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[ CAS No. 852619-28-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 852619-28-4
Chemical Structure| 852619-28-4
Chemical Structure| 852619-28-4
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Quality Control of [ 852619-28-4 ]

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Product Citations

Product Details of [ 852619-28-4 ]

CAS No. :852619-28-4 MDL No. :MFCD05864647
Formula : C6H5BrO3S Boiling Point : -
Linear Structure Formula :- InChI Key :HURJBJVXFHMXNU-UHFFFAOYSA-N
M.W : 237.07 Pubchem ID :52911197
Synonyms :

Calculated chemistry of [ 852619-28-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.17
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 44.54
TPSA : 85.77 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.2
Log Po/w (XLOGP3) : 1.44
Log Po/w (WLOGP) : 1.0
Log Po/w (MLOGP) : 0.13
Log Po/w (SILICOS-IT) : 2.15
Consensus Log Po/w : 1.19

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.42
Solubility : 0.898 mg/ml ; 0.00379 mol/l
Class : Soluble
Log S (Ali) : -2.85
Solubility : 0.337 mg/ml ; 0.00142 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.37
Solubility : 10.0 mg/ml ; 0.0424 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.36

Safety of [ 852619-28-4 ]

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 [ 852619-28-4 ]

* 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 [ 852619-28-4 ]
  • Downstream synthetic route of [ 852619-28-4 ]

[ 852619-28-4 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 5370-25-2 ]
  • [ 852619-28-4 ]
YieldReaction ConditionsOperation in experiment
73% With selenium(IV) oxide In 1,4-dioxane; water for 15.25 h; Heating / reflux A mixture of selenium dioxide (8.66 g, 78 mmol), water (2.8mL) and 1,4-dioxane (75mL) was heated to reflux to dissolve all particulates (-15 min) before the addition of 2-acetyl- 5-bromothiophene(8 g, 39 mmol) in one portion. After refluxing for 15 hrs, the mixture was cooled to ambient temperature, filtered through diatomaceous earth (1.5" by 3"diameter), washed liberally with Et2O, and concentrated in vacuo to a yellow residue. The residue was subjected to Kugelrohr distillation (150 C/1 Torr) to yield a glyoxal as a yellow oil, which was immediately added to boiling water. Recrystallization from water, filtration, and drying (37 C and 5 Torr) yielded the glyoxal hydrate,1- (5-bromo-thiophen-2-yl)-2, 2- dihydroxyethanone, as white-pink needles (6.723 g,73percent). 1H NMR (300 MHz, DMSO-d6)6 5.43 (t, J= 6.1 Hz,1H), 6.93 (d, J= 6. 1 Hz, 2H), 7.37 (d, J= 4.1 Hz, 1H), 7.81 (d, J= 4.1 Hz, 1H);13C NMR (300 MHz, DMSO-d6) 6 90.28, 122.32, 132.23,135. 73,141. 15,189. 6.
73% With selenium(IV) oxide In 1,4-dioxane; water for 15.25 h; Heating / reflux A mixture of selenium dioxide (8.66 g, 78 mmol), water (2.8 mL) and 1,4-dioxane (75 mL) was heated to reflux to dissolve all particulates(~15 min) before the addition of 2-acetyl- 5-bromothiophene (8 g, 39 mmol) in one portion. After refluxing for 15 hrs, the mixture was cooled to ambient temperature, filtered through diatomaceous earth (1.5" by 3"diameter), washed liberally withEt2O, and concentratediiz vacuo to a yellow residue. The residue was subjected to Kugelrohr distillation(150 C/1 Torr) to yield a glyoxal as a yellow oil, which was immediately added to boiling water. Recrystallization from water, filtration, and drying(37 C and 5 Torr) yielded the glyoxal hydrate,1- (5-bromo-thiophen-2-yl)-2, 2- dihydroxyethanone, as white-pink needles (6.723 g, 73percent). 1H NMR (300 MHz, DMSO-d6) 6 5.43 (t,J= 6.1 Hz,1H), 6. 93 (d,J= 6.1 Hz, 2H), 7.37 (d,J= 4.1 Hz, 1H), 7.81 (d,J= 4.1 Hz, 1H);13C NMR (300 MHz, DMSO-d6) 6 90.28, 122.32, 132.23,135. 73,141. 15, 189. 6.
Reference: [1] Patent: WO2005/49611, 2005, A1, . Location in patent: Page/Page column 14
[2] Patent: WO2005/49612, 2005, A1, . Location in patent: Page/Page column 15-16
[3] Journal of Organic Chemistry, 2016, vol. 81, # 15, p. 6402 - 6408
  • 2
  • [ 21175-51-9 ]
  • [ 852619-28-4 ]
Reference: [1] Journal of Organic Chemistry, 2016, vol. 81, # 15, p. 6402 - 6408
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • 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 • Alkyl Halide Occurrence • Alkylation of Aldehydes or Ketones • Alkylation of an Alkynyl Anion • Alkylation of Enolate Ions • Amides Can Be Converted into Aldehydes • An Alkane are Prepared from an Haloalkane • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Convert Aldonic Acid into the Lower Aldose by Oxidative Decarboxylation • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • DIBAL Attack Nitriles to Give Ketones • Diorganocuprates Convert Acyl Chlorides into Ketones • Dithioacetal Formation • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hantzsch Dihydropyridine Synthesis • 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 • Hiyama Cross-Coupling Reaction • 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 • Hydroboration of a Terminal Alkyne • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Julia-Kocienski Olefination • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kinetics of Alkyl Halides • Knoevenagel Condensation • Kumada Cross-Coupling 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 • Methylation of Ammonia • Methylation of Ammonia • Michael Addition • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Passerini Reaction • Paternò-Büchi Reaction • Periodic Acid Degradation of Sugars • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Amination • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Selective Eduction of Acyl Chlorides to Produce Aldehydes • Specialized Acylation Reagents-Ketenes • Stetter Reaction • Stille Coupling • Stobbe Condensation • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Synthesis of 2-Amino Nitriles • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • 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 • Williamson Ether Syntheses • Wittig Reaction • Wolff-Kishner Reduction
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