3-Bromo-1-methylnaphthalene

Base Information

• Chemical Name: 3-Bromo-1-methylnaphthalene
• CAS No.: 112929-89-2
• Molecular Formula: C11H9Br
• Molecular Weight: 221.09300
• DSSTox Substance ID: DTXSID00595486
• Wikidata: Q82490494
• Mol file: 112929-89-2.mol

Synonyms:3-Bromo-1-methylnaphthalene;112929-89-2;b-bromo-methylnaphthalene;3-bromo-1-methyl-naphthalene;SCHEMBL6602218;DTXSID00595486;UTXLKIYFDKKKEC-UHFFFAOYSA-N;AKOS024438599;AT39229;DB-060260

Chemical Property of 3-Bromo-1-methylnaphthalene

Chemical Property:

• Melting Point: 46-47 °C
• Boiling Point: 302.1±11.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.417±0.06 g/cm3(Predicted)
• LogP: 3.91070
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 219.98876
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-1-methylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC2=CC=CC=C12)Br

Technology Process of 3-Bromo-1-methylnaphthalene

There total 6 articles about 3-Bromo-1-methylnaphthalene 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:

1-amino-4-methylnaphthalene (4523-45-9) → 3-bromo-1-methyl-naphthalene (112929-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / Br, KOH / H₂O; dioxane / 2 h

2: 1) conc. H₂SO₄, NaNO₂; 2) Cu / 1) EtOH-water, 10 deg C, 2 h; 2) EtOH-water, 60 deg C, 1 h, then 100 deg C, 10 min

With potassium hydroxide; sulfuric acid; bromine; copper; sodium nitrite; In 1,4-dioxane; water;

Reference yield:

1-acetamido-4-methylnaphthalene (51670-78-1) → 3-bromo-1-methyl-naphthalene (112929-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / conc. HCl / ethanol / 3 h / Heating

2: 74 percent / Br, KOH / H₂O; dioxane / 2 h

3: 1) conc. H₂SO₄, NaNO₂; 2) Cu / 1) EtOH-water, 10 deg C, 2 h; 2) EtOH-water, 60 deg C, 1 h, then 100 deg C, 10 min

With hydrogenchloride; potassium hydroxide; sulfuric acid; bromine; copper; sodium nitrite; In 1,4-dioxane; ethanol; water;

Reference yield:

1-amino-2-bromo-4-methylnaphthalene (112929-88-1) → 3-bromo-1-methyl-naphthalene (112929-89-2)

Guidance literature:

With sulfuric acid; copper; sodium nitrite; Yield given. Multistep reaction; 1) EtOH-water, 10 deg C, 2 h; 2) EtOH-water, 60 deg C, 1 h, then 100 deg C, 10 min;

upstream raw materials:

4-methyl-2-naphthalenamine

1-amino-2-bromo-4-methylnaphthalene

1-amino-4-methylnaphthalene

1-acetamido-4-methylnaphthalene

Downstream raw materials:

3-cyano-1-methylnaphthalene

(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(4-methoxy-benzyloxy)-5-(4-methyl-naphthalen-2-yl)-tetrahydro-furan

3-bromo-1-naphthaldehyde