1,2-Epoxy-1,2,3,4-tetrahydronaphthalene

Base Information

• Chemical Name: 1,2-Epoxy-1,2,3,4-tetrahydronaphthalene
• CAS No.: 2461-34-9
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 2932999099
• NSC Number: 67882
• UNII: E4Z9CF52D1
• DSSTox Substance ID: DTXSID60947508
• Nikkaji Number: J124.216D
• Mol file: 2461-34-9.mol

Synonyms:1,2-epoxy-1,2,3,4-tetrahydronaphthalene;1,2-ETN

Chemical Property of 1,2-Epoxy-1,2,3,4-tetrahydronaphthalene

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Melting Point: 23 °C
• Boiling Point: 250.3°Cat760mmHg
• Flash Point: 100.9°C
• PSA: 12.53000
• Density: 1.159g/cm³
• LogP: 2.07270
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

1,2-Epoxy-1,2,3,4-tetrahydronaphthalene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C3C1O3

Technology Process of 1,2-Epoxy-1,2,3,4-tetrahydronaphthalene

There total 31 articles about 1,2-Epoxy-1,2,3,4-tetrahydronaphthalene 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: 62.0%

1,2-Dihydronaphthalene (447-53-0) → 1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene (2461-34-9) + naphthalene (91-20-3,71998-51-1,72931-45-4)

Guidance literature:

With 4-Phenylpyridine 1-oxide; iodosylbenzene; chiral Mn(III)-salen; In methanol; dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.jorganchem.2005.01.055

Reference yield: 23.0%

1,2-Dihydronaphthalene (447-53-0) → (1R,2S)-1,2-epoxy-3,4-dihydronaphthalene (2461-34-9,24825-01-2,58800-12-7,148262-73-1) + (1aR,7bS)-1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene (24825-01-2) + 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8)

Guidance literature:

With 2,6-dichloropyridine N-oxide; [RuCl(C₆₀H₄₄N₂O₂)(NO)]; In benzene; at 20 ℃; for 6h; Further Variations:; Solvents; reaction time; Product distribution; Irradiation;

DOI:10.1002/1521-3765(20010903)7:17<3776::AID-CHEM3776>3.0.CO;2-M

Reference yield:

1,2-Dihydronaphthalene (447-53-0) → 1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene (2461-34-9) + 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8)

Guidance literature:

With [Ru(2,6-Cl₂tpp)Cl₂]; 2,6-dichloropyridine N-oxide; In chloroform-d1; at 60 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.01.098

upstream raw materials:

cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene carbonate

1,4-dihydronaphthalene

metaboric acid

1,2-Dihydronaphthalene

Downstream raw materials:

1-methyl-1,2,3,4-tetrahydro-2-naphthol

(1S,2S)-1-Ethyl-1,2,3,4-tetrahydro-naphthalen-2-ol

trans-N-Benzyl-α-amino-β-tetralol

1,2,3,4-tetrahydronaphthalen-2 ol

Refernces

• 1、 Alcalde, Miguel,Arends, Isabel W. C. E.,Hollmann, Frank,Paul, Caroline E.,Rauch, Marine C. R.,Tieves, Florian. "Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media". . . Retrieved 2019/08/30.
• 2、 Wang, Zhi-Ming,Sang, Xue-Ling,Che, Chi-Ming,Chen, Jian. "Ruthenium(IV) porphyrin catalyzed highly selective oxidation of internal alkenes into ketones with Cl2pyNO as terminal oxidant". . p. 1736 - 1739. Retrieved 2014/03/21.