1-Methoxyindan

Base Information

• Chemical Name: 1-Methoxyindan
• CAS No.: 1006-27-5
• Molecular Formula: C10H12 O
• Molecular Weight: 148.205
• European Community (EC) Number: 213-743-2,267-920-4
• UNII: 5EOU9GC035
• DSSTox Substance ID: DTXSID10881403
• Nikkaji Number: J217.117A
• Wikidata: Q27261933
• Mol file: 1006-27-5.mol

Synonyms:1-Methoxyindan;Methoxyindane;Indan-1-yl methyl ether;1006-27-5;Indan, 1-methoxy-;2,3-Dihydromethoxy-1H-indene;1-methoxy-2,3-dihydro-1H-indene;67952-67-4;1H-Indene, 2,3-dihydro-1-methoxy-;1H-Indene, 2,3-dihydromethoxy-;UNII-5EOU9GC035;5EOU9GC035;EINECS 213-743-2;EINECS 267-920-4;PHLORALID;Indan- 1- yl methyl ether;METHOXYINDANE [INCI];SCHEMBL447420;indan - 1 - yl methyl ether;DTXSID10881403;Q27261933

Chemical Property of 1-Methoxyindan

Chemical Property:

• Vapor Pressure: 0.201mmHg at 25°C
• Boiling Point: 216.9°Cat760mmHg
• Flash Point: 77.6°C
• PSA: 9.23000
• Density: 1.03g/cm³
• LogP: 2.32030
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CCC2=CC=CC=C12

Technology Process of 1-Methoxyindan

There total 25 articles about 1-Methoxyindan 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%

1-Indanol (6351-10-6) + methyl iodide (74-88-4) → 1-methoxyindane (1006-27-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/0022-328X(89)87025-1

Reference yield: 74.0%

methanol (67-56-1) + 1-indene (95-13-6) → 1-methoxyindane (1006-27-5)

Guidance literature:

With 1,1,2,2-tetramethyl-1,2-ethanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene)-cobalt(II); 1,1,3,3-tetramethyldisiloxane; 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate; at 0 ℃; for 17h; Inert atmosphere;

DOI:10.1021/ja405219f

Reference yield: 48.0%

1-methoxy-1,2,3,4-tetrahydroazulene (331686-37-4) → 1-methoxyindane (1006-27-5) + 2,3-dihydro-anti-4-methoxy-11,12-dioxatricyclo[5.3.2.01,5]dodeca-5,8-diene + anti-3-methoxy-9,10-dioxatricyclo[6.2.2.02,6]dodeca-2(6),11-diene

Guidance literature:

With 5,15,10,20-tetraphenylporphyrin; In tetrachloromethane; at 20 ℃; for 8h; Irradiation;

DOI:10.1002/1522-2675(20001220)83:12<3131::AID-HLCA3131>3.0.CO;2-6

upstream raw materials:

methanol

1-chloroindane

sodium methylate

inden-1-one

Downstream raw materials:

inden-1-one

1-indene

Refernces

• 1、 Ohlsson, Bengt,Ullenius, Christina,Jagner, Susan,Grivet, Chantal,Wenger, Eric,Kuendig, E. Peter. "Indanetricarbonylchromium: the effects of 1-syn- and 1-anti substituents on the regioselectivity of nucleophilic addition. Crystal structures of 1-syn- and 1-anti-methoxyindanetricarbonylchromium". . p. 243 - 268. Retrieved 1989.
• 2、 Reed, Sasha C.,Modarelli, David A.. "Conformational effects on the excited state 1,2-hydrogen migration in alkyldiazomethanes". . p. 7209 - 7212. Retrieved 1996.
• 3、 Shepard, Scott M.,Diaconescu, Paula L.. "Redox-Switchable Hydroelementation of a Cobalt Complex Supported by a Ferrocene-Based Ligand". . p. 2446 - 2453. Retrieved 2016.
• 4、 Inoue et al.. "". . p. 1597,1600. Retrieved 1964.
• 5、 Shigehisa, Hiroki,Aoki, Tatsuya,Yamaguchi, Sumiko,Shimizu, Nao,Hiroya, Kou. "Hydroalkoxylation of unactivated olefins with carbon radicals and carbocation species as key intermediates". supporting information. p. 10306 - 10309. Retrieved 2013/08/23.