Cocaine

• Formula: C₁₇H₂₁NO₄
• Molecular weight: 303.3529
• IUPAC Standard InChI: InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12?,13?,14-,15+/m0/s1 Copy

  
• IUPAC Standard InChIKey: ZPUCINDJVBIVPJ-PFSRBDOWSA-N Copy
• CAS Registry Number: 50-36-2
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • Pseudococaine
  • Allococaine
• Other names: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, [1R-(exo,exo)]-; 1αH,5αH-Tropane-2β-carboxylic acid, 3β-hydroxy-, methyl ester, benzoate (ester); L-Cocaine; Benzoylmethylecgonine; Ecgonine, methyl ester, benzoate (ester); Neurocaine; 2β-Carbomethoxy-3β-benzoyloxytropane; 2β-Tropanecarboxylic acid, 3β-hydroxy-, methyl ester, benzoate (ester); 1-α-H,5-α-H-Tropane-2-β-carboxylic acid, 3-β-hydroxy-, methyl ester, benzoate; Bernice; Bernies; Burese; Cecil; Cholly; Coke; Corine; Ecgonine, methyl ester, benzoate; Eritroxilina; Erytroxylin; Girl; Gold dust; Happy dust; Kokain; Kokan; Kokayeen; Methyl 3-β-hydroxy-1-α-H,5-α-H-tropane-2-β-carboxylate benzoate; Star dust; 2-β-Tropanecarboxylic acid, 3-β-hydroxy-, methyl ester, benzoate; 3-Tropanylbenzoate-2-carboxylic acid methyl ester; Methyl 3β-hydroxy-1αH,5αH-tropane-2β-carboxylate benzoate (ester); 3β-Hydroxy-2β-tropanecarboxylic acid methyl ester, benzoate; 2-Methyl-3β-hydroxy-1αH,5αH-tropane-2β-carboxylate benzoate (ester); (1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate
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• Information on this page:
  • Phase change data
  • IR Spectrum
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: William E. Acree, Jr., James S. Chickos

Enthalpy of sublimation

IR Spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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Additional Data

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Lawrence, Elias, et al., 1984
Lawrence, A.H.; Elias, L.; Authier-Martin, M., Determination of amphetamine, cocaine, and heroin vapour pressures using a dynamic gas blending system and gas chromatographic analysis, Can. J. Chem., 1984, 62, 10, 1886-1888, https://doi.org/10.1139/v84-323 . [all data]

Notes

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• Symbols used in this document:
  

  ΔsubH

  Enthalpy of sublimation

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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