(S)-2-((4-Chlorophenoxy)methyl)oxirane

Base Information

• Chemical Name: (S)-2-((4-Chlorophenoxy)methyl)oxirane
• CAS No.: 129098-57-3
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• DSSTox Substance ID: DTXSID701281157
• Nikkaji Number: J1.210.697A
• Mol file: 129098-57-3.mol

Synonyms:(S)-2-((4-CHLOROPHENOXY)METHYL)OXIRANE;129098-57-3;(2S)-2-[(4-chlorophenoxy)methyl]oxirane;SCHEMBL2527532;KSLSZOOZWRMSAP-SECBINFHSA-N;DTXSID701281157;4-Chlorophenyl[(S)-glycidyl] ether;MFCD08752560;(S)-2-((4-Chloro-phenoxy)methyl)oxirane;A910641;A1-11487

Chemical Property of (S)-2-((4-Chlorophenoxy)methyl)oxirane

Chemical Property:

• PSA: 21.76000
• LogP: 2.11760
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-((4-Chlorophenoxy)methyl)oxirane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=C(C=C2)Cl
• Isomeric SMILES: C1[C@H](O1)COC2=CC=C(C=C2)Cl

Technology Process of (S)-2-((4-Chlorophenoxy)methyl)oxirane

There total 15 articles about (S)-2-((4-Chlorophenoxy)methyl)oxirane 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: 93.0%

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate (115314-14-2) + 4-chloro-phenol (106-48-9,82344-39-6) → (S)-1,2-epoxy-3-(4-chlorophenoxy) propane (129098-57-3)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 25 ℃; for 14h;

DOI:10.1016/S0040-4020(99)00896-0

Reference yield: 72.0%

4-chlorophenyl 2,3-epoxypropyl ether (2212-05-7) → (S)-1,2-epoxy-3-(4-chlorophenoxy) propane (129098-57-3)

Guidance literature:

With (R,R)-(-)-N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II); water; acetic acid; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm2003365

Reference yield: 48.0%

4-chlorophenyl 2,3-epoxypropyl ether (2212-05-7) → (R)-3-(4-chlorophenoxy)propane-1,2-diol (112652-61-6) + (S)-1,2-epoxy-3-(4-chlorophenoxy) propane (129098-57-3)

Guidance literature:

4-chlorophenyl 2,3-epoxypropyl ether; With C₅₇H₅₄CoN₃O₈; In dichloromethane; at 20 ℃; for 0.25h;

With water; In dichloromethane; at 20 ℃; for 6h; enantioselective reaction; Cooling with ice;

DOI:10.1002/adsc.201700788

upstream raw materials:

4-chlorophenyl 2,3-epoxypropyl ether

(S)-Glycidyl tosylate

4-chloro-phenol

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

Downstream raw materials:

(S)-1-(4-Chloro-phenoxy)-3-(trityl-amino)-propan-2-ol

(S)-1-(4-chlorophenoxy)-3-methylaminopropan-2-ol

1-((R)-3-(4-chlorophenoxy)-2-hydroxypropyl)-4-(3-(trifluoromethyl)phenyl)piperidin-4-ol

(R)-1-(4-chlorophenoxy)-3-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)propan-2-ol

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