Indene oxide

Base Information

• Chemical Name: Indene oxide
• CAS No.: 768-22-9
• Molecular Formula: C9H8O
• Molecular Weight: 132.162
• NSC Number: 31261
• UNII: 080U5Q5IYI
• DSSTox Substance ID: DTXSID30871806
• Nikkaji Number: J313.589F
• Wikidata: Q27236339
• ChEMBL ID: CHEMBL170741
• Mol file: 768-22-9.mol

Synonyms:Indene oxide;768-22-9;6,6a-Dihydro-1ah-indeno[1,2-b]oxirene;Indene epoxide;Indan, epoxide;indonaphthene oxide;Indene-1,2-oxide;1,2-epoxyindan;Indan, 1,2-epoxy-;6H-Indeno[1,2-b]oxirene,1a,6a-dihydro-;1H-Indene, 1,2-epoxy-2,3-dihydro-;080U5Q5IYI;CHEMBL170741;6H-Indeno(1,2-b)oxirene, 1a,6a-dihydro-;MFCD00046870;NSC-31261;6H-Indeno[1,2-b]oxirene, 1a,6a-dihydro-;UNII-080U5Q5IYI;1,2-epoxyindane;Indan,2-epoxy-;2,3-epoxy-indane;NSC 31261;AI3-05988;6,6a-Dihydro-1aH-1-oxa-cyclopropa[a]indene;SCHEMBL2696782;DTXSID30871806;6H-Indeno[1, 1a,6a-dihydro-;1H-Indene,2-epoxy-2,3-dihydro-;NSC31261;BDBM50286812;1aH,6H,6aH-indeno[1,2-b]oxirene;1,2-Epoxy-2,3-dihydro-1-H indene;AKOS000144797;1,2-EPOXY-2,3-DIHYDROINDENE;AS-81909;SY272668;J313.589F;1a,6a-dihydro-6H-indeno [1,2-b] oxirene;6,6a-Dihydro-1ah-indeno[1,2-b]oxirene #;FT-0651134;EN300-91179;F51253;Q27236339;Z278165226

Chemical Property of Indene oxide

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Melting Point: 24.5°C
• Refractive Index: 1.62
• Boiling Point: 226.9 °C at 760 mmHg
• Flash Point: 86.3 °C
• PSA: 12.53000
• Density: 1.22 g/cm³
• LogP: 1.68260
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99%, ^*data from raw suppliers

INDENE OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(O2)C3=CC=CC=C31

Technology Process of Indene oxide

There total 68 articles about Indene oxide 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: 43.0%

1H-inden-1-one (480-90-0) → (1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene (768-22-9,67528-26-1,71214-81-8,85354-35-4)

Guidance literature:

With sodium hypochlorite; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1111/bph.13151

Reference yield: 40.0%

Toluene-4-sulfonic acid (S)-1-hydroxy-indan-2-yl ester → (1S,2R)-epoxyindane (768-22-9,71214-81-8,85354-35-4,67528-26-1) + inden-1-one (83-33-0)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 0 - 20 ℃;

DOI:10.1016/S0957-4166(01)00151-3

Reference yield: 21.0%

1-indene (95-13-6) → (1S,2R)-epoxyindane (768-22-9,71214-81-8,85354-35-4,67528-26-1) + 2-indanone (615-13-4)

Guidance literature:

With potassium phosphate; Leifsonia sp. S₇₄₉ alcohol dehydrogenase; Rhodococcus sp. ST-10 styrene monooxygenase; NAD⁺; oxygen; isopropyl alcohol; flavin adenine dinucleotide; at 25 ℃; for 24h; pH=7.5; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.tetasy.2012.09.017

upstream raw materials:

2-bromo-1-indanol

trans-2-bromo-1-indanol

Perbenzoic acid

1-indene

Downstream raw materials:

trans-1-methoxy-2-hydroxyindan

(1RS),(2RS)-1-(1-phenylthioprop-2-enyl)indan-2-ol

(1RS),(2RS)-1-1-(4-methoxyphenylthioprop-2-enyl)indan-2-ol

2-hydroxy-1-thiocyanatoindane

Refernces

• 1、 Nishida,Miyafuji,Ito,Katsuki. "Enthalpy- and/or entropy-controlled asymmetric oxidation: Stereocontrolling factors in Mn-salen-catalyzed oxidation". . p. 7053 - 7058. Retrieved 2000.
• 2、 Collman, James P.,Brauman, John I.,Hampton, Philip D.,Tanaka, Hiroo,Bohle, D. Scott,Hembre, Robert T.. "Mechanistic studies of olefin epoxidation by a manganese porphyrin and hypochlorite: An alternative explanation of "saturation kinetics"". . p. 7980 - 7984. Retrieved 1990.
• 3、 Ardakani, Mehdi Hatefi,Sabet, Mohammad,Samani, Mahnaz. "Dioxo-molybdenum(VI) unsymmetrical Schiff base complex supported on CoFe2O4@SiO2 nanoparticles as a new magnetically recoverable nanocatalyst for selective epoxidation of alkenes". . . Retrieved 2022/03/27.
• 4、 Bouzari, Narges,Bezaatpour, Abolfazl,Babaei, Behnam,Amiri, Mandana,Boukherroub, Rabah,Szunerits, Sabine. "Modification of MnFe2O4 surface by Mo (VI) pyridylimine complex as an efficient nanocatalyst for (ep)oxidation of alkenes and sulfides". . . Retrieved 2021/03/04.