1-cyano-7-(bromomethyl)naphthalene

Base Information

• Chemical Name: 1-cyano-7-(bromomethyl)naphthalene
• CAS No.: 135942-96-0
• Molecular Formula: C₁₂H₈BrN
• Molecular Weight: 246.106
• Mol file: 135942-96-0.mol

Synonyms:

Chemical Property of 1-cyano-7-(bromomethyl)naphthalene

Chemical Property:

• Boiling Point: 386.8±17.0 °C(Predicted)
• Density: 1.50±0.1 g/cm3(Predicted)

Purity/Quality:

≥99% ^*data from raw suppliers

7-(Bromomethyl)-1-naphthonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-cyano-7-(bromomethyl)naphthalene

There total 6 articles about 1-cyano-7-(bromomethyl)naphthalene 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: 66.0%

7-methylnaphthalene-1-carbonitrile (38879-97-9) → 1-cyano-7-(bromomethyl)naphthalene (135942-96-0)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; NCNMe₂; In tetrachloromethane; for 1h; Heating;

DOI:10.1021/jm00114a021

Reference yield:

ortho-bromophenylacetic acid (18698-97-0) → 1-cyano-7-(bromomethyl)naphthalene (135942-96-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / SOCl₂, DMF / CH₂Cl₂ / 18 h

2: 93 percent / AlCl₃ / CH₂Cl₂ / 0.25 h / -10 °C

3: 100 percent / TiCl₄ / CH₂Cl₂; tetrahydrofuran / 2 h / 0 °C

4: 70 percent / Ph₃COH, TFA / 48 h / Ambient temperature

5: 98 percent / N-methylpyrrolidinone / 3.5 h / Heating

6: N-bromosuccinimide, AIBN / CCl₄ / 0.5 h / Heating

With 1-methyl-pyrrolidin-2-one; N-Bromosuccinimide; aluminium trichloride; thionyl chloride; triphenylmethyl alcohol; 2,2'-azobis(isobutyronitrile); titanium tetrachloride; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; tetrachloromethane; dichloromethane;

DOI:10.1021/jm00069a006

Reference yield:

2-bromophenylacetyl chloride (55116-09-1) → 1-cyano-7-(bromomethyl)naphthalene (135942-96-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / AlCl₃ / CH₂Cl₂ / 0.25 h / -10 °C

2: 100 percent / TiCl₄ / CH₂Cl₂; tetrahydrofuran / 2 h / 0 °C

3: 70 percent / Ph₃COH, TFA / 48 h / Ambient temperature

4: 98 percent / N-methylpyrrolidinone / 3.5 h / Heating

5: N-bromosuccinimide, AIBN / CCl₄ / 0.5 h / Heating

With 1-methyl-pyrrolidin-2-one; N-Bromosuccinimide; aluminium trichloride; triphenylmethyl alcohol; 2,2'-azobis(isobutyronitrile); titanium tetrachloride; trifluoroacetic acid; In tetrahydrofuran; tetrachloromethane; dichloromethane;

DOI:10.1021/jm00069a006

upstream raw materials:

7-methylnaphthalene-1-carbonitrile

ortho-bromophenylacetic acid

2-bromophenylacetyl chloride

1-bromo-7-methylnaphthalene