2-Acetoxy-1-phenylpropane

Base Information

• Chemical Name: 2-Acetoxy-1-phenylpropane
• CAS No.: 2114-33-2
• Deprecated CAS: 115630-98-3
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• Hs Code.: 2915390090
• European Community (EC) Number: 218-314-3
• NSC Number: 30160
• DSSTox Substance ID: DTXSID30862835
• Nikkaji Number: J71.021K
• Mol file: 2114-33-2.mol

Synonyms:2114-33-2;1-phenylpropan-2-yl acetate;1-methyl-2-phenylethyl acetate;2-Acetoxy-1-phenylpropane;Methylbenzylcarbinyl acetate;1-Phenyl-2-propanol acetate;Benzylmethylcarbinyl acetate;alpha-Methylphenethyl acetate;Benzeneethanol, alpha-methyl-, 1-acetate;EINECS 218-314-3;alpha-Methyl-beta-phenylethyl acetate;Benzeneethanol, alpha-methyl-, acetate;Phenethyl alcohol, alpha-methyl-, acetate;AI3-35576;ACETIC ACID, alpha-METHYL-PHENETHYL ESTER;2-acetoxypropyl benzene;2-phenyl-isopropyl acetate;1-phenylpropan-2-ylacetate;SCHEMBL3505882;(2-chloro-phenyl)-oxalamic acid;DTXSID30862835;CAA11433;NSC30160;MFCD01672540;NSC-30160;AKOS025294900;Acetic Acid 1-Methyl-2-phenylethyl Ester;Benzeneethanol, .alpha.-methyl-, acetate;Benzeneethanol, .alpha.-methyl-, 1-acetate;CS-0449529;M1495;T72070;A879232

Chemical Property of 2-Acetoxy-1-phenylpropane

Chemical Property:

• Vapor Pressure: 0.0285mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 245.6°Cat760mmHg
• Flash Point: 103°C
• PSA: 26.30000
• Density: 1.014g/cm³
• LogP: 2.18070
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-2-phenylethyl Acetate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=CC=C1)OC(=O)C

Technology Process of 2-Acetoxy-1-phenylpropane

There total 55 articles about 2-Acetoxy-1-phenylpropane 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: 63.0%

(S)-1-phenylpropan-2-yl 4-methylbenzenesulfonate (53334-59-1) + potassium acetate (127-08-2) + acetic acid (64-19-7,77671-22-8) → 1-phenylpropene (637-50-3) + 3-phenyl-2-propanol (698-87-3,14898-87-4) + (R)-1-phenyl-2-acetoxypropane (2114-33-2,29393-15-5,115630-98-3,116907-36-9)

Guidance literature:

at 95 ℃; for 3h; optical yield given as %ee;

DOI:10.1016/j.tetasy.2009.12.028

Reference yield: 62.0%

(S)-1-phenylpropan-2-yl 4-methylbenzenesulfonate (53334-59-1) + sodium acetate (127-09-3) + acetic acid (64-19-7,77671-22-8) → 1-phenylpropene (637-50-3) + 3-phenyl-2-propanol (698-87-3,14898-87-4) + (R)-1-phenyl-2-acetoxypropane (2114-33-2,29393-15-5,115630-98-3,116907-36-9)

Guidance literature:

at 95 ℃; for 3h; optical yield given as %ee;

DOI:10.1016/j.tetasy.2009.12.028

Reference yield: 60.0%

(S)-1-phenylpropan-2-yl 4-methylbenzenesulfonate (53334-59-1) + cesium acetate (3396-11-0) + acetic acid (64-19-7,77671-22-8) → 1-phenylpropene (637-50-3) + 3-phenyl-2-propanol (698-87-3,14898-87-4) + (R)-1-phenyl-2-acetoxypropane (2114-33-2,29393-15-5,115630-98-3,116907-36-9)

Guidance literature:

at 95 ℃; for 3h; optical yield given as %ee;

DOI:10.1016/j.tetasy.2009.12.028

upstream raw materials:

3-phenyl-2-propanol

acetic anhydride

Acetyl bromide

trimethyl[(1-phenylpropan-2-yl)oxy]silane

Downstream raw materials:

(S)-1-phenylpropan-2-ol

(R)-1-phenyl-2-acetoxypropane

(R)-1-phenyl-propan-2-ol

(S)-1-phenyl-propan-2-ol acetate

Refernces

• 1、 Heck,R.F.. "-". . p. 5542 - 5546. Retrieved 1968.
• 2、 Xing, Xiu,Jia, Jun-Qi,Zhang, Jing-Fan,Zhou, Zi-Wen,Li, Jun,Wang, Na,Yu, Xiao-Qi. "CALB immobilized onto magnetic nanoparticles for efficient kinetic resolution of racemic secondary alcohols: Long-term stability and reusability". . . Retrieved 2019/02/03.
• 3、 de Leeuw, Nicolas,Torrelo, Guzman,Bisterfeld, Carolin,Resch, Verena,Mestrom, Luuk,Straulino, Emanuele,van der Weel, Laura,Hanefeld, Ulf. "Ester Synthesis in Water: Mycobacterium smegmatis Acyl Transferase for Kinetic Resolutions". . p. 242 - 249. Retrieved 2017/11/16.