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[ CAS No. 32136-81-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 32136-81-5
Chemical Structure| 32136-81-5
Chemical Structure| 32136-81-5
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Product Details of [ 32136-81-5 ]

CAS No. :32136-81-5 MDL No. :MFCD08461683
Formula : C9H10O3 Boiling Point : -
Linear Structure Formula :- InChI Key :HUXGFSJRCMJOAK-UHFFFAOYSA-N
M.W : 166.17 Pubchem ID :3015614
Synonyms :

Calculated chemistry of [ 32136-81-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 44.55
TPSA : 46.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.29 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : 1.44
Log Po/w (WLOGP) : 1.22
Log Po/w (MLOGP) : 0.56
Log Po/w (SILICOS-IT) : 1.55
Consensus Log Po/w : 1.29

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.95
Solubility : 1.87 mg/ml ; 0.0112 mol/l
Class : Very soluble
Log S (Ali) : -2.02
Solubility : 1.58 mg/ml ; 0.00949 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.29
Solubility : 0.842 mg/ml ; 0.00507 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.19

Safety of [ 32136-81-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 32136-81-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 32136-81-5 ]
  • Downstream synthetic route of [ 32136-81-5 ]

[ 32136-81-5 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 2491-38-5 ]
  • [ 124-41-4 ]
  • [ 32136-81-5 ]
Reference: [1] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 55 - 59
[2] Chemical Communications, 2015, vol. 51, # 34, p. 7349 - 7351
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 191 - 194
[4] Patent: WO2004/52816, 2004, A1, . Location in patent: Page 38
[5] Patent: WO2004/113273, 2004, A1, . Location in patent: Page 37
  • 2
  • [ 2491-38-5 ]
  • [ 32136-81-5 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide In methanol EXAMPLE 3
Preparation of alpha-methoxy-4-hydroxyacetophenone
2 g of alpha-bromo-4-hydroxyacetophenone are dissolved in 11 g of methanol.
30 g of a saturated solution of sodium hydroxide in methanol (1 g NaOH/ 4.2 ml methanol) is added dropwise to the alpha-bromo-4-hydroxyacetophenone solution.
After the addition is complete, the solution is added to 30 g of ice and acidified to pH 6.
Alpha-methoxy-4-hydroxyacetophenone precipitates out and is filtered and dried to a greenish yellow product in about 85percent yield; the product is determined by 1-H-NMR to be substantially pure.
Reference: [1] Patent: US5107034, 1992, A,
  • 3
  • [ 2491-38-5 ]
  • [ 7440-44-0 ]
  • [ 32136-81-5 ]
Reference: [1] Patent: US5107034, 1992, A,
  • 4
  • [ 67-56-1 ]
  • [ 99-93-4 ]
  • [ 32136-81-5 ]
Reference: [1] European Journal of Organic Chemistry, 2016, vol. 2016, # 31, p. 5257 - 5262
  • 5
  • [ 6305-04-0 ]
  • [ 124-41-4 ]
  • [ 32136-81-5 ]
Reference: [1] Synthetic Communications, 1990, vol. 20, # 22, p. 3489 - 3496
[2] Patent: CN107382683, 2017, A, . Location in patent: Paragraph 0012; 0013; 0014
  • 6
  • [ 67-56-1 ]
  • [ 123564-56-7 ]
  • [ 32136-81-5 ]
Reference: [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710
  • 7
  • [ 120186-59-6 ]
  • [ 32136-81-5 ]
Reference: [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710
  • 8
  • [ 99-93-4 ]
  • [ 32136-81-5 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 191 - 194
[2] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610
  • 9
  • [ 108-95-2 ]
  • [ 32136-81-5 ]
Reference: [1] Synthetic Communications, 1990, vol. 20, # 22, p. 3489 - 3496
[2] Patent: CN107382683, 2017, A,
  • 10
  • [ 13031-43-1 ]
  • [ 32136-81-5 ]
Reference: [1] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610
  • 11
  • [ 5703-26-4 ]
  • [ 32136-81-5 ]
Reference: [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710
  • 12
  • [ 23786-14-3 ]
  • [ 32136-81-5 ]
Reference: [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710
  • 13
  • [ 184376-10-1 ]
  • [ 32136-81-5 ]
Reference: [1] Journal fur Praktische Chemie - Chemiker - Zeitung, 1996, vol. 338, # 8, p. 706 - 710
  • 14
  • [ 3240-34-4 ]
  • [ 86941-88-0 ]
  • [ 32136-81-5 ]
Reference: [1] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610
  • 15
  • [ 2345-34-8 ]
  • [ 32136-81-5 ]
Reference: [1] Journal of the Chemical Society, 1926, p. 1715
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Acidity of Phenols • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Alkylation of Enolate Ions • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conjugate Additions of p-Benzoquinones • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Decomposition of Arenediazonium Salts to Give Phenols • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Diazo Coupling • Diorganocuprates Convert Acyl Chlorides into Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Electrophilic Substitution of the Phenol Aromatic Ring • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Etherification Reaction of Phenolic Hydroxyl Group • Ethers Synthesis from Alcohols with Strong Acids • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Halogenation of Phenols • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kolbe-Schmitt Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Michael Addition • Nitration of Benzene • Nomenclature of Ethers • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Phenols • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Ethers • Primary Ether Cleavage with Strong Nucleophilic Acids • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Ethers • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reimer-Tiemann Reaction • Reverse Sulfonation——Hydrolysis • Ring Opening of Oxacyclopropane • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Synthesis of Alcohols from Tertiary Ethers • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • The Nucleophilic Opening of Oxacyclopropanes • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction
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