Product Name

  • Name

    2-(2-Bromoethyl)-1,3-dioxane

  • EINECS 251-716-7
  • CAS No. 33884-43-4
  • Article Data14
  • CAS DataBase
  • Density 1.4 g/cm3
  • Solubility It is not soluble in water but soluble in organic solvent such as ethanol.
  • Melting Point 157-161 °C
  • Formula C6H11BrO2
  • Boiling Point 221.1 °C at 760 mmHg
  • Molecular Weight 195.056
  • Flash Point 96.7 °C
  • Transport Information
  • Appearance Colorless transparent liquid
  • Safety 26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 33884-43-4 (2-(2-Bromoethyl)-1,3-dioxane)
  • Hazard Symbols R36/37/38:;
  • Synonyms m-Dioxane,2-(2-bromoethyl)- (8CI);2-(1,3-Dioxan-2-yl)ethyl bromide;2-(b-Bromoethyl)-1,3-dioxane;3,3-(Trimethylenedioxy)propyl bromide;
  • PSA 18.46000
  • LogP 1.53440

Synthetic route

acrolein
107-02-8

acrolein

trimethyleneglycol
504-63-2

trimethyleneglycol

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane at 5 - 20℃; for 0.5h;83%
With hydrogen bromide for 1h; Ambient temperature;74%
With hydrogen bromide at 5 - 10℃;50%
2-(2-iodethyl)-[1,3]dioxane
79148-55-3

2-(2-iodethyl)-[1,3]dioxane

ethylene dibromide
106-93-4

ethylene dibromide

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

Conditions
ConditionsYield
With tert.-butyl lithium 1) diethylether, -78 deg C, 5 min, r.t., 1h ; 2) -78 deg C; Yield given. Multistep reaction;
3-bromopropanal
65032-54-4

3-bromopropanal

trimethyleneglycol
504-63-2

trimethyleneglycol

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane Ambient temperature; Yield given;
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 8h; Inert atmosphere;252 g
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

bis(phenylsulfonyl)methane
3406-02-8

bis(phenylsulfonyl)methane

5-(3,3-Bis-benzenesulfonyl-propyl)-[1,3]dioxane
110210-30-5

5-(3,3-Bis-benzenesulfonyl-propyl)-[1,3]dioxane

Conditions
ConditionsYield
tetrabutylammomium bromide In sodium hydroxide at 25 - 30℃; for 3h;100%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(R,E)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamide
220315-19-5

(R,E)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamide

2-Methyl-propane-2-sulfinic acid [(R)-1-(2-[1,3]dioxan-2-yl-ethyl)-2-methyl-propyl]-amide

2-Methyl-propane-2-sulfinic acid [(R)-1-(2-[1,3]dioxan-2-yl-ethyl)-2-methyl-propyl]-amide

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With iodine; magnesium In tetrahydrofuran at 20℃; for 1h;
Stage #2: (R,E)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamide In tetrahydrofuran at -48℃; for 12h; Grignard addition;
100%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(R)-N-[(1Z)-[5-fluoro-2-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide

(R)-N-[(1Z)-[5-fluoro-2-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide

(R)-N-[(1R)-3-(1,3-dioxan-2-yl)-1-[5-fluoro-2-(methylsulfanyl)phenyl]propyl]-2- methylpropane-2-sulfinamide

(R)-N-[(1R)-3-(1,3-dioxan-2-yl)-1-[5-fluoro-2-(methylsulfanyl)phenyl]propyl]-2- methylpropane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium In tetrahydrofuran at 20 - 50℃; for 1h; Inert atmosphere;
Stage #2: (R)-N-[(1Z)-[5-fluoro-2-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide In tetrahydrofuran at -50 - 20℃; for 1h; Inert atmosphere;
100%
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium In tetrahydrofuran at 20 - 50℃; for 1h; Inert atmosphere;
Stage #2: (R)-N-[(1Z)-[5-fluoro-2-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide In tetrahydrofuran at -50 - 20℃;
100%
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium In tetrahydrofuran at 20 - 50℃; for 1h; Inert atmosphere;
Stage #2: (R)-N-[(1Z)-[5-fluoro-2-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide In tetrahydrofuran at -50 - 20℃; for 1h; Inert atmosphere;
100%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

butyl magnesium bromide
693-04-9

butyl magnesium bromide

2-hexyl-1,3-dioxolane
6290-20-6

2-hexyl-1,3-dioxolane

Conditions
ConditionsYield
With [((Me)NN2)NiCl] In tetrahydrofuran; ISOPROPYLAMIDE at -35 - 20℃; Inert atmosphere;99%
With buta-1,3-diene; nickel dichloride In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere;86%
With 1-Phenylprop-1-yne; copper In tetrahydrofuran at 25℃; for 3h; Schlenk technique; Glovebox;74%
With buta-1,3-diene; copper dichloride In tetrahydrofuran at 25℃; for 24h; Schlenk technique; Inert atmosphere;73 %Chromat.
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

allylmagnesium bromide
2622-05-1

allylmagnesium bromide

2-(pent-4-en-1-yl)-1,3-dioxane

2-(pent-4-en-1-yl)-1,3-dioxane

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;99%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(R)-N-[(1Z)-[3-fluoro-5-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide

(R)-N-[(1Z)-[3-fluoro-5-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide

(R)-N-((R)-3-(1,3-dioxan-2-yl)-1-(3-fluoro-5-(methylthio)phenyl)propyl)-2-methylpropane-2-sulfinamide

(R)-N-((R)-3-(1,3-dioxan-2-yl)-1-(3-fluoro-5-(methylthio)phenyl)propyl)-2-methylpropane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With iodine; magnesium In tetrahydrofuran at 20 - 50℃; for 1.5h; Inert atmosphere;
Stage #2: (R)-N-[(1Z)-[3-fluoro-5-(methylsulfanyl)phenyl]methylidene]-2-methylpropane-2-sulfinamide In tetrahydrofuran at -70 - 20℃; for 2h;
99%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

2-(pent-4-en-1-yl)-1,3-dioxane

2-(pent-4-en-1-yl)-1,3-dioxane

Conditions
ConditionsYield
With magnesium98%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(2-(1,3-dioxan-2-yl)ethyloxy)benzyl alcohol

3-(2-(1,3-dioxan-2-yl)ethyloxy)benzyl alcohol

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane; meta-hydroxybenzaldehyde With potassium carbonate In acetonitrile at 80℃; for 18h;
Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 0 - 20℃; for 2.25h;
98%
6-bromo-3,4-dihydroisoquinolin-1(2H)-one
147497-32-3

6-bromo-3,4-dihydroisoquinolin-1(2H)-one

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

2-(2-(1,3-dioxan-2-yl)ethyl)-6-bromo-3,4-dihydroisoquinolin-1(2H)-one
1131222-73-5

2-(2-(1,3-dioxan-2-yl)ethyl)-6-bromo-3,4-dihydroisoquinolin-1(2H)-one

Conditions
ConditionsYield
Stage #1: 6-bromo-3,4-dihydroisoquinolin-1(2H)-one With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.583333h;
Stage #2: 2-(2-Bromoethyl)-1,3-dioxane In N,N-dimethyl-formamide for 16h;
97%
Stage #1: 6-bromo-3,4-dihydroisoquinolin-1(2H)-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.583333h; Inert atmosphere;
Stage #2: 2-(2-Bromoethyl)-1,3-dioxane In N,N-dimethyl-formamide; mineral oil for 16h; Inert atmosphere;
97%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(S)-N-[(2-bromophenyl)methylidene]-2-methylpropane-2-sulfinamide

(S)-N-[(2-bromophenyl)methylidene]-2-methylpropane-2-sulfinamide

(S)-N-[(1S)-1-(2-bromophenyl)-3-(1,3-dioxan-2-yl)propyl]-2-methylpropane-2-sulfinamide

(S)-N-[(1S)-1-(2-bromophenyl)-3-(1,3-dioxan-2-yl)propyl]-2-methylpropane-2-sulfinamide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; dichloromethane at -40 - 65℃; for 1h; Concentration; Reagent/catalyst; Temperature; Inert atmosphere;96.32%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

1-indene
95-13-6

1-indene

2-[2-(1H-inden-1-yl)ethyl]-1,3-dioxane
1139269-81-0

2-[2-(1H-inden-1-yl)ethyl]-1,3-dioxane

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane at -78 - 20℃; for 8.25h; Inert atmosphere; Schlenk technique;96%
Stage #1: 1-indene With n-butyllithium In diethyl ether; hexane at 20℃; for 4h;
Stage #2: 2-(2-Bromoethyl)-1,3-dioxane In diethyl ether; hexane at 20℃; for 16h; Further stages.;
82%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

2-(2-phenylethyl)-1,3-dioxane
5663-30-9

2-(2-phenylethyl)-1,3-dioxane

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; [((Me)NN2)NiCl] In tetrahydrofuran at 20℃; for 2h; Kumada-Corriu-Tamao coupling reaction; Inert atmosphere;96%
With 1-Phenylprop-1-yne; copper In tetrahydrofuran at 80℃; for 12h; Schlenk technique; Glovebox;75%
5-Norbornene-2-carboxaldehyde
5453-80-5, 19926-90-0

5-Norbornene-2-carboxaldehyde

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol
443648-67-7

3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2,9b-dihydroxy-4a,6a-dimethyloctadecahydro-7H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7-one
82543-16-6

(2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2,9b-dihydroxy-4a,6a-dimethyloctadecahydro-7H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7-one

17α-(2-[1,3]dioxan-2-ylethyl)-6β,7β,15β,16β-dimethylen-5β-androstane-3β,5,17β-triol
1104734-55-5

17α-(2-[1,3]dioxan-2-ylethyl)-6β,7β,15β,16β-dimethylen-5β-androstane-3β,5,17β-triol

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium; iodine In tetrahydrofuran at 55 - 60℃; for 1h;
Stage #2: (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2,9b-dihydroxy-4a,6a-dimethyloctadecahydro-7H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7-one In tetrahydrofuran for 3.5h; Product distribution / selectivity;
95%
Stage #1: (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2,9b-dihydroxy-4a,6a-dimethyloctadecahydro-7H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7-one With lithium In tetrahydrofuran at -20℃; for 0.333333 - 0.5h;
Stage #2: 2-(2-Bromoethyl)-1,3-dioxane In tetrahydrofuran at -20 - 0℃; for 2h; Product distribution / selectivity;
74%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

1,5-bis[(4R)-4-phenyl-3-(2,4,6-trimethoxybenzyl)-1,3-oxazolidin-2-yl]pentane
301833-44-3

1,5-bis[(4R)-4-phenyl-3-(2,4,6-trimethoxybenzyl)-1,3-oxazolidin-2-yl]pentane

(2R,2'R)-2,2'-[1,9-bis(1,3-dioxan-2-yl)nonane-3(S),7(S)-diamino]bis(2-phenylethanol)
1083419-66-2

(2R,2'R)-2,2'-[1,9-bis(1,3-dioxan-2-yl)nonane-3(S),7(S)-diamino]bis(2-phenylethanol)

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium In tetrahydrofuran
Stage #2: 1,5-bis[(4R)-4-phenyl-3-(2,4,6-trimethoxybenzyl)-1,3-oxazolidin-2-yl]pentane In tetrahydrofuran at 60℃; for 48h;
Stage #3: With water; ammonium chloride In tetrahydrofuran at 20℃; diastereoselective reaction;
95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

2-(2-iodethyl)-[1,3]dioxane
79148-55-3

2-(2-iodethyl)-[1,3]dioxane

Conditions
ConditionsYield
With sodium iodide In acetone Reflux;95%
With sodium iodide In acetone
With sodium iodide In acetone
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate
868618-71-7

benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate

benzyl [6-(1,3-dioxan-2-yl)-4-oxohexyl]methylcarbamate
868618-72-8

benzyl [6-(1,3-dioxan-2-yl)-4-oxohexyl]methylcarbamate

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With iodine; magnesium In tetrahydrofuran at 65℃;
Stage #2: benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate In tetrahydrofuran at 4 - 65℃; for 2h;
95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

C27H26F3NO4S
1359023-25-8

C27H26F3NO4S

C33H38F3NO6S

C33H38F3NO6S

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium; iodine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #2: C27H26F3NO4S In tetrahydrofuran at -78℃; for 1.66667h;
Stage #3: With ammonium chloride In tetrahydrofuran; water at -48℃;
95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

phenyl 6-(benzyloxy)-2-methyl-4-[(1E)-{[(S)-2-methylpropane-2-sulfinyl]imino}methyl]-3-(trifluoromethyl)benzoate

phenyl 6-(benzyloxy)-2-methyl-4-[(1E)-{[(S)-2-methylpropane-2-sulfinyl]imino}methyl]-3-(trifluoromethyl)benzoate

phenyl 6-(benzyloxy)-4-[3-(1,3-dioxan-2-yl)-1-{[(S)-2-methylpropane-2-sulfinyl]amino}propyl]-2-methyl-3-(trifluoromethyl)benzoate

phenyl 6-(benzyloxy)-4-[3-(1,3-dioxan-2-yl)-1-{[(S)-2-methylpropane-2-sulfinyl]amino}propyl]-2-methyl-3-(trifluoromethyl)benzoate

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With iodine; magnesium In tetrahydrofuran Inert atmosphere;
Stage #2: phenyl 6-(benzyloxy)-2-methyl-4-[(1E)-{[(S)-2-methylpropane-2-sulfinyl]imino}methyl]-3-(trifluoromethyl)benzoate In tetrahydrofuran at -78℃; for 1.66667h; diastereoselective reaction;
95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

lithium chloride

lithium chloride

(2-(1,3-dioxan-2-yl)ethyl)zinc chloride

(2-(1,3-dioxan-2-yl)ethyl)zinc chloride

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; Inert atmosphere; Schlenk technique;95%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

3,5,5-trimethylcyclopenten-2-one
24156-95-4

3,5,5-trimethylcyclopenten-2-one

4-<2-(1,3-Dioxan-2-yl)ethyl>-2,2,4-trimethylcyclopentanone
177739-77-4

4-<2-(1,3-Dioxan-2-yl)ethyl>-2,2,4-trimethylcyclopentanone

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With iodine; magnesium; ethylene dibromide In tetrahydrofuran for 0.666667h; Heating;
Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.166667h;
Stage #3: 3,5,5-trimethylcyclopenten-2-one In tetrahydrofuran at 0 - 20℃; for 5.66667h;
93%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

N-(3-pyridinemethylidene)-2-methylpropane-2-sulfinamide

N-(3-pyridinemethylidene)-2-methylpropane-2-sulfinamide

N-(2-(1,3-dioxan-2-yl)ethyl)-2-methyl-N-(pyridin-3-ylmethyl)propane-2-sulfinamide

N-(2-(1,3-dioxan-2-yl)ethyl)-2-methyl-N-(pyridin-3-ylmethyl)propane-2-sulfinamide

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium In tetrahydrofuran at -15 - 50℃; for 5h; Inert atmosphere;
Stage #2: N-(3-pyridinemethylidene)-2-methylpropane-2-sulfinamide In tetrahydrofuran at -15 - 25℃; for 6h;
92.7%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

1-aza-5-germanium-5-bromobicyclo[3.3.3]undecane

1-aza-5-germanium-5-bromobicyclo[3.3.3]undecane

5-[2-(1,3-dioxan-2-yl)ethyl]-1-aza-5-germabicyclo[3.3.3]undecane

5-[2-(1,3-dioxan-2-yl)ethyl]-1-aza-5-germabicyclo[3.3.3]undecane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at 60℃; for 8h;92%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(2-(1,3-dioxan-1-yl)ethyloxy)benzaldehyde

3-(2-(1,3-dioxan-1-yl)ethyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 13h;92%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

3-chloro-2-(ethoxycarbonyl)pyrrole

3-chloro-2-(ethoxycarbonyl)pyrrole

ethyl 3-chloro-5-(2-(1,3-dioxan-2-yl)ethyl)-1H-pyrrole-2-carboxylate

ethyl 3-chloro-5-(2-(1,3-dioxan-2-yl)ethyl)-1H-pyrrole-2-carboxylate

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); dipotassium hydrogenphosphate; norbornene In N,N-dimethyl acetamide at 90℃; for 22h; regioselective reaction;91%
With dichloro bis(acetonitrile) palladium(II); dipotassium hydrogenphosphate; norbornene In N,N-dimethyl acetamide at 90℃; for 22h; regioselective reaction;91%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

(+)-(R)-6-methylcyclohex-2-en-1-one
62392-84-1

(+)-(R)-6-methylcyclohex-2-en-1-one

C13H20O3

C13H20O3

Conditions
ConditionsYield
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium; ethylene dibromide In tetrahydrofuran at 23℃; for 1.5h; Inert atmosphere; Schlenk technique;
Stage #2: With copper(l) cyanide; lithium chloride In tetrahydrofuran at -45 - 23℃; for 0.666667h; Inert atmosphere; Schlenk technique;
Stage #3: (+)-(R)-6-methylcyclohex-2-en-1-one Further stages;
91%
Stage #1: 2-(2-Bromoethyl)-1,3-dioxane With magnesium; ethylene dibromide In tetrahydrofuran for 1.5h; Inert atmosphere;
Stage #2: With copper(l) cyanide; lithium chloride In tetrahydrofuran at -45℃; for 0.666667h; Inert atmosphere;
Stage #3: (+)-(R)-6-methylcyclohex-2-en-1-one Further stages;
91%
1-butylbenzimidazole
4886-30-0

1-butylbenzimidazole

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

1-(n-butyl)-3-(2-(1,3-dioxane-2-yl)ethyl)benzimidazolium bromide

1-(n-butyl)-3-(2-(1,3-dioxane-2-yl)ethyl)benzimidazolium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20 - 80℃; for 5h;91%
1-(3,4,5-trimethoxybenzyl)benzimidazole

1-(3,4,5-trimethoxybenzyl)benzimidazole

2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

Br(1-)*C23H29N2O5(1+)
1279717-79-1

Br(1-)*C23H29N2O5(1+)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25 - 80℃; for 10h; Inert atmosphere;90%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(2-(1,3-dioxan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1357000-34-0

2-(2-(1,3-dioxan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With lithium tert-butoxide In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere; Schlenk technique;90%
With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;86%
Stage #1: bis(pinacol)diborane With potassium tert-butylate; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; zinc(II) chloride In tert-butyl methyl ether for 0.5h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: 2-(2-Bromoethyl)-1,3-dioxane In tert-butyl methyl ether at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox;
84%
2-(2-Bromoethyl)-1,3-dioxane
33884-43-4

2-(2-Bromoethyl)-1,3-dioxane

1‐(3‐methylbenzyl)benzimidazole

1‐(3‐methylbenzyl)benzimidazole

1-(3-methylbenzyl)-3-[2-(1,3-dioxane-2-yl)ethyl]benzimidazolium bromide

1-(3-methylbenzyl)-3-[2-(1,3-dioxane-2-yl)ethyl]benzimidazolium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 5h; Inert atmosphere; Schlenk technique;90%
In N,N-dimethyl-formamide at 20 - 80℃; for 5h;

2-(2-Bromoethyl)-1,3-dioxane Specification

The 2-(2-Bromoethyl)-1,3-dioxane, with the CAS registry number 33884-43-4 and EINECS registry number 251-716-7, belongs to the following product categories: Aliphatics; Halides; Dioxanes; Dioxanes & Dioxolanes. It should be stored at 2-8°C. And the molecular formula of the chemical is C6H11BrO2.

The characteristics of 2-(2-Bromoethyl)-1,3-dioxane are as followings: (1)ACD/LogP: 0.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.85; (4)ACD/LogD (pH 7.4): 0.85; (5)ACD/BCF (pH 5.5): 2.62; (6)ACD/BCF (pH 7.4): 2.62; (7)ACD/KOC (pH 5.5): 69.36; (8)ACD/KOC (pH 7.4): 69.36; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.467; (14)Molar Refractivity: 38.71 cm3; (15)Molar Volume: 139.2 cm3; (16)Polarizability: 15.34×10-24cm3; (17)Surface Tension: 37.9 dyne/cm; (18)Density: 1.4 g/cm3; (19)Flash Point: 96.7 °C; (20)Enthalpy of Vaporization: 43.89 kJ/mol; (21)Boiling Point: 221.1 °C at 760 mmHg; (22)Vapour Pressure: 0.162 mmHg at 25°C.

Preparation of 2-(2-Bromoethyl)-1,3-dioxane: This chemical can be prepared by propenal and propane-1,3-diol. The reaction will need reagent HBr. The reaction time is 1 hour with ambient temperature, and the yield is about 74%. 

Uses of 2-(2-Bromoethyl)-1,3-dioxane: It can react with [1,3]dithiane to produce 2-(1,3-Dioxan-2-yl)-1-(1,3-dithianyl)ethane. This reaction will need reagent HMPT, and the menstruum tetrahydrofuran. The yield is about 86%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: BrCCC1OCCCO1
(2)InChI: InChI=1/C6H11BrO2/c7-3-2-6-8-4-1-5-9-6/h6H,1-5H2
(3)InChIKey: WMDHQEHPOVOEOG-UHFFFAOYAA

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