Oxalic Acid, Volumetric Standard, Secondary Reference Material, NIST Traceable

Name: Oxalic Acid, Volumetric Standard, Secondary Reference Material, NIST Traceable
Brand: Chempure

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CAS Number

144-62-7

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IUPAC name	oxalic acid
canonical smiles	C(=O)(C(=O)O)O
inchi	InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
inchi key	MUBZPKHOEPUJKR-UHFFFAOYSA-N
molecular formula	C2H2O4
synonyms	oxalic acid ethanedioic acid 144-62-7 oxalate Aktisal
Compound Description	Oxalic acid is an odorless white solid. Sinks and mixes with water. Oxalic acid is an alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2. It has a role as a human metabolite, a plant metabolite and an algal metabolite. It is a conjugate acid of an oxalate and an oxalate. Oxalic acid is a metabolite found in or produced by Escherichia coli . Oxalic Acid is a natural product found in Camellia sinensis, Microchloropsis, and other organisms with data available. Oxalic acid is a dicarboxylic acid. It is a colorless crystalline solid that dissolves in water to give colorless, acidic solutions. In terms of acid strength, it is much stronger than acetic acid. Oxalic acid, because of its di-acid structure can also act as a chelating agent for metal cations. About 25% of produced oxalic acid is used as a mordant in dyeing processes. It is also used in bleaches, especially for pulpwood. Oxalic acid's main applications include cleaning or bleaching, especially for the removal of rust. Oxalic acid is found in a number of common foods with members of the spinach family being particularly high in oxalates. Beat leaves, parsley, chives and cassava are quite rich in oxalate. Rhubarb leaves contain about 0.5% oxalic acid and jack-in-the-pulpit contains calcium oxalate crystals. Bacteria naturally produce oxalates from the oxidation of carbohydrates. At least two pathways exist for the enzyme-mediated formation of oxalate in humans. In one pathway, oxaloacetate can be hydrolyzed to oxalate and acetic acid by the enzyme oxaloacetase. Oxalic acid can also be generated from the dehydrogenation of glycolic acid, which is produced by the metabolism of ethylene glycol. Oxalate is a competitive inhibitor of lactate dehydrogenase . LDH catalyses the conversion of pyruvate to lactic acid oxidizing the coenzyme NADH to NAD+ and H+ concurrently. As cancer cells preferentially use aerobic glycolysis, inhibition of LDH has been shown to inhibit tumor formation and growth. However, oxalic acid is not particularly safe and is considered a mild toxin. In particular, it is a well-known uremic toxin. In humans, ingested oxalic acid has an oral lowest-published-lethal-dose of 600 mg/kg. It has been reported that the lethal oral dose is 15 to 30 grams. The toxicity of oxalic acid is due to kidney failure caused by precipitation of solid calcium oxalate, the main component of kidney stones. Oxalic acid can also cause joint pain due to the formation of similar precipitates in the joints. A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. See also: Oxalic acid dihydrate ; Sodium Oxalate ... View More ...

Computed Properties

Molecular Weight:	90.03 g/mol
XLogP3:	-0.3
Hydrogen Bond Donor Count:	2
Hydrogen Bond Acceptor Count:	4
Rotatable Bond Count:	1
Exact Mass:	89.99530854 g/mol
Monoisotopic Mass:	89.99530854 g/mol
Topological Polar Surface Area:	74.6 Å²
Heavy Atom Count:	6
Formal Charge:	0
Complexity:	71.5
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	0
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 4 (100%) Acute Tox. 4 (99.84%) Eye Dam. 1 (31.13%) STOT RE 2 (13.51%) Acute toxicity - category 4 Skin corrosion - category 1B Specific target organ toxicity (repeated exposure) - category 2 Acute toxicity (Oral) - Category 4 Skin corrosion/irritation - Category 1 Serious eye damage/eye irritation - Category 1 Reproductive toxicity - Category 2 Specific target organ toxicity - Single exposure - Category 2 (respiratory system) Specific target organ toxicity - Repeated exposure - Category 1 (kidney) Hazardous to the aquatic environment (Acute) - Category 3 Skin corrosion/irritation - Category 2 Specific target organ toxicity - Single exposure - Category 1 (nervous system)_x000D_ Category 3 (respiratory tract irritation) Specific target organ toxicity - Repeated exposure - Category 1 (urinary system) Hazardous to the aquatic environment (Long-term) - Category 3 Corrosives Acute Tox. 4 *
precautionary statement codes	P260, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P354+P338, P317, P319, P321, P330, P362+P364, and P501
hazard statements	H302+H312 (10.02%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal] H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H312 (99.84%): Harmful in contact with skin [Warning Acute toxicity, dermal] H318 (31.13%): Causes serious eye damage [Danger Serious eye damage/eye irritation] H373 (13.51%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

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About this item

IUPAC name	oxalic acid
canonical smiles	C(=O)(C(=O)O)O
inchi	InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
inchi key	MUBZPKHOEPUJKR-UHFFFAOYSA-N
molecular formula	C2H2O4
synonyms	oxalic acid ethanedioic acid 144-62-7 oxalate Aktisal
Compound Description	Oxalic acid is an odorless white solid. Sinks and mixes with water. Oxalic acid is an alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2. It has a role as a human metabolite, a plant metabolite and an algal metabolite. It is a conjugate acid of an oxalate and an oxalate. Oxalic acid is a metabolite found in or produced by Escherichia coli . Oxalic Acid is a natural product found in Camellia sinensis, Microchloropsis, and other organisms with data available. Oxalic acid is a dicarboxylic acid. It is a colorless crystalline solid that dissolves in water to give colorless, acidic solutions. In terms of acid strength, it is much stronger than acetic acid. Oxalic acid, because of its di-acid structure can also act as a chelating agent for metal cations. About 25% of produced oxalic acid is used as a mordant in dyeing processes. It is also used in bleaches, especially for pulpwood. Oxalic acid's main applications include cleaning or bleaching, especially for the removal of rust. Oxalic acid is found in a number of common foods with members of the spinach family being particularly high in oxalates. Beat leaves, parsley, chives and cassava are quite rich in oxalate. Rhubarb leaves contain about 0.5% oxalic acid and jack-in-the-pulpit contains calcium oxalate crystals. Bacteria naturally produce oxalates from the oxidation of carbohydrates. At least two pathways exist for the enzyme-mediated formation of oxalate in humans. In one pathway, oxaloacetate can be hydrolyzed to oxalate and acetic acid by the enzyme oxaloacetase. Oxalic acid can also be generated from the dehydrogenation of glycolic acid, which is produced by the metabolism of ethylene glycol. Oxalate is a competitive inhibitor of lactate dehydrogenase . LDH catalyses the conversion of pyruvate to lactic acid oxidizing the coenzyme NADH to NAD+ and H+ concurrently. As cancer cells preferentially use aerobic glycolysis, inhibition of LDH has been shown to inhibit tumor formation and growth. However, oxalic acid is not particularly safe and is considered a mild toxin. In particular, it is a well-known uremic toxin. In humans, ingested oxalic acid has an oral lowest-published-lethal-dose of 600 mg/kg. It has been reported that the lethal oral dose is 15 to 30 grams. The toxicity of oxalic acid is due to kidney failure caused by precipitation of solid calcium oxalate, the main component of kidney stones. Oxalic acid can also cause joint pain due to the formation of similar precipitates in the joints. A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. See also: Oxalic acid dihydrate ; Sodium Oxalate ... View More ...

Computed Properties

Molecular Weight:	90.03 g/mol
XLogP3:	-0.3
Hydrogen Bond Donor Count:	2
Hydrogen Bond Acceptor Count:	4
Rotatable Bond Count:	1
Exact Mass:	89.99530854 g/mol
Monoisotopic Mass:	89.99530854 g/mol
Topological Polar Surface Area:	74.6 Å²
Heavy Atom Count:	6
Formal Charge:	0
Complexity:	71.5
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	0
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 4 (100%) Acute Tox. 4 (99.84%) Eye Dam. 1 (31.13%) STOT RE 2 (13.51%) Acute toxicity - category 4 Skin corrosion - category 1B Specific target organ toxicity (repeated exposure) - category 2 Acute toxicity (Oral) - Category 4 Skin corrosion/irritation - Category 1 Serious eye damage/eye irritation - Category 1 Reproductive toxicity - Category 2 Specific target organ toxicity - Single exposure - Category 2 (respiratory system) Specific target organ toxicity - Repeated exposure - Category 1 (kidney) Hazardous to the aquatic environment (Acute) - Category 3 Skin corrosion/irritation - Category 2 Specific target organ toxicity - Single exposure - Category 1 (nervous system)_x000D_ Category 3 (respiratory tract irritation) Specific target organ toxicity - Repeated exposure - Category 1 (urinary system) Hazardous to the aquatic environment (Long-term) - Category 3 Corrosives Acute Tox. 4 *
precautionary statement codes	P260, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P354+P338, P317, P319, P321, P330, P362+P364, and P501
hazard statements	H302+H312 (10.02%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal] H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H312 (99.84%): Harmful in contact with skin [Warning Acute toxicity, dermal] H318 (31.13%): Causes serious eye damage [Danger Serious eye damage/eye irritation] H373 (13.51%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Product No: EE5273

Oxalic Acid, Volumetric Standard, Secondary Reference Material, NIST Traceable

Product No: EE5273

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

About this item

Documentation

Certificate of Analysis

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Product No: EE5273

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

Require a Sample Certificate of Analysis (COA) ?