(6-Bromo-2-methoxy-1-naphthyl)acetonitrile

Base Information

• Chemical Name: (6-Bromo-2-methoxy-1-naphthyl)acetonitrile
• CAS No.: 92643-17-9
• Molecular Formula: C₁₃H₁₀BrNO
• Molecular Weight: 276.132
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00351887
• Wikidata: Q82128696
• Mol file: 92643-17-9.mol

Synonyms:92643-17-9;(6-bromo-2-methoxy-1-naphthyl)acetonitrile;2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile;2-(6-Bromo-2-Methoxy-1-Naphthyl)Acetonitrile;(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile;IFLab1_004149;DTXSID00351887;5-OCT-1-YNYLNICOTINICACID;HMS1423M13;CCG-48300;MFCD02180673;STL336657;AKOS000267932;TS-00943;CS-0313795;FT-0608706;2-(6-bromo-2-methoxy-1-naphthalenyl)acetonitrile;A844299;SR-01000637853-1;BRD-K02198279-001-01-7;2-(6-bromanyl-2-methoxy-naphthalen-1-yl)ethanenitrile;F0848-0239

Chemical Property of (6-Bromo-2-methoxy-1-naphthyl)acetonitrile

Chemical Property:

• Vapor Pressure: 4.81E-07mmHg at 25°C
• Melting Point: 147 °C
• Refractive Index: 1.634
• Boiling Point: 413.4°Cat760mmHg
• Flash Point: 203.8°C
• PSA: 33.02000
• Density: 1.453g/cm³
• LogP: 3.67698
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 274.99458
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

99%, ^*data from raw suppliers

2-(6-Bromo-2-methoxy-1-naphthyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)C=C(C=C2)Br)CC#N

Technology Process of (6-Bromo-2-methoxy-1-naphthyl)acetonitrile

There total 3 articles about (6-Bromo-2-methoxy-1-naphthyl)acetonitrile 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: 73.0%

6-Bromo-1-(chloromethyl)-2-methoxynaphthalene (92643-16-8) + potassium cyanide (151-50-8) → 6-Bromo-2-methoxy-1-naphthaleneacetonitrile (92643-17-9)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water; for 2.5h; Heating;

DOI:10.1021/jo00199a048

Reference yield:

1-bromo-2-methoxynaphthalene (3401-47-6) → 6-Bromo-2-methoxy-1-naphthaleneacetonitrile (92643-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.5 percent / HCl / acetic acid; H₂O / 1) 45 deg C, 2) 60 deg C

2: 73 percent / benzyltriethylammonium chloride / CH₂Cl₂; H₂O / 2.5 h / Heating

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; water; acetic acid;

DOI:10.1021/jo00199a048

Reference yield:

chloroform (67-66-3,8013-54-5) + 2-(2-methoxynaphthalen-1-yl)acetonitrile (71056-97-8) + bromine (7726-95-6) → 6-Bromo-2-methoxy-1-naphthaleneacetonitrile (92643-17-9)

Guidance literature:

DOI:10.1039/jr9410000502

upstream raw materials:

6-Bromo-1-(chloromethyl)-2-methoxynaphthalene

potassium cyanide

chloroform

2-(2-methoxynaphthalen-1-yl)acetonitrile

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