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[ CAS No. 210824-69-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 210824-69-4
Chemical Structure| 210824-69-4
Chemical Structure| 210824-69-4
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Quality Control of [ 210824-69-4 ]

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Product Details of [ 210824-69-4 ]

CAS No. :210824-69-4 MDL No. :MFCD09801033
Formula : C7H8BrNO2S Boiling Point : -
Linear Structure Formula :- InChI Key :CFMBNGJNYNLPDL-UHFFFAOYSA-N
M.W : 250.11 Pubchem ID :18400117
Synonyms :

Calculated chemistry of [ 210824-69-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 50.1
TPSA : 68.54 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.1
Log Po/w (XLOGP3) : 1.54
Log Po/w (WLOGP) : 2.49
Log Po/w (MLOGP) : 1.4
Log Po/w (SILICOS-IT) : 1.1
Consensus Log Po/w : 1.52

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.66
Solubility : 0.541 mg/ml ; 0.00216 mol/l
Class : Soluble
Log S (Ali) : -2.59
Solubility : 0.645 mg/ml ; 0.00258 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.21
Solubility : 0.155 mg/ml ; 0.000619 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.95

Safety of [ 210824-69-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 210824-69-4 ]

* 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.

  • Downstream synthetic route of [ 210824-69-4 ]

[ 210824-69-4 ] Synthesis Path-Downstream   1~28

YieldReaction ConditionsOperation in experiment
With ammonia; water
  • 2
  • [ 210824-69-4 ]
  • [ 4637-24-5 ]
  • [ 210824-70-7 ]
YieldReaction ConditionsOperation in experiment
9.0 g In N,N-dimethyl-formamide at 20℃; for 4.5h;
  • 3
  • [ 7745-91-7 ]
  • [ 210824-69-4 ]
YieldReaction ConditionsOperation in experiment
2.5 g Stage #1: 3-bromo-4-methylaniline With hydrogenchloride In water at 20℃; for 0.0833333h; Stage #2: With sodium nitrite In water at -15 - -10℃; for 0.75h; Stage #3: With sulfur dioxide; ammonia more than 3 stages;
  • 4
  • [ 210824-69-4 ]
  • [ 73183-34-3 ]
  • [ 909187-69-5 ]
YieldReaction ConditionsOperation in experiment
48% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 80℃; for 0.75h; Part A:4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide To a solution of 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)(48.8 g, 192 mmol) in 1,4-dioxane (500 mL) was added potassium acetate (43.6 g,444 mmol). The mixture was degassed for15 min, and then PdCl2(dppf) (10.82 g, 14.79 mmol) and3-bromo-4-methylbenzenesulfonamide (37 g, 148 mmol) were added. The mixture was heated at 80 °C for 45 min,and then cooled. To the mixture wasadded ice-cold water (100 mL), and the mixture was extracted with 1:1 EtOAc-hexanes(2 x 200 mL). The organic phase waswashed with brine, dried over anhydrous Na2SO4, andconcentrated in vacuo. The residue was purified by chromatography onsilica gel using EtOAc-hexanes (1:3) to give 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide(21g, 48 % yield).
With potassium acetate In 1,4-dioxane at 80℃; for 4h; 106.2 Into a 100-mL flask under argon were added 3-bromo-4-methylbenzenesulfonamide (900 mg, 3.6 mmol), dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (263 mg, 0.36 mmol), bis(pinacolato)diboron (1.371 g, 5.4 mmol), and 1,4-dioxane (18 mL), followed by potassium acetate (1.77 g, 18 mmol). The reaction was heated at 80° C. for 4 h. The cooled reaction was diluted with CH2Cl2 and washed with saturated aqueous NaHCO3 solution and brine; dried (MgSO4). After filtering via a pad of Celite, the filtrate was concentrated in vacuo and purified by CombiFlash (25% to 50% ethyl acetate in Hexane) to afford the title compound as a white solid. Found MS (ES+): 298.1 (M+H)+.
  • 5
  • [ CAS Unavailable ]
  • [ 210824-69-4 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
In ethanol; dichloromethane 69.b b b (1S,2R)-2-Methyl-4'-(2-hydroxy-1-methyl-4-pyridin-3-yl-butoxy)biphenyl-5-sulfonic acid amide Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.15 g, Example 33), 3-bromo-4-methylphenylsulfonic acid amide (0.25 g, Example 69a)), ethanol (3 ml), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.03 g) with heating at 90° C. for 3 hours. After work-up, the residue was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give the title compound as a foam (0.19 g). MS (APCI) 427 (M+H)+ 1H NMR (CDCl3) 8.48(1H, s); 8.44(1H, d); 7.78(1H, s); 7.77(1H, d); 7.57(1H, d); 7.39(1H, d); 7.25(1H, d); 7.21(2H, d); 6.93(2H, d); 5.00(2H, br.s); 4.40(1H, m); 3.87(1H, m); 2.95(1H, m); 2.75(1H, m); 2.33(3H, s); 1.85(2H, m), 1.33(3H, d).
  • 6
  • [ 70-55-3 ]
  • [ 210824-69-4 ]
YieldReaction ConditionsOperation in experiment
86% With 1,3-dibromo-5,5-dimethylhydantoin; 3-Nitrobenzenesulfonic acid at 60℃; for 12h; regioselective reaction;
With bromine; iron(0) at 20℃; for 1h; 106.1 To a mixture of p-toluenesulfonamide (2 g, 1.16 mmol) and iron (0.41 g, 7.36 mmol) was slowly added bromine (6 mL, 116 mmol). The resulting reddish brown solution was stirred at RT for 1 h. The reaction was carefully poured into ice-cold 1 M Na2S2O3 aqueous solution and extracted with CH2Cl2 (2×). The organic extracts were combined and washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. CombiFlash purification (1% to 10% MeOH/CH2Cl2) afforded the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz): 7.98 (s, 1H), 7.71 (d, J=8 Hz, 1H), 7.55 (d, J=8 Hz, 1H), 7.54 (br s, 2H), 2.41 (s, 3H).
  • 7
  • [ 210824-69-4 ]
  • [ 94242-85-0 ]
  • [ 909187-69-5 ]
  • 8
  • [ 210824-69-4 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3: acetic acid / 16 h / Reflux; Inert atmosphere 4: dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide 5: hydrogenchloride; Dihydroxy-isobutyl-boran / methanol; hexane; water
  • 9
  • [ 210824-69-4 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3.1: acetic acid / 16 h / Reflux; Inert atmosphere 4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C 4.2: 72 h / 20 °C 5.1: hydrogenchloride; Dihydroxy-isobutyl-boran / methanol; hexane; water / 16 h / 20 °C
  • 10
  • [ 210824-69-4 ]
  • [ 1261295-04-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere
Multi-step reaction with 2 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 80 °C 2: N-Bromosuccinimide; azobisisobutyronitrile / tetrachloromethane / Reflux
  • 11
  • [ 210824-69-4 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3: acetic acid / 16 h / Reflux; Inert atmosphere 4: dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide
  • 12
  • [ 210824-69-4 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3.1: acetic acid / 16 h / Reflux; Inert atmosphere 4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C 4.2: 72 h / 20 °C
  • 13
  • [ 210824-69-4 ]
  • [ 1261295-05-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3: acetic acid / 16 h / Reflux; Inert atmosphere
Multi-step reaction with 3 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 80 °C 2: N-Bromosuccinimide; azobisisobutyronitrile / tetrachloromethane / Reflux 3: N,N-dimethyl-formamide / 12 h / 100 °C
  • 14
  • [ 210824-69-4 ]
  • [ 1261295-06-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / Inert atmosphere; Reflux 2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / Reflux; Inert atmosphere 3.1: acetic acid / 16 h / Reflux; Inert atmosphere 4.1: sodium hydroxide / 16 h / 20 °C 4.2: 16 h / 40 °C
Multi-step reaction with 4 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 80 °C 2: N-Bromosuccinimide; azobisisobutyronitrile / tetrachloromethane / Reflux 3: N,N-dimethyl-formamide / 12 h / 100 °C 4: hydrogenchloride / methanol; water / 20 °C
  • 15
  • [ 210824-69-4 ]
  • [ 210824-73-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 4.5 h / 20 °C 2: sodium carbonate; triphenylphosphine / palladium diacetate / ethanol; water; toluene / 5.25 h / Heating / reflux 3: hydrogenchloride / methanol; water / 1.25 h / Heating / reflux
  • 16
  • [ 210824-69-4 ]
  • [ 210824-34-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 4.5 h / 20 °C 2: sodium carbonate; triphenylphosphine / palladium diacetate / ethanol; water; toluene / 5.25 h / Heating / reflux 3: hydrogenchloride / methanol; water / 1.25 h / Heating / reflux 4: 1.75 h
  • 17
  • [ 210824-69-4 ]
  • [ 210824-72-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 4.5 h / 20 °C 2: sodium carbonate; triphenylphosphine / palladium diacetate / ethanol; water; toluene / 5.25 h / Heating / reflux
  • 18
  • [ 210824-69-4 ]
  • [ 2287195-36-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 80 °C 2: N-Bromosuccinimide; azobisisobutyronitrile / tetrachloromethane / Reflux 3: N,N-dimethyl-formamide / 12 h / 100 °C 4: hydrogenchloride / methanol; water / 20 °C 5: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C
  • 19
  • [ 210824-69-4 ]
  • [ 159733-67-2 ]
YieldReaction ConditionsOperation in experiment
With potassium permanganate In lithium hydroxide monohydrate; <i>tert</i>-butyl alcohol at 80℃; for 6h; 17.1 Step 1. Synthesis of 2-bromo-4-sulfamoylbenzoic acid (17-1) To a solution of 3-bromo-4-methylbenzenesulfonamide (2.5 g, 10 mmol) in /BuOH (25 mL) and H2O (25 mL) was added KMnCL (4.0 g, 25 mmol) at RT. The resulting reaction mixture was stirred at 80 °C for 6 h. After the reaction mixture was cooled to RT, 1 N HC1 was added to adjust the pH to 2. The aqueous phase was extracted with EtOAc, dried over Na2S04, and concentrated to afford 2-bromo-4- sulfamoylbenzoic acid as white solid. ESI-MS, m/z 279.9 (M+H)+.
With potassium permanganate In lithium hydroxide monohydrate; <i>tert</i>-butyl alcohol at 80℃; for 6h; 17.1 Step 1. Synthesis of 2-bromo-4-sulfamoylbenzoic acid (17-1) To a solution of 3-bromo-4-methylbenzenesulfonamide (2.5 g, 10 mmol) in /BuOH (25 mL) and H2O (25 mL) was added KMnCL (4.0 g, 25 mmol) at RT. The resulting reaction mixture was stirred at 80 °C for 6 h. After the reaction mixture was cooled to RT, 1 N HC1 was added to adjust the pH to 2. The aqueous phase was extracted with EtOAc, dried over Na2S04, and concentrated to afford 2-bromo-4- sulfamoylbenzoic acid as white solid. ESI-MS, m/z 279.9 (M+H)+.
  • 20
  • [ 210824-69-4 ]
  • [ 1645275-35-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: borane-THF / tetrahydrofuran / 0 - 20 °C
  • 21
  • [ 210824-69-4 ]
  • [ 2772601-65-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: borane-THF / tetrahydrofuran / 0 - 20 °C 3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C
  • 22
  • [ 210824-69-4 ]
  • [ 2772601-66-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: borane-THF / tetrahydrofuran / 0 - 20 °C 3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C 4: anhydrous potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / 6 h / 80 °C
  • 23
  • [ 210824-69-4 ]
  • [ 2772601-08-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2.1: borane-THF / tetrahydrofuran / 0 - 20 °C 3.1: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C 4.1: anhydrous potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / 6 h / 80 °C 5.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 5.2: 1 h / 20 °C 5.3: 1 h / 20 °C
  • 24
  • [ 210824-69-4 ]
  • [ 2748264-06-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: dichlorosulfoxide / 12 h / 70 °C
  • 25
  • [ 210824-69-4 ]
  • [ 2772601-89-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: dichlorosulfoxide / 12 h / 70 °C 3: anhydrous potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / 12 h / 80 °C
  • 26
  • [ 210824-69-4 ]
  • [ 2772602-01-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: dichlorosulfoxide / 12 h / 70 °C 3: tetrahydrofuran / 1 h / 20 °C / Cooling
  • 27
  • [ 210824-69-4 ]
  • [ 2772602-02-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: dichlorosulfoxide / 12 h / 70 °C 3: tetrahydrofuran / 1 h / 20 °C / Cooling 4: n-butyllithium / tetrahydrofuran / -78 - -76 °C
  • 28
  • [ 210824-69-4 ]
  • [ 2772601-37-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: potassium permanganate / <i>tert</i>-butyl alcohol; lithium hydroxide monohydrate / 6 h / 80 °C 2: dichlorosulfoxide / 12 h / 70 °C 3: tetrahydrofuran / 1 h / 20 °C / Cooling 4: n-butyllithium / tetrahydrofuran / -78 - -76 °C 5: sodium hydride
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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 • Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Convert Haloalkanes into Alcohols by SN2 • Deprotonation of Methylbenzene • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Alkenes • Halogenation of Benzene • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hiyama Cross-Coupling Reaction • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitration of Benzene • Nitrosation of Amines • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Alkylbenzene • Preparation of Amines • Preparation of LDA • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Sulfonation of Benzene • Suzuki Coupling • Synthesis of 2-Amino Nitriles • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction • Williamson Ether Syntheses
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