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    Chemistry

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    Also known as: 119-53-9, 2-hydroxy-1,2-diphenylethanone, 2-hydroxy-2-phenylacetophenone, Benzoylphenylcarbinol, Dl-benzoin, Ethanone, 2-hydroxy-1,2-diphenyl-
    Molecular Formula
    C14H12O2
    Molecular Weight
    212.24  g/mol
    InChI Key
    ISAOCJYIOMOJEB-UHFFFAOYSA-N
    FDA UNII
    L7J6A1NE81
    Benzoin
    A white crystalline compound prepared by condensation of benzaldehyde in potassium cyanide and used in organic syntheses. This should not be confused with benzoin gum from STYRAX.
    1 2D Structure

    Benzoin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-hydroxy-1,2-diphenylethanone
    2.1.2 InChI
    InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
    2.1.3 InChI Key
    ISAOCJYIOMOJEB-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)C(C(=O)C2=CC=CC=C2)O
    2.2 Other Identifiers
    2.2.1 UNII
    L7J6A1NE81
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2 Hydroxy 1,2 Diphenylethanone

    2. 2-hydroxy-1,2-diphenylethanone

    2.3.2 Depositor-Supplied Synonyms

    1. 119-53-9

    2. 2-hydroxy-1,2-diphenylethanone

    3. 2-hydroxy-2-phenylacetophenone

    4. Benzoylphenylcarbinol

    5. Dl-benzoin

    6. Ethanone, 2-hydroxy-1,2-diphenyl-

    7. 579-44-2

    8. Alpha-hydroxybenzyl Phenyl Ketone

    9. Phenylbenzoyl Carbinol

    10. (+-)-benzoin

    11. 2-hydroxy-1,2-diphenylethan-1-one

    12. Alpha-hydroxy-alpha-phenylacetophenone

    13. Bitter Almond Oil Camphor

    14. Aerozoin

    15. Phenyl-alpha-hydroxybenzyl Ketone

    16. Fema No. 2132

    17. Nci-c50011

    18. Acetophenone, 2-hydroxy-2-phenyl-

    19. Benzoin Gum

    20. Nsc 8082

    21. Wy 42956

    22. Hydroxy-2-phenyl Acetophenone

    23. 2-hydroxy-1,2-diphenyl-ethanone

    24. 2-hydroxy-1,2-di(phenyl)ethanone

    25. Nsc-8082

    26. A-hydroxybenzyl Phenyl Ketone

    27. Chembl190677

    28. L7j6a1ne81

    29. Chebi:17682

    30. 2-hydroxy-1,2-diphenyl Ethanone

    31. Phenyl-.alpha.-hydroxybenzyl Ketone

    32. Ketone, .alpha.-hydroxybenzyl Phenyl

    33. Ncgc00091396-02

    34. .alpha.-hydroxy-.alpha.-phenylacetophenone

    35. Dsstox_cid_144

    36. Dsstox_rid_75397

    37. Dsstox_gsid_20144

    38. Desyl Alcohol

    39. Dl-benzoin; Desyl Alcohol;(+/-)-2-hydroxy-2-phenylacetophenone

    40. Bitter-almond-oil Camphor

    41. Ccris 75

    42. Cas-119-53-9

    43. (rs)-benzoin

    44. Benzoin (van)

    45. Hsdb 384

    46. Ketone, Alpha-hydroxybenzyl Phenyl

    47. Einecs 204-331-3

    48. Einecs 209-441-5

    49. Mfcd00004496

    50. Fenyl-alpha-hydroxybenzylketon [czech]

    51. Benzoine

    52. Brn 0391839

    53. Unii-l7j6a1ne81

    54. Fenyl-alpha-hydroxybenzylketon

    55. Wy-42956

    56. Ai3-00851

    57. Benzoin Absolute

    58. Ccris 9123

    59. Alpha-hydroxy-a-phenylacetophenone

    60. Gum Benzoin, Siam

    61. Phch(oh)coph

    62. Phcoch(oh)ph

    63. Benzoin, 98%

    64. (+/-)-benzoin

    65. (1)-2-hydroxy-1,2-diphenylethan-1-one

    66. Benzoin, >=98%

    67. Benzoin [mi]

    68. (.+/-.)-benzoin

    69. Wln: Qyr&vr

    70. Schembl145

    71. Ec 204-331-3

    72. Hyperabsolute Benzoin, Siam

    73. Benzoin, Analytical Standard

    74. Oprea1_687165

    75. 4-08-00-01279 (beilstein Handbook Reference)

    76. 9000-72-0

    77. Mls002152893

    78. A-hydroxy-a-phenylacetophenone

    79. Fema No. 2133

    80. 2-hydroxy-2-phenyl-acetophenone

    81. Benzoin, (+/-)-

    82. Dtxsid1020144

    83. Fenyl-.alpha.-hydroxybenzylketon

    84. Bdbm22728

    85. Fema 2132

    86. Hsdb 1929

    87. Nsc8082

    88. Alpha -hydroxybenzyl Phenyl Ketone

    89. Hms3039i03

    90. Phenyl-alpha -hydroxybenzyl Ketone

    91. .alpha.-hydroxybenzyl Phenyl Ketone

    92. Hy-b1550

    93. Tox21_111126

    94. Tox21_201888

    95. Tox21_302790

    96. Stk358785

    97. Akos000118894

    98. Akos016038141

    99. Tox21_111126_1

    100. 2-hydroxy-1,2-diphenylethanone, 9ci

    101. Benzoin 100 Microg/ml In Acetonitrile

    102. Cs-w020562

    103. Db14020

    104. Alpha -hydroxy-alpha -phenylacetophenone

    105. Ncgc00091396-01

    106. Ncgc00091396-03

    107. Ncgc00091396-05

    108. Ncgc00256433-01

    109. Ncgc00259437-01

    110. Ac-11139

    111. Benzoin, Vetec(tm) Reagent Grade, 98%

    112. Bs-14748

    113. Smr001224505

    114. Db-018065

    115. B0079

    116. B0222

    117. Benzoin Zone Refined (number Of Passes:40)

    118. Benzoin, Purified By Sublimation, >=99.5%

    119. Ft-0612530

    120. Ft-0626841

    121. Ft-0635908

    122. Ft-0635909

    123. C01408

    124. D77908

    125. (+/-)-2-hydroxy-1,2-diphenylethanone

    126. A804309

    127. Ae-848/06163047

    128. Ethanone, 2-hydroxy-1,2-diphenyl-, (.+/-.)-

    129. Q426819

    130. Sr-01000854680

    131. J-004149

    132. J-509605

    133. Sr-01000854680-2

    134. Z57160197

    135. F0001-0307

    136. Ethanone, 2-hydroxy-1,2-diphenyl-, Mixt. With Aloe, Storax And Tolu Balsam, Tincture

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 212.24 g/mol
    Molecular Formula C14H12O2
    XLogP32.1
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass212.083729621 g/mol
    Monoisotopic Mass212.083729621 g/mol
    Topological Polar Surface Area37.3 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity225
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Minimum/Potential Fatal Human Dose

    3. 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5.0 G/KG, BETWEEN 1 OUNCE & 1 PINT (OR 1 LB) FOR 70 KG PERSON (150 LB).

    Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-156

    4.2 Drug Indication

    No approved therapeutic indications.

    5 Pharmacology and Biochemistry
    5.1 FDA Pharmacological Classification
    5.1.1 Pharmacological Classes
    Cell-mediated Immunity [PE]; Increased Histamine Release [PE]; Standardized Chemical Allergen [EPC]; Allergens [CS]
    5.2 Absorption, Distribution and Excretion

    Absorption

    No pharmacokinetic data available.

    Route of Elimination

    No pharmacokinetic data available.

    Volume of Distribution

    No pharmacokinetic data available.

    Clearance

    No pharmacokinetic data available.

    5.3 Metabolism/Metabolites

    No pharmacokinetic data available.

    BENZOIN YIELDS HYDROBENZOIN & MESO-HYDROBENZOIN IN CURVULARIA. ACKLIN, W ET AL, CROAT CHEM ACTA, 37, 11 (1965). /FROM TABLE/

    Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. B-9

    5.4 Biological Half-Life

    No pharmacokinetic data available.

    API Reference Price

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    01-Feb-2021
    29-Oct-2024
    KGS
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