Metanilic acid

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Metanilic acid
Metanilic acid.svg
Names
Preferred IUPAC name
3-Aminobenzene-1-sulfonic acid
Other names
3-Aminobenzenesulfonic acid
m-Anilinesulfonic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.067 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 204-473-6204-473-6
PubChem CID
UNII
UN number 2585
  • InChI=1S/C6H7NO3S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H,8,9,10)
  • Nc1cccc(S(=O)(=O)O)c1
Properties
C6H7NO3S
Molar mass 173.19 g·mol−1
AppearanceBeige powder
Density 1.69
Melting point >300 °C (lit.)
Less than 1 mg/mL at 22 °C (72 °F)
Acidity (pKa)3.74 (H2O) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Metanilic acid is an isomer of sulfanilic acid with molecular formula C
6
H
7
NO
3
S
and molecular weight 173.18968 g/mol. [2] [3] [4] [5] It is a white powder that is slightly soluble in water.

Contents

Disappearing polymorph

The crystal structure called Form I is a disappearing polymorph that cannot be produced by researches anymore while Form II and III still exist. [6] The reason for this is that Form I is converted to another polymorph upon contact with a seed crystal and most places are contaminated with tiny amounts of Form II or III that are enough to prevent any viable amounts of Form I to be produced.

See also

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<span class="mw-page-title-main">Cobalt(II) hydroxide</span> Chemical compound

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2
, consisting of divalent cobalt cations Co2+
and hydroxide anions OH
. The pure compound, often called the "beta form" is a pink solid insoluble in water.

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In materials science, a disappearing polymorph is a form of a crystal structure that is suddenly unable to be produced, instead transforming into a different crystal structure with the same chemical composition during nucleation. Sometimes the resulting transformation is extremely hard or impractical to reverse, because the new polymorph may be more stable. It is hypothesized that contact with a single microscopic seed crystal of the new polymorph can be enough to start a chain reaction causing the transformation of a much larger mass of material. Widespread contamination with such microscopic seed crystals may lead to the impression that the original polymorph has "disappeared". In a few cases such as progesterone and paroxetine hydrochloride, the disappearance is global, and it is suspected that it is because earth's atmosphere is permeated with tiny seed crystals. It is believed that seeds as small as a few million molecules is sufficient for converting one morph to another, making unwanted disappearance of morphs particularly difficult to prevent.

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References

  1. Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN   978-1498754286.
  2. Pubchem. "3-AMINOBENZENESULFONIC ACID - C6H7NO3S - PubChem". NIH.
  3. "Metanilic acid - 121-47-1".
  4. "Metanilic acid".
  5. "METANILIC ACID (3-AMINO-BENZENESULFONIC ACID)".
  6. Rubin-Preminger JM, Bernstein J (2005-07-01). "3-Aminobenzenesulfonic Acid: A Disappearing Polymorph". Crystal Growth & Design. 5 (4): 1343–1349. doi:10.1021/cg049680y. ISSN   1528-7483.