33884-43-4

Basic information

• Product Name: 2-(2-Bromoethyl)-1,3-dioxane
• Synonyms: 1,3-Dioxane, 2-(2-bromoethyl)-;2-(2-bromoethyl)-3-dioxane;3-BROMOPROPIONALDEHYDE TRIMETHYLENE ACETAL;2-(2-BROMOETHYL)-1,3-DIOXANE;LABOTEST-BB LT00233134;2-Bromopropanal 1,3-propanediol acetal~2-Bromopropionaldehyde trimethylene acetal;2-Bromopropionaldehyde trimethylene acetal;2-(2-BROMOETHYL)-1,3-DIOXANE, STAB.
• CAS NO: 33884-43-4
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• EINECS: 251-716-7
• Product Categories: Aliphatics;Halides;Dioxanes;Dioxanes & Dioxolanes;Acetals/Ketals/Ortho Esters;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 33884-43-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 157-161 °C
• Boiling Point: 67-70 °C2.8 mm Hg(lit.)
• Flash Point: 206 °F
• Appearance: Clear colorless/Liquid
• Density: 1.431 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.224mmHg at 25°C
• Refractive Index: n20/D 1.481(lit.)
• Storage Temp.: 2-8°C
• Solubility: ethanol: soluble50 (μg/mL)
• Water Solubility: It is not soluble in water but soluble in organic solvent such as ethanol.
• BRN: 1421628
• CAS DataBase Reference: 2-(2-Bromoethyl)-1,3-dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Bromoethyl)-1,3-dioxane(33884-43-4)
• EPA Substance Registry System: 2-(2-Bromoethyl)-1,3-dioxane(33884-43-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25
• WGK Germany: 3
• F: 8-10
• TSCA: Yes
• Hazardous Substances Data: 33884-43-4(Hazardous Substances Data)

Usage

Uses

2-(2-Bromoethyl)-1,3-dioxane was used in the synthesis of ketone adducts 2-[3-oxo-4(S)-(triphenylmethyl) amino-6-methylheptyl]-1,3-dioxane and 2-[3-oxo-4(S)-(triphenylmethyl)amino-6-methylheptyl]-1,3-dioxolane.

General Description

The reaction of Grignard reagent prepared from 2-(2-bromoethyl)-1,3-dioxane and N-tert-butanesulfinyl aldimines was studied.

InChI:InChI=1/C6H11BrO2/c1-5(7)6-8-3-2-4-9-6/h5-6H,2-4H2,1H3

Synthetic route

acrolein (107-02-8) + trimethyleneglycol (504-63-2) → 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4)

Conditions	Yield
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) + ethylene dibromide (106-93-4) → 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4)

Conditions	Yield
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) + trimethyleneglycol (504-63-2) → 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4)

Conditions	Yield
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) + bis(phenylsulfonyl)methane (3406-02-8) → 5-(3,3-Bis-benzenesulfonyl-propyl)-[1,3]dioxane (110210-30-5)

Conditions	Yield
tetrabutylammomium bromide In sodium hydroxide at 25 - 30℃; for 3h;	100%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + (R,E)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamide (220315-19-5) → 2-Methyl-propane-2-sulfinic acid [(R)-1-(2-[1,3]dioxan-2-yl-ethyl)-2-methyl-propyl]-amide

Conditions	Yield
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) + (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

Conditions	Yield
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) + butyl magnesium bromide (693-04-9) → 2-hexyl-1,3-dioxolane (6290-20-6)

Conditions	Yield
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) + allylmagnesium bromide (2622-05-1) → 2-(pent-4-en-1-yl)-1,3-dioxane

Conditions	Yield
In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;	99%

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

Conditions	Yield
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) + 3-chloroprop-1-ene (107-05-1) → 2-(pent-4-en-1-yl)-1,3-dioxane

Conditions	Yield
With magnesium	98%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + meta-hydroxybenzaldehyde (100-83-4) → 3-(2-(1,3-dioxan-2-yl)ethyloxy)benzyl alcohol

Conditions	Yield
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) + 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) → 2-(2-(1,3-dioxan-2-yl)ethyl)-6-bromo-3,4-dihydroisoquinolin-1(2H)-one (1131222-73-5)

Conditions	Yield
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) + (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

Conditions	Yield
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) + 1-indene (95-13-6) → 2-[2-(1H-inden-1-yl)ethyl]-1,3-dioxane (1139269-81-0)

Conditions	Yield
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) + phenylmagnesium chloride (100-59-4) → 2-(2-phenylethyl)-1,3-dioxane (5663-30-9)

Conditions	Yield
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) + 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) → 3-(1,3-dioxan-2-yl)-1-(5-norbornen-2-yl)-1-propanol (443648-67-7)

Conditions	Yield
With ammonium chloride In tetrahydrofuran	95%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + (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) → 17α-(2-[1,3]dioxan-2-ylethyl)-6β,7β,15β,16β-dimethylen-5β-androstane-3β,5,17β-triol (1104734-55-5)

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

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

Conditions	Yield
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) + benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate (868618-71-7) → benzyl [6-(1,3-dioxan-2-yl)-4-oxohexyl]methylcarbamate (868618-72-8)

Conditions	Yield
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) + C27H26F3NO4S (1359023-25-8) → C33H38F3NO6S

Conditions	Yield
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) + 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

Conditions	Yield
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) + lithium chloride + zinc (7440-66-6) → (2-(1,3-dioxan-2-yl)ethyl)zinc chloride

Conditions	Yield
In tetrahydrofuran at 50℃; Inert atmosphere; Schlenk technique;	95%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + 3,5,5-trimethylcyclopenten-2-one (24156-95-4) → 4-<2-(1,3-Dioxan-2-yl)ethyl>-2,2,4-trimethylcyclopentanone (177739-77-4)

Conditions	Yield
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) + N-(3-pyridinemethylidene)-2-methylpropane-2-sulfinamide → N-(2-(1,3-dioxan-2-yl)ethyl)-2-methyl-N-(pyridin-3-ylmethyl)propane-2-sulfinamide

Conditions	Yield
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) + 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

Conditions	Yield
With magnesium In tetrahydrofuran at 60℃; for 8h;	92%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + meta-hydroxybenzaldehyde (100-83-4) → 3-(2-(1,3-dioxan-1-yl)ethyloxy)benzaldehyde

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 13h;	92%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + 3-chloro-2-(ethoxycarbonyl)pyrrole → ethyl 3-chloro-5-(2-(1,3-dioxan-2-yl)ethyl)-1H-pyrrole-2-carboxylate

Conditions	Yield
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) + (+)-(R)-6-methylcyclohex-2-en-1-one (62392-84-1) → C13H20O3

Conditions	Yield
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) + 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) → 1-(n-butyl)-3-(2-(1,3-dioxane-2-yl)ethyl)benzimidazolium bromide

Conditions	Yield
In N,N-dimethyl-formamide at 20 - 80℃; for 5h;	91%

1-(3,4,5-trimethoxybenzyl)benzimidazole + 2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) → Br(1-)*C23H29N2O5(1+) (1279717-79-1)

Conditions	Yield
In N,N-dimethyl-formamide at 25 - 80℃; for 10h; Inert atmosphere;	90%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + bis(pinacol)diborane (73183-34-3) → 2-(2-(1,3-dioxan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1357000-34-0)

Conditions	Yield
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) + 1‐(3‐methylbenzyl)benzimidazole → 1-(3-methylbenzyl)-3-[2-(1,3-dioxane-2-yl)ethyl]benzimidazolium bromide

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

Upstream product

• 65032-54-4 3-bromopropanal 
• 504-63-2 trimethyleneglycol 
• 107-02-8 acrolein 
• 79148-55-3 2-(2-iodoethyl)-1,3-dioxane 
• 106-93-4 ethylene dibromide 

Downstream Products

• 111865-36-2 3-[1,3]Dioxan-2-yl-1-phenyl-propan-1-ol 
• 250252-71-2 7-O-[2-(1,3-dioxan-2-yl)ethyl]-daidzein 
• 605-39-0 2,2'-dimethyl-1,1'-biphenyl 
• 1267672-22-9 2-(2-methylphenethyl)-1,3-dioxane 
• 5663-30-9 2-(2-phenylethyl)-1,3-dioxane 

Relevant articles and documents

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Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents

A solution of hydrogen bromide (HBr) in 1,4-dioxane was prepared and investigated for its ability to brominate alcohols, and hydrobrominate alkenes. This study revealed that the brominating ability of this HBr/1,4-dioxane solution is equal or superior to that of hydrobromic acid or HBr in acetic acid. The solution of HBr in 1,4-dioxane is robust, exhibiting no decomposition of the solvent, and retaining 97% of its original concentration, when kept at ?25 °C for 30 days. This solution is a liquid alternative to HBr gas without protic solvents.

AN ECONOMICAL PREPARATION OF 2-(2-BROMOETHYL)-1,3-DIOXANE

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