5-Bromo-2-Methoxyphenylacetonitrile

Base Information

• Chemical Name: 5-Bromo-2-Methoxyphenylacetonitrile
• CAS No.: 7062-40-0
• Molecular Formula: C9H8BrNO
• Molecular Weight: 226.073
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30370809
• Wikidata: Q82157967
• Mol file: 7062-40-0.mol

Synonyms:7062-40-0;5-Bromo-2-Methoxyphenylacetonitrile;2-(5-bromo-2-methoxyphenyl)acetonitrile;5-Bromo-2-methoxybenzyl cyanide;(5-bromo-2-methoxyphenyl)acetonitrile;SCHEMBL4171690;2-Methoxy-5-bromobenzyl cyanide;DTXSID30370809;VHFHMEZAFVNROO-UHFFFAOYSA-N;MFCD00016392;AKOS009158003;FS-2537;(5-Bromo-2-methoxy-phenyl)-acetonitrile;5-Bromo-2-methoxyphenylacetonitrile, 98%;AM20041054;CS-0097806;FT-0676147;EN300-105432;A866586

Chemical Property of 5-Bromo-2-Methoxyphenylacetonitrile

Chemical Property:

• Vapor Pressure: 1.75E-13mmHg at 25°C
• Melting Point: 61-63°C
• Refractive Index: 1.698
• Boiling Point: 580.8°C at 760 mmHg
• Flash Point: 305.1°C
• PSA: 33.02000
• Density: 1.37g/cm³
• LogP: 2.52378
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.97893
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98%Min ^*data from raw suppliers

2-(5-Bromo-2-methoxyphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Br)CC#N
• Uses: 2-(5-Bromo-2-methoxyphenyl)acetonitrile is a useful intermediate used in the synthesis of 5-bromo-2-methoxyphenylacetonitrile and some of its derivatives.

Technology Process of 5-Bromo-2-Methoxyphenylacetonitrile

There total 7 articles about 5-Bromo-2-Methoxyphenylacetonitrile 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: 96.0%

2-methoxy-benzeneacetonitrile (7035-03-2) → 1-(cyanomethyl)-2-methoxy-6-bromobenzene (7062-40-0)

Guidance literature:

With N-Bromosuccinimide; iodine; In acetonitrile; for 12h; Darkness;

DOI:10.1016/j.tet.2017.10.073

Reference yield: 95.0%

4-bromo-2-(2,2-difluorovinyl)-1-methoxybenzene → 1-(cyanomethyl)-2-methoxy-6-bromobenzene (7062-40-0)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield:

4-bromo-2-(chloromethyl)-1-methoxybenzene (7017-52-9) + potassium cyanide (151-50-8) → 1-(cyanomethyl)-2-methoxy-6-bromobenzene (7062-40-0)

Guidance literature:

With ethanol;

upstream raw materials:

4-bromo-2-(chloromethyl)-1-methoxybenzene

potassium cyanide

5-bromo-2-methoxy-benzyl alcohol

5-bromo-2-methoxybenzaldehyde

Downstream raw materials:

2-(2-methoxy-5-bromophenyl)-1-aminoethane

N-<2-(2-methoxy-5-bromophenyl)ethyl>acetamide

2-(2-Methoxy-5-bromobenzyl)-2-imidazoline hydrochloride

2-(5-Bromo-2-methoxy-phenyl)-acetamidine; hydrochloride

Refernces

• 1、 Pramanick, Pranab Kumar,Hou, Zhen-Lin,Yao, Bo. "Mechanistic study on iodine-catalyzed aromatic bromination of aryl ethers by N-Bromosuccinimide". . p. 7105 - 7114. Retrieved 2017/11/27.
• 2、 Langlois, Michel,Bremont, Beatrice,Shen, Shuren,Poncet, Annie,Andrieux, Jean,et al.. "Design and Synthesis of New Naphthalenic Derivatives as Ligands for 2-Iodomelatonin Binding Sites". . p. 2050 - 2060. Retrieved 2007/10/02.