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33884-43-4

Basic Information
CAS No.: 33884-43-4
Name: 1,3-Dioxane,2-(2-bromoethyl)-
Article Data: 14
Cas Database
Molecular Structure:
Molecular Structure of 33884-43-4 (1,3-Dioxane,2-(2-bromoethyl)-)
Formula: C6H11BrO2
Molecular Weight: 195.056
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;
EINECS: 251-716-7
Density: 1.4 g/cm3
Melting Point: 157-161 °C
Boiling Point: 221.1 °C at 760 mmHg
Flash Point: 96.7 °C
Solubility: It is not soluble in water but soluble in organic solvent such as ethanol.
Appearance: Colorless transparent liquid
Hazard Symbols: R36/37/38:;
Risk Codes: 36/37/38
Safety: 26
Transport Information: N/A
PSA: 18.46000
LogP: 1.53440
Synthetic route
107-02-8

acrolein

504-63-2

trimethyleneglycol

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%
79148-55-3

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

106-93-4

ethylene dibromide

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;
65032-54-4

3-bromopropanal

504-63-2

trimethyleneglycol

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
33884-43-4

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

3406-02-8

bis(phenylsulfonyl)methane

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%
33884-43-4

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

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

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%
33884-43-4

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

(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
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%
33884-43-4

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

693-04-9

butyl magnesium bromide

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.
33884-43-4

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

2622-05-1

allylmagnesium bromide

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

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;99%
33884-43-4

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

(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
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%
33884-43-4

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

107-05-1

3-chloroprop-1-ene

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

Conditions
ConditionsYield
With magnesium98%
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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