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

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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
InChI: 1S/C10H15NO/c1-11(2)10-5-3-9(4-6-10)7-8-12/h3-6,12H,7-8H2,1-2H3
InChIKey: CDTPAAZQBPSVGS-UHFFFAOYSA-N
SMILES: CN(C)c1ccc(CCO)cc1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2922190090
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 347590
Product name: 2-[4-(Dimethylamino)phenyl]ethanol
Purity: ≥99%
Packaging: 5g
Price: $249
Updated: 2023/06/20

AK Scientific

Product number: Z4804
Product name: 2-[4-(Dimethylamino)phenyl]ethanol
Packaging: 5g
Price: $251
Updated: 2021/12/16

Matrix Scientific

Product number: 119789
Product name: 2-(4-(Dimethylamino)phenyl)ethanol
Purity: 95+%
Packaging: 1g
Price: $180
Updated: 2021/12/16

Oakwood

Product number: 216002
Product name: 2-(4-(Dimethylamino)phenyl)ethanol
Purity: 95+%
Packaging: 250mg
Price: $38
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD140784
Product name: 2-(4-(Dimethylamino)phenyl)ethanol
Packaging: 1g
Price: $87.5
Updated: 2021/12/16

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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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4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Suppliers

China 62 Germany 1 India 2 Switzerland 1 United Kingdom 1 United States 7 Global 74

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Sigma-Aldrich

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4-(Dimethylamino)benzeneethanol

p-(Dimethylamino)phenethyl alcohol

2-(4-Dimetylaminophenyl)ethanol

Ccris 987

4-(DIMETHYLAMINO)PHENETHYL ALCOHOL, 99+%

Benzeneethanol, 4-(dimethylamino)-

4-(N,N-dimethylamino)benzeneethanol

2-(4-(Dimethylamino)

4-(Dimethylamino)phenethylealcohol

4-(DIMETHYLAMINO)PHENETHYL ALCOHOL

2-(4-dimethylaminophenyl)ethyl alcohol

2-[4-(dimethylamino)phenyl]ethanol

2-(4-(dimethylamino)phenyl)ethan-1-ol

50438-75-0

CH32NC6H4CH2CH2OH

AMINE

Oxygen Compounds

Organic Building Blocks

Building Blocks

Amino Alcohols