−1 (anhydrous)
126.065 g·mol−1 (dihydrate)
Appearance: White crystals
Odor: Odorless
Density: 1.90 g·cm3 (anhydrous, at 17 °C)
1.653 g·cm−3 (dihydrate)
Melting point 189 to 191 °C (372 to 376 °F; 462 to 464 K)
101.5 °C (214.7 °F; 374.6 K) dihydrate
Solubility in water: 46.9 g/L (5 °C), 57.2 (10 °C), 75.5 (15 °C), 95.5 (20 °C), 118 (25 °C), 139 (30 °C)
Solubility:
237 g/L (15 °C) in ethanol
14 g/L (15 °C) in diethyl ether
Vapor pressure <0.001 mmHg (20 °C)
Acidity (pKa): 1.25, 4.14
Conjugate base Hydrogenoxalate
Magnetic susceptibility (χ): −60.05·10−6 cm3/mol
Thermochemistry
Heat capacity (C): 91.0 J·mol−1·K−1
Std molar entropy (S⦵298): 109.8 J·mol−1·K−1
Std enthalpy of formation (ΔfH⦵298): −829.9 kJ·mol−1
Applications of Oxalic Acid:
Oxalic acid’s main applications include cleaning or bleaching, especially for the removal of rust (iron complexing agent).
Oxalic acid’s utility in rust removal agents is due to its forming a stable, water-soluble salt with ferric iron, ferrioxalate ion.
Oxalic acid is an ingredient in some tooth whitening products.
About 25% of produced oxalic acid will be used as a mordant in dyeing processes.
Oxalic acid is also used in bleaches, especially for pulpwood, and for rust removal and other cleaning, in baking powder, and as a third reagent in silica analysis instruments.
Oxalic acid is extensively used as a cleaning agent and metal polishing agent in various industries such as automotive, construction, and aerospace.
Oxalic acid is used as a bleaching agent and mordant in the textile industry.
Additionally, it acts as a natural cleaning agent, and its demand is expected to grow as consumers become increasingly aware of the benefits of using sustainable cleaning agents.
Moreover, Oxalic acid has a wide application in the pharmaceutical industry is it used as a raw material in the production of various pharmaceutical products, including antibiotics, antiseptics, and bleaching agents.
For instance, oxalic acid is used in the production of ciprofloxacin, which is an antibiotic used to treat various bacterial infections.
Oxalic acid is also used in the production of antiseptics like potassium permanganate solution, which is used to treat skin conditions such as eczema and fungal infections.
The oxalic acid market is broadly segmented into grade and application.
The grade segment is further categorized into standard, technical or pharma.
The application segment is further subdivided into reducing agents and bleaching & purifying agents.
Niche uses of Oxalic Acid:
Honeybee coated with oxalate crystals
Oxalic acid is used by some beekeepers as a miticide against the parasitic varroa mite.
Dilute solutions (0.05–0.15 M) of oxalic acid can be used to remove iron from clays such as kaolinite to produce light-colored ceramics.
Oxalic acid can be used to clean minerals like many other acids. Two such examples are quartz crystals and pyrite.
Oxalic acid is sometimes used in the aluminum anodizing process, with or without sulfuric acid.[56] Compared to sulfuric acid anodizing, the coatings obtained are thinner and exhibit lower surface roughness.
Oxalic acid is also widely used as a wood bleach, most often in its crystalline form to be mixed with water to its proper dilution for use.
Semiconductor industry
Oxalic acid is also used in electronic and semiconductor industries. In 2006 it was reported being used in electrochemical–mechanical planarization of copper layers in the semiconductor devices fabrication process.
oxalic acid
ethanedioic acid
144-62-7
Aktisal
Aquisal
oxalate
Oxiric acid
Oxaalzuur
Oxalsaeure
Kyselina stavelova
Acidum oxalicum
Acide oxalique
Acido ossalico
Caswell No. 625
Ethanedionic acid
NCI-C55209
Ethane-1,2-dioic acid
Oxaalzuur [Dutch]
Oxalsaeure [German]
Oxalicacid
Acide oxalique [French]
CCRIS 1454
Acido ossalico [Italian]
EPA Pesticide Chemical Code 009601
HSDB 1100
Kyselina stavelova [Czech]
HOOCCOOH
AI3-26463
NSC 62774
Ethandisaeure
C2H2O4
BRN 0385686
EINECS 205-634-3
H2ox
UNII-9E7R5L6H31
Oxalic acid anhydrous
DTXSID0025816
CHEBI:16995
Oxalic acid (aqueous)
9E7R5L6H31
MFCD00002573
NSC-62774
DTXCID805816
EC 205-634-3
4-02-00-01819 (Beilstein Handbook Reference)
Oxalic Acid Dianion
C00209
Oxalic acid alpha polymorph
Oxalic acid diammonium salt
C2H2O4.Mg
Wood bleach
C2-H2-O4.Mg
Acid, Oxalic
CAS-144-62-7
OXD
OXALIPLATIN IMPURITY A (EP IMPURITY)
OXALIPLATIN IMPURITY A [EP IMPURITY]
NSC115893
[Ethanedioato(2-)-?O1,?O2]-magnesium
Ethanedioic acid, uranium(4) salt (2:1)
Ethanedionate
Oksalsyre
Oxagel
2dua
2hwg
Anhydrous oxalic acid
Ethane-1,2-dioate
Oxalic acid, 98%
Oxalic acid (8CI)
oxalic acid 2 hydrate
Oxalic acid, anhydrous
Oxalic acid 2-Hydrate
1o4n
1t5a
OXA (CHRIS Code)
Oxalate standard for IC
WLN: QVVQ
Ethanedioic acid (9CI)
OXALIC ACID [MI]
Oxalic acid dihydrate ACS
Ultraplast Activate S 52
bmse000106
D0U7BY
Oxalic Acid Low Ash Grade
OXALIC ACID [HSDB]
OXALIC ACID [INCI]
NCIOpen2_000770
NCIOpen2_001022
NCIOpen2_001042
NCIOpen2_001202
NCIOpen2_008831
OXALIC ACID [VANDF]
TETRADECANOIC-D27ACID
OXALIC ACID [WHO-DD]
Oxalic acid, AR, >=99%
Oxalic acid, LR, >=98%
CHEMBL146755
Oxalic acid, analytical standard
BDBM14674
bis(5-azaspiro[2.5]octan-8-ol)
C2-H2-O4
HY-Y0262
NSC62774
STR01359
EINECS 271-678-5
Tox21_202122
Tox21_303346
BBL003000
bis((2R)-azetidine-2-carbonitrile)
LS-851
NCI-55209
s9354
STK379550
AKOS005449445
CCG-266020
DB03902
SB40938
SB40959
SB40985
Oxalic acid, ReagentPlus(R), >=99%
NCGC00249170-01
NCGC00257376-01
NCGC00259671-01
BP-21133
Oxalic acid 10 microg/mL in Acetonitrile
Oxalic acid, anhydrous; (Ethanedioic acid)
Oxalic acid, SAJ first grade, >=97.0%
bis(1-(3-methyloxetan-3-yl)ethan-1-amine)
CS-0013716
FT-0657506
Oxalic acid, Vetec(TM) reagent grade, 98%
EN300-16428
EC 271-678-5
Oxalic acid, purum, anhydrous, >=97.0% (RT)
Q184832
J-007978
F1B1B2D7-C290-4CE6-8550-F25B202AFADE
F2191-0257
Oxalic acid, puriss. p.a., anhydrous, >=99.0% (RT)
Oxalic acid, purified grade, 99.999% trace metals basis
InChI=1/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6
Oxalate standard for IC, 1.000 g/L in H2O, analytical standard
48J
Substance names and other identifiers
Regulatory process names
Acide oxalique
Acido ossalico
Acidum oxalicum
Aktisal
Aquisal
Ethanedioic acid
Kyselina stavelova
Oxaalzuur
Oxalate
Oxalic acid
Oxalsaeure
Oxiric acid
Translated names
acid oxalic (ro)
acide oxalique (fr)
acido ossalico (it)
kwas szczawiowy (pl)
kyselina šťaveľová (sk)
Oksaalhape (et)
Oksaalihappo (fi)
oksalna kiselina (hr)
oksalna kislina (sl)
oksalo rūgštis (lt)
oksalsyre (no)
oxaalzuur (nl)
oxalsyra (sv)
oxalsyre (da)
Oxalsäure (de)
oxálsav (hu)
skābeņskābe (lv)
ácido oxálico (es)
ácido oxálico (pt)
šťavelová kyselina (cs)
οξαλικό οξύ (el)
оксалова киселина (bg)
IUPAC names
acide oxalique
ethandioic acid
Ethanedioic acid
ethanedioic acid
Ethanedioic acid , Oxalate
ETHANEDIOIC ACID, DIHYDRATE
Ethanedioic acid, dihydrate
ethanedionic acid
Oxalic Acid
Oxalic acid
oxalic acid
Oxalic Acid
Oxalic acid
oxalic acid
Oxalic acid dihydrate
Trade names
Aktisal
Aquisal
Ethanedioic acid (9CI)
Nano grip
Oxalic Acid
Oxalic acid
oxalic acid
Oxalic acid (8CI)
Oxalic acid cry
Other identifiers
144-62-7 [RN]
218-181-1 [EINECS]
231-791-2 [EINECS]
385686 [Beilstein]
Acide oxalique [French] [ACD/IUPAC Name]
Acido ossalico [Italian]
ethane-1,2-dioic acid
Kyselina stavelova [Czech]
MFCD00002573 [MDL number]
Oxaalzuur [Dutch]
Oxalic acid [ACD/IUPAC Name] [Wiki]
Oxalic acid concentrate
Oxalsaeure [German]
Oxalsäure [German] [ACD/IUPAC Name]
19646-07-2 [RN]
2-Oxo-2-oxonioacetate
68603-87-2 [RN]
Aktisal
Anhydrous oxalic acid
Aquisal
Ethandisaeure
Ethane-1,2-dioate
ethanedioic acid [ACD/Index Name]
Ethanedionic acid
HOOCCOOH
Hydroxydiketone
Oxagel
Oxalic acid-d2
Oxalic acidmissing
OXD
Oxiric acid
OXL
STR01359
Ultraplast Activate S 52
WLN: QVVQ