Nitrite

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A resonance hybrid, showing the N-O bonds in the nitrite ion have a bond order of about 1.5, leaving most of the single negative charge shared between the terminal oxygen atoms

Space-filling model of NO₂⁻

The nitrite ion is NO₂⁻. The anion is bent, being isoelectronic with O₃.

A nitrite is either a salt or an ester of nitrous acid.

[edit] Examples

• nitrous acid, HNO₂
• sodium nitrite, NaNO₂
• methyl nitrite, CH₃NO₂
• alkyl nitrites, commonly known as poppers

See category for a bigger list.

[edit] Inorganic nitrites

In inorganic chemistry, nitrites are salts of nitrous acid HNO₂. They contain the nitrite ion NO₂⁻. Nitrites of the alkali and alkaline earth metals can be synthesized by reacting a mixture of nitrogen monoxide NO and nitrogen dioxide NO₂ with the corresponding metal hydroxide solution, as well as through the thermal decomposition of the corresponding nitrate. Other nitrites are available through the reduction of the corresponding nitrates.

The two canonical structures of NO₂⁻ which contribute to the resonance hybrid shown at the top of the article

Sodium nitrite is used for the "curing of meat" because it prevents bacterial growth and, in a reaction with the meat's myoglobin, gives the product a desirable dark red color. Because of the toxicity of nitrite (lethal dose of nitrite for humans is about 22 mg per kg body weight), the maximum allowed nitrite concentration in meat products is 200 ppm. Under certain conditions, especially during cooking, nitrites in meat can react with degradation products of amino acids, forming nitrosamines, which are known carcinogens.

Nitrite is detected and analyzed by the Griess Reaction, involving the formation of a deep penetration red-color azo dye upon treatment of a NO₂⁻-containing sample with sulfanilic acid and naphthyl-1-amine in the presence of acid.^[1]

Nitrite can be reduced to nitric oxide or ammonia by many species of bacteria.

[edit] Organic nitrites

Structure of the nitrosooxy functional group

In organic chemistry, nitrites are esters of nitrous acid and contain the nitrosooxy functional group. They possess the general formula RONO, where R is an aryl or alkyl group. Amyl nitrite is used in medicine for the treatment of heart diseases.

Nitrites should be confused neither with nitrates, the salts of nitric acid, nor with nitro compounds, though they share the formula RNO₂. The nitrite anion NO₂⁻ should not be confused with the nitronium cation NO₂⁺.

[edit] External links

• Case Studies in Environmental Medicine - Nitrate/Nitrite Toxicity

[edit] References

1. ^ The 125th Anniversary of the Griess Reagent by V. M. Ivanov in Journal of Analytical Chemistry, Vol. 59, No. 10, 2004, pp. 1002 – 1005. Translated from Zhurnal Analiticheskoi Khimii, Vol. 59, No. 10, 2004, pp. 1109 – 1112.