1-Iodo-5-methoxynaphthalene

Base Information

• Chemical Name: 1-Iodo-5-methoxynaphthalene
• CAS No.: 61735-51-1
• Molecular Formula: C11H9IO
• Molecular Weight: 284.096
• DSSTox Substance ID: DTXSID30491407
• Wikidata: Q82335944
• Mol file: 61735-51-1.mol

Synonyms:1-IODO-5-METHOXYNAPHTHALENE;61735-51-1;1-iodo-5-methoxynapthalene;SCHEMBL2987997;DTXSID30491407;GAZQMUKEDAIOMN-UHFFFAOYSA-N;MFCD06797681;FT-0768197;A852494

Chemical Property of 1-Iodo-5-methoxynaphthalene

Chemical Property:

• PSA: 9.23000
• LogP: 3.45300
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 283.96981
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

1-Iodo-5-methoxynaphthalene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C=CC=C2I

Technology Process of 1-Iodo-5-methoxynaphthalene

There total 7 articles about 1-Iodo-5-methoxynaphthalene 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: 98.0%

5-iodonaphthalen-1-ol (61735-56-6) + methyl iodide (74-88-4) → 1-iodo-5-methoxynaphthalene (61735-51-1)

Guidance literature:

5-iodonaphthalen-1-ol; With sodium hydride; In tetrahydrofuran; for 0.25h;

methyl iodide; In tetrahydrofuran; for 16h;

DOI:10.1021/jm050255t

Reference yield:

5-amino-1-naphthol (83-55-6) → 1-iodo-5-methoxynaphthalene (61735-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 65 percent / aq. HCl; NaNO₂; NaI / 3 h / 0 °C

2.1: NaH / tetrahydrofuran / 0.25 h

2.2: 98 percent / tetrahydrofuran / 16 h

With hydrogenchloride; sodium hydride; sodium iodide; sodium nitrite; In tetrahydrofuran;

DOI:10.1021/jm050255t

Reference yield:

5-methoxynaphthalen-1-ylamine (6271-81-4) → 1-iodo-5-methoxynaphthalene (61735-51-1)

Guidance literature:

With potassium iodide; Diazotization;

DOI:10.1007/s00268-001-0160-y

upstream raw materials:

5-methoxynaphthalen-1-ylamine

5-iodonaphthalen-1-ol

dimethyl sulfate

methyl iodide

Downstream raw materials:

1-cyano-5-methoxynaphthalene

(1R,2R,4S)-2-Ethyl-2-hydroxy-5-methoxy-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester

(1S,2S,4R)-2-Ethyl-2-hydroxy-5-methoxy-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester

1-<(benzyloxy)methyl>-2-acetyl-2-hydroxy-5-methoxy-1,2-dihydronaphthalene

Refernces