(R,R)-(3-propyl-oxiranyl)-methanol

Base Information

• Chemical Name: (R,R)-(3-propyl-oxiranyl)-methanol
• CAS No.: 92418-71-8
• Molecular Formula: C6H12 O2
• Molecular Weight: 116.16
• Hs Code.: 2910900090
• European Community (EC) Number: 685-058-0
• Nikkaji Number: J578.851J
• Mol file: 92418-71-8.mol

Synonyms:92418-71-8;(R,R)-(3-propyl-oxiranyl)-methanol;SCHEMBL4809041;IGRZECZSICIWJA-PHDIDXHHSA-N;(2R,3R)-2,3-epoxy-1-hexanol;(2R,3R)-2,3-Epoxyhexane-1-ol

Chemical Property of (R,R)-(3-propyl-oxiranyl)-methanol

Chemical Property:

• Vapor Pressure: 0.179mmHg at 25°C
• Melting Point: 19 °C(lit.)
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 31-33 °C0.35 mm Hg(lit.)
• Flash Point: 86.7°C
• PSA: 32.76000
• Density: 0.993g/cm³
• LogP: 0.54620
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

99% ^*data from raw suppliers

(2R,3R)-(+)-3-PROPYLOXIRANEMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1C(O1)CO
• Isomeric SMILES: CCC[C@@H]1[C@H](O1)CO

Technology Process of (R,R)-(3-propyl-oxiranyl)-methanol

There total 23 articles about (R,R)-(3-propyl-oxiranyl)-methanol 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: 90.0%

(E)-2-Hexen-1-ol (928-95-0) → (2R,3R)-2,3-epoxy-1-hexanol (92418-71-8)

Guidance literature:

With tert.-butylhydroperoxide; Ti(O-i-Pr)4; D-(-)-diisopropyl tartrate; In dichloromethane; toluene; at -25 ℃; for 2h; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetasy.2009.12.015

Reference yield: 48.0%

tert.-butylhydroperoxide (75-91-2) + (E)-2-Hexen-1-ol (928-95-0) → (2R,3R)-2,3-epoxy-1-hexanol (92418-71-8)

Guidance literature:

(E)-2-Hexen-1-ol; With (-)-diethyl tartrate; titanium(IV) isopropylate; In dichloromethane; at -20 ℃; for 0.5h;

tert.-butylhydroperoxide; In dichloromethane; at -20 ℃; for 4h;

With L-Tartaric acid; In dichloromethane; for 0.333333h;

Reference yield: 40.0%

(E)-2-Hexen-1-ol (928-95-0) → (2S,3S)-3-propyl-2-oxiranemethanol (89321-71-1) + (2R,3R)-2,3-epoxy-1-hexanol (92418-71-8)

Guidance literature:

With tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; ((CH₃)3CCH₂)3Ta=CHC(CH₃)3 impergnated on silica; tantal content 5.40percent; In dichloromethane; at -20 ℃; for 48h; Product distribution / selectivity;

upstream raw materials:

(E)-2-Hexen-1-ol

(3R)-1-hexen-3-ol

(2S,3R)-3-Chlorotridecane-1,2-diol

(2S,3R)-3-propyloxirane-2-carbaldehyde

Downstream raw materials:

Methyl (2S,3R)-(+)-3-propyloxirane-2-carboxylate

Methyl (2R,3S)-(-)-3-propyloxirane-2-carboxylate

(2S,3R)-2-Methylsulfanylmethyl-3-propyl-oxirane

1,3-hexanediol