(R)-(-)-2-Methoxy-2-phenylethanol

Base Information

• Chemical Name: (R)-(-)-2-Methoxy-2-phenylethanol
• CAS No.: 17628-72-7
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 2909499000
• European Community (EC) Number: 623-197-0
• DSSTox Substance ID: DTXSID90426194
• Nikkaji Number: J1.214.192K
• Wikidata: Q72517594
• Mol file: 17628-72-7.mol

Synonyms:17628-72-7;(R)-2-methoxy-2-phenylethanol;(R)-(-)-2-Methoxy-2-phenylethanol;(2R)-2-methoxy-2-phenylethanol;(2R)-2-methoxy-2-phenyl-ethanol;Benzeneethanol, beta-methoxy-, (betaR)-;SCHEMBL2064318;(R)-2-Phenyl-2-methoxyethanol;DTXSID90426194;JDTUPLBMGDDPJS-VIFPVBQESA-N;(R)-2-methoxy-2-phenylethan-1-ol;MFCD00011550;(2R)-2-methoxy-2-phenylethan-1-ol;AKOS015890901;Benzeneethanol, ss-methoxy-, (ssR)-;AS-76206;A3914;CS-0333829;(R)-(-)-2-Methoxy-2-phenylethanol, 98%;E86984;EN300-6834668;A812170;J-011176;104527-66-4

Chemical Property of (R)-(-)-2-Methoxy-2-phenylethanol

Chemical Property:

• Vapor Pressure: 0.0212mmHg at 25°C
• Refractive Index: n20/D 1.52(lit.)
• Boiling Point: 239.9 °C at 760 mmHg
• PKA: 14.18±0.10(Predicted)
• Flash Point: 97.8 °C
• PSA: 29.46000
• Density: 1.061 g/cm³
• LogP: 1.36640
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 97.7

Purity/Quality:

98%min ^*data from raw suppliers

(R)-(?)-2-Methoxy-2-phenylethanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CO)C1=CC=CC=C1
• Isomeric SMILES: CO[C@@H](CO)C1=CC=CC=C1
• Uses: (R)-(-)-2-Methoxy-2-phenylethanol can be employed as a precursor to prepare: (?)-3-[(2R)-2-Methoxy-2-phenylethoxy]phenol, a key intermediate for the synthesis of C4-symmetric tetraalkoxy[4]resorcinarenes using boron trifluoride catalyst. N-substituent of the 6,7-benzomorphan scaffold that is used as a potent opioid receptor agonist. Sodium methoxyphenylethoxide (Na-MPE), which is used as an oxy-initiator in the anionic polymerization of n-hexyl isocyanate.

Technology Process of (R)-(-)-2-Methoxy-2-phenylethanol

There total 54 articles about (R)-(-)-2-Methoxy-2-phenylethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(R)-2-(tert-butyldimethylsilyloxy)-1-methoxy-1-phenylethane (537695-80-0) → R-(-)-2-methoxy-2-phenyl ethanol (17628-72-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/S0957-4166(03)00023-5

Reference yield: 98.0%

methyl (R)-(-)-2-methoxy-2-phenylacetate (32174-46-2) → R-(-)-2-methoxy-2-phenyl ethanol (17628-72-7)

Guidance literature:

methyl (R)-(-)-2-methoxy-2-phenylacetate; With diethylzinc; lithium chloride; In tetrahydrofuran; hexane; at 20 ℃; for 6h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; hexane; water; at 20 ℃; for 8h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201406176

Reference yield: 97.0%

(S)-1-((S)-4-Isopropyl-2-thioxo-thiazolidin-3-yl)-3-methoxy-3-phenyl-propan-1-one (362497-40-3) → R-(-)-2-methoxy-2-phenyl ethanol (17628-72-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(01)00829-2

upstream raw materials:

methanol

(S)-styrene oxide

(R)-Styrene oxide

(R)-methoxyphenylacetic acid

Downstream raw materials:

(R)-O-methylmandelyl-8-bromo-6-methyl-2-octenoate

(R)-O-methylmandelyl-8-bromo-6-methyl-2-octenoate

(R)-2-methoxy-1-phenylethyl((R)-2-methoxy-2-phenylethyl) carbonate

(R)-2-methoxy-2-phenylethyl-1 H-imidazole-1-carboxylate

Refernces

• 1、 Tanaka, Koichi,Otani, Ken-Ichi. "Asymmetric alcoholytic kinetic resolution of styrene oxide catalysed by chiral metal-organic framework crystals". . p. 2389 - 2391. Retrieved 2010.
• 2、 Chaudhary, Pooja,Deepa,Meena, Dhan Raj,Aalam, Mohd Jubair,Yadav, Geeta Devi,Singh, Surendra. "Cellulose sulfate: An efficient heterogeneous catalyst for the ring-opening of epoxides with alcohols and anilines". . p. 1834 - 1846. Retrieved 2021/05/10.
• 3、 Kovalenko, Oleksandr O.,Adolfsson, Hans. "Highly efficient and chemoselective zinc-catalyzed hydrosilylation of esters under mild conditions". . p. 2785 - 2788. Retrieved 2015/02/05.