(4-BROMOBENZYL)DIMETHYLAMINE
- Product Name
- (4-BROMOBENZYL)DIMETHYLAMINE
- CAS No.
- 6274-57-3
- Chemical Name
- (4-BROMOBENZYL)DIMETHYLAMINE
- Synonyms
- (4-BROMOBENZYL)DIMETHYLAMINE;4-Bromo-N,N-dimethylbenzylamine;(4-BROMOBENZYL)DIMETHYLBENZYLAMINE;4-(N,N-DIMETHYLAMINOMETHYL)BROMOBENZENE;(4-Bromophenyl)-N,N-dimethylmethylamine;4-Bromo-N,N-dimethyl-Benzenemethanamine;1-(4-broMophenyl)-N,N-diMethylMethanaMine;BenzeneMethanaMine, 4-broMo-N,N-diMethyl-;1-(4-Bromophenyl)-N,N-dimethylmethylamine;[(4-bromophenyl)methyl]dimethylamine - [AC78543]
- CBNumber
- CB3735194
- Molecular Formula
- C9H12BrN
- Formula Weight
- 214.1
- MOL File
- 6274-57-3.mol
(4-BROMOBENZYL)DIMETHYLAMINE Property
- Melting point:
- 165-167 °C
- Boiling point:
- 121-122 °C(Press: 20 Torr)
- Density
- 1.320±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- liquid
- pka
- 8.56±0.28(Predicted)
- color
- Clear, colourless
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 2921490090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 3632-9-X0
- Product name
- 4-Bromo-N,N-dimethylbenzylamine
- Purity
- 98%
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- FB134276
- Product name
- (4-Bromobenzyl)dimethylamine
- Packaging
- 250mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 3632-9-X0
- Product name
- 4-Bromo-N,N-dimethylbenzylamine
- Purity
- 98%
- Packaging
- 5G
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 153013
- Product name
- (4-Bromobenzyl)dimethylamine
- Purity
- 95%
- Packaging
- 1g
- Price
- $136
- Updated
- 2021/12/16
- Product number
- FB134276
- Product name
- (4-Bromobenzyl)dimethylamine
- Packaging
- 500mg
- Price
- $150
- Updated
- 2021/12/16
(4-BROMOBENZYL)DIMETHYLAMINE Chemical Properties,Usage,Production
Synthesis
124-40-3
589-15-1
6274-57-3
1. In a flask containing 50% aqueous diethylamine (500 mmol) and K2CO3 (50 mmol), a solution of 4-bromobenzyl bromide (50 mmol) in THF (90 mL) was added slowly and dropwise. The reaction mixture was stirred at 60 °C under Ar atmosphere for 24 hours. After completion of the reaction, water (60 mL) was added and extracted with CHCl3 (100 mL x 3). The organic layers were combined, dried with Na2SO4, filtered and concentrated under reduced pressure to give 4-bromobenzyl dimethylamine in 99% yield (boiling point 55 °C/1 mmHg). 2. Mg (40 mmol) was dried with a vacuum pump at 70 °C for 20 min. To the dried Mg was added a solution of 4-bromobenzyldimethylamine (30 mmol) in anhydrous THF (70 mL) and stirred for 1 h at room temperature under Ar atmosphere. Subsequently, anhydrous THF (30 mL) solution of chlorodiphenylphosphine (30 mmol) was slowly added at 0°C and stirred at room temperature for 2 hours. At the end of the reaction, the mixture was filtered and washed with dichloromethane. To the filtrate was added a 30% aqueous solution of H2O2 (60 mmol) at 0 °C and stirred for 1 h at room temperature. After completion of the reaction, the reaction was quenched with water (100 mL) and extracted with chloroform (50 mL x 3). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. To the residue, diethyl ether (300 mL) was added, stirred for 0.5 h to dissolve the product, filtered and concentrated under reduced pressure to give 4-(diphenylphosphinyl)benzyldimethylamine in 95% yield. 3. To a flask containing anhydrous 1,2-dimethoxyethane (200 mL) solution of 4-(diphenylphosphinoyl)benzyldimethylamine (60 mmol) was added dimethyl sulfate (120 mmol) at 0 °C. The mixture was mixed with a mixture of 2,2-dimethoxyethane (200 mL) and 4-(diphenylphosphinoyl)benzyldimethylamine (60 mmol). The mixture was stirred at 50 °C under Ar atmosphere for 1 hour. Subsequently, LiAlH4 (180 mmol) was added at 0 °C and stirred at room temperature for 2 hours. Upon completion of the reaction, it was quenched with ice, then quenched with 1 M aqueous HBr solution (200 mL) and washed with ether (200 mL x 2). The aqueous phase was extracted with dichloromethane (100 mL x 3), the organic layers were combined, dried with Na2SO4, filtered and concentrated under reduced pressure. To the residue, diethyl ether (300 mL) was added, stirred under Ar atmosphere for 0.5 h. 4-(Diphenylphosphino)benzyltrimethylammonium bromide was obtained by filtration in 79% yield.
References
[1] Tetrahedron, 2010, vol. 66, # 19, p. 3421 - 3426
[2] Tetrahedron, 2013, vol. 69, # 19, p. 3971 - 3977
[3] Chemical Communications, 2012, vol. 48, # 63, p. 7823 - 7825
[4] Journal of Organic Chemistry, 2016, vol. 81, # 18, p. 8520 - 8529
[5] Journal of Medicinal Chemistry, 2005, vol. 48, # 7, p. 2667 - 2677
(4-BROMOBENZYL)DIMETHYLAMINE Preparation Products And Raw materials
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