4-(DIMETHYLAMINO)PHENETHYL ALCOHOL
- CAS No.
- 50438-75-0
- Chemical Name:
- 4-(DIMETHYLAMINO)PHENETHYL ALCOHOL
- Synonyms
- 2-[4-(dimethylamino)phenyl]ethanol;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;4-(N,N-dimethylamino)benzeneethanol
- CBNumber:
- CB2322809
- Molecular Formula:
- C10H15NO
- Molecular Weight:
- 165.23
- MDL Number:
- MFCD00009711
- MOL File:
- 50438-75-0.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | 84GFY3663N |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| target organs | Respiratory system |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| 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 |
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL price More Price(32)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 347590 | 2-[4-(Dimethylamino)phenyl]ethanol ≥99% | 50438-75-0 | 5g | $249 | 2023-06-20 | Buy |
| Apolloscientific | OR927173 | 4-(Dimethylamino)phenethyl alcohol 99% | 50438-75-0 | 250mg | $28 | 2026-06-04 | Buy |
| Apolloscientific | OR927173 | 4-(Dimethylamino)phenethyl alcohol 99% | 50438-75-0 | 1g | $73 | 2026-06-04 | Buy |
| Apolloscientific | OR927173 | 4-(Dimethylamino)phenethyl alcohol 99% | 50438-75-0 | 5g | $253 | 2026-06-04 | Buy |
| Apolloscientific | OR927173 | 4-(Dimethylamino)phenethyl alcohol 99% | 50438-75-0 | 25g | $1248 | 2026-06-04 | Buy |
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Chemical Properties,Uses,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
4-(DIMETHYLAMINO)PHENETHYL ALCOHOL Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Thermo Fisher Scientific | 800-810-5118 | cnchemical@thermofisher.com | China | 17752 | 75 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Suzhou Laing Biological Technology Co., LTD | 0512-62968256 18550502935 | export@laingbiotec.com | China | 991 | 58 |
| Shanghai AQBioPharma Co., Ltd. | 13661411401 | yinglv.que@aqbiopharma.com.cn | China | 2976 | 58 |
| Shanghai Xingui Biotechnology Co., Ltd. | 15121041756 | xingui2022@126.com | China | 9985 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
