4-(DIMETHYLAMINO)PHENETHYL ALCOHOL
- Product Name
- 4-(DIMETHYLAMINO)PHENETHYL ALCOHOL
- CAS No.
- 50438-75-0
- Chemical Name
- 4-(DIMETHYLAMINO)PHENETHYL ALCOHOL
- Synonyms
- Ccris 987;2-(4-(Dimethylamino);4-(Dimethylamino)benzeneethanol;2-(4-Dimetylaminophenyl)ethanol;p-(Dimethylamino)phenethyl alcohol;Benzeneethanol, 4-(dimethylamino)-;4-(DIMETHYLAMINO)PHENETHYL ALCOHOL;4-(Dimethylamino)phenethylealcohol;2-[4-(dimethylamino)phenyl]ethanol;4-(N,N-dimethylamino)benzeneethanol
- CBNumber
- CB2322809
- Molecular Formula
- C10H15NO
- Formula Weight
- 165.23
- MOL File
- 50438-75-0.mol
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Property
- Melting point:
- 54-58 °C(lit.)
- Boiling point:
- 284.5±15.0 °C(Predicted)
- Density
- 1.047±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 15.07±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to light brown
- BRN
- 2717032
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 347590
- Product name
- 2-[4-(Dimethylamino)phenyl]ethanol
- Purity
- ≥99%
- Packaging
- 5g
- Price
- $249
- Updated
- 2023/06/20
- Product number
- Z4804
- Product name
- 2-[4-(Dimethylamino)phenyl]ethanol
- Packaging
- 5g
- Price
- $251
- Updated
- 2021/12/16
- Product number
- 119789
- Product name
- 2-(4-(Dimethylamino)phenyl)ethanol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 216002
- Product name
- 2-(4-(Dimethylamino)phenyl)ethanol
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $38
- Updated
- 2021/12/16
- Product number
- FD140784
- Product name
- 2-(4-(Dimethylamino)phenyl)ethanol
- Packaging
- 1g
- Price
- $87.5
- Updated
- 2021/12/16
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Chemical Properties,Usage,Production
Uses
2-[4-(Dimethylamino)phenyl]ethanol (4-(Dimethylamino)phenethyl alcohol) may be used as accelerator to investigate the the curing of bone cement at molecular level by electron spin resonance (ESR) spectroscopy. 2-[4-(Dimethylamino)phenyl]ethanol (4-(N,N-dimethylamino)phenethyl alcohol) may be used to compare the efficiency of different camphorquinone (CQ)/amine photo-initiating systems for the photopolymerization of a model dental resin.
General Description
2-[4-(Dimethylamino)phenyl]ethanol (4-(Dimethylamino)phenethyl alcohol) is a more effective accelerator than N,N-dimethyl-p-toluidine (TD) for bone cement curing.
Synthesis
17078-28-3
50438-75-0
General procedure for the synthesis of 2-(4-(dimethylamino)phenyl)ethanol from 4-(dimethylamino)phenylacetic acid: as shown in Scheme 5, the used bromide synthesizers (41a-41c) were first converted to the corresponding alcohols by a reduction reaction, followed by bromination using PPh3/CBr4 (for 41a) or PPh3/Br2 (for 41b and 41c). This was done as follows: to a flame-dried, three-necked, 100 mL round-bottomed flask equipped with a condenser and argon line was added the appropriate carboxylic acid (10 mmol) dissolved in anhydrous THF (25 mL). After cooling the mixture to 0 °C, 1 M BH3*THF (20 mmol) was added dropwise to the stirring mixture, followed by keeping the reaction at 0 °C for 5 hours. After completion of the reaction, the reaction mixture was diluted with cold water, washed with saturated NaHCO3 solution and extracted with ethyl acetate (3 x 25 mL). The organic layers were combined, washed with brine (1 x 25 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by rapid chromatography on silica gel using 25% ethyl acetate-hexane as eluent to afford the target product, p-(N,N-dimethylamino)phenylethanol (40a). The yield was 90%; melting point was 56-57°C; 1H NMR (CDCl3) data: δ 2.77 (t, 2H, J = 6.6 Hz), 2.92 (s, 6H, NMe2), 3.80 (t, 2H, J = 6.5 Hz), 6.72 (d, 2H, J = 8.53 Hz), 7.10 (d, 2H, J = 8.51 Hz); 13C NMR (CDCl3) data: δ 38.21, 40.93 (NMe2), 64.01, 113.20 (2C, Ar), 126.43, 129.72 (2C, Ar), 149.51; IR (pure) data: 3284, 2855, 1617, 1527, 1352, 1049, 1021, 804; HRMS (ESI) m/z: C10H15NO [M + H]+ calculated value 166.1232, measured value 166.1225 [M + H]+.
References
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 20, p. 4244 - 4258
[2] Patent: WO2003/95444, 2003, A1. Location in patent: Page/Page column 22-23; 56
[3] Patent: WO2018/96159, 2018, A1. Location in patent: Paragraph 0299-0302
[4] Tetrahedron, 2015, vol. 71, # 39, p. 7107 - 7123
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Preparation Products And Raw materials
Raw materials
Preparation Products
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