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102293-80-1

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Basic Information
CAS No.: 102293-80-1
Name: Ethanone, 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-
Article Data: 17
Molecular Structure:
Molecular Structure of 102293-80-1 (Ethanone, 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-)
Formula: C12H13BrO3
Molecular Weight: 285.137
Synonyms: 6-Bromoacetyl-2,2-dimethyl-4H-benzo[1,3]dioxine;Ethanone,2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl);2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone;
Density: 1.415±0.06 g/cm3(Predicted)
Boiling Point: 390.4±42.0 °C(Predicted)
PSA: 35.53000
LogP: 2.90930
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Synthetic route
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2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone

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2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 0.666667h;100%
With resin-SO3H In dichloromethane
With toluene-4-sulfonic acid In tetrahydrofuran at -10 - 10℃; for 1h;
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2,2-dimethoxy-propane

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2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane99%
With toluene-4-sulfonic acid In dichloromethane at 20℃;84%
In dichloromethane at 20℃; for 10h;82%
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1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
With bromine In diethyl ether at 10 - 15℃; for 2.33333h;81.03%
Stage #1: 1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h;
Stage #2: With chloro-trimethyl-silane In tetrahydrofuran at -78℃; for 0.5h;
Stage #3: With bromine In tetrahydrofuran at -78℃; for 1h;		57%
Stage #1: 1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone With sodium hexamethyldisilazane In tetrahydrofuran at -75 - -70℃; for 1h;
Stage #2: With chloro-trimethyl-silane; bromine In tetrahydrofuran at -75 - -70℃;		55%
24085-06-1

4'-acetoxy-3'-(acetoxymethyl)acetophenone

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polyvinylpyridinium bromide perbromide resin / CH2Cl2
2: 1N HBr / tetrahydrofuran / 75 °C
3: resin-SO3H / CH2Cl2
View Scheme
24085-07-2

3'-acetoxymethyl-4'-acetoxy-2-bromoacetophenone

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1N HBr / tetrahydrofuran / 75 °C
2: resin-SO3H / CH2Cl2
View Scheme
99-93-4

4-Hydroxyacetophenone

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: resin-bound piperazinomethylpolystyrene / H2O; tetrahydrofuran
1.2: 14 percent / pTSA / toluene / 110 °C
2.1: polyvinylpyridinium bromide perbromide resin / CH2Cl2
3.1: 1N HBr / tetrahydrofuran / 75 °C
4.1: resin-SO3H / CH2Cl2
View Scheme
90-02-8

salicylaldehyde

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminum (III) chloride / dichloromethane / 15 h / Reflux
2: sodium tetrahydroborate; acetic acid / 1 h / 10 °C
3: dichloromethane / 10 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 50 °C
1.2: 12 h / 40 °C
2.1: sodium tetrahydroborate; acetic acid / 0 - 20 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / dichloromethane / 20 °C
View Scheme
115787-50-3

5-(2-bromoacetyl)-2-hydroxybenzaldehyde

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; acetic acid / 1 h / 10 °C
2: dichloromethane / 10 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; acetic acid / 0 - 20 °C / Inert atmosphere
2: toluene-4-sulfonic acid / dichloromethane / 20 °C
View Scheme
2316-64-5

5-bromo-2-hydroxybenzyl alcohol

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetone
2: n-butyllithium / tetrahydrofuran
3: sodium hexamethyldisilazane / tetrahydrofuran
4: bromine
View Scheme
Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / tetrahydrofuran / 1 h / 0 - 30 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran / 1 h / -75 - -70 °C
2.2: -75 - -70 °C
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -75 - -70 °C
3.2: -75 - -70 °C
View Scheme
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 4 h / -78 °C / Inert atmosphere
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
3.2: 1 h / -78 °C
3.3: 1 h / -78 °C
View Scheme
52113-69-6

6-bromo-2,2-dimethyl-4H-benzo[1,3]dioxine

102293-80-1

2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: n-butyllithium / tetrahydrofuran
2: sodium hexamethyldisilazane / tetrahydrofuran
3: bromine
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -75 - -70 °C
1.2: -75 - -70 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -75 - -70 °C
2.2: -75 - -70 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 4 h / -78 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
2.2: 1 h / -78 °C
2.3: 1 h / -78 °C
View Scheme
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     China (Mainland)  |  Contact Details

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    Business Type:Lab/Research institutions

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    China (Mainland)  |  Contact Details

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     China (Mainland)  |  Contact Details

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    Tech Data Relevant 1.Certificate Of Analysis (COA) 2..Material Safety Data Sheet (MSDS) 3.Technical Data Sheet(TDS) 4.Route of synthesis (ROS) 5.Nuclear Magnetic Resonance(NMR) 6.Method of Analysis(MOA) Our Service 1. Before Shipmen

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    Business Type:Trading Company

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     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

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     China (Mainland)  |  Contact Details

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    MSDS/COA Download

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