3-Bromo-4-methoxybenzonitrile

Base Information

• Chemical Name: 3-Bromo-4-methoxybenzonitrile
• CAS No.: 117572-79-9
• Molecular Formula: C8H6BrNO
• Molecular Weight: 212.046
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID20352917
• Nikkaji Number: J728.231A
• Wikidata: Q72446103
• Mol file: 117572-79-9.mol

Synonyms:3-Bromo-4-methoxybenzonitrile;117572-79-9;2-Bromo-4-cyanoanisole;3-Bromo-4-methoxylbenzonitrile;Benzonitrile, 3-bromo-4-methoxy-;MFCD00143097;3-bromo-4-methoxy-benzonitrile;3-Bromo-4-(methyloxy)benzonitrile;Maybridge4_001971;3-Bromo4-methoxybenzonitrile;SCHEMBL708391;3-bromo-4-methoxy benzonitrile;3-bromo-4-methoxyben-zonitrile;QHWZMDRKTYTPEE-UHFFFAOYSA-;DTXSID20352917;HMS1526J13;STR08293;CK2129;3-Bromo-4-methoxybenzonitrile, 99%;AKOS000304734;AB03835;AM82844;CCG-239674;PS-4189;NCGC00177061-01;AC-26114;SY023061;B3124;CS-0042156;FT-0615164;A21026;EN300-169921;W-204949;BRD-K75431340-001-01-9;2-Bromo-4-(trifluoromethyl)anisole

Chemical Property of 3-Bromo-4-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.00328mmHg at 25°C
• Melting Point: 122-124 °C(lit.)
• Refractive Index: 1.584
• Boiling Point: 282.8 °C at 760 mmHg
• Flash Point: 124.9 °C
• PSA: 33.02000
• Density: 1.56 g/cm³
• LogP: 2.32938
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.96328
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-52
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C#N)Br
• Uses: 3-Bromo-4-methoxybenzonitrile is used to prepare 3-bromo-2-iodo-4-methoxy-benzonitrile. It is also used as pharmaceutical intermediates.

Technology Process of 3-Bromo-4-methoxybenzonitrile

There total 17 articles about 3-Bromo-4-methoxybenzonitrile 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: 100.0%

4-methoxybenzonitrile (874-90-8) → 3-bromo-4-methoxybenzonitrile (117572-79-9)

Guidance literature:

With oxygen; potassium bromide; potassium nitrate; In water; trifluoroacetic acid; at 20 ℃; for 48h; Product distribution; 50-60 deg C, 10 h;

Reference yield: 99.0%

p-methylanizole (104-93-8) → 3-bromo-4-methoxybenzonitrile (117572-79-9)

Guidance literature:

p-methylanizole; With hydrogen bromide; dihydrogen peroxide; In tetrachloromethane; water; at 20 ℃; for 1h; Irradiation;

With ammonia; iodine; In tetrachloromethane; water; acetonitrile; at 20 - 60 ℃; for 4h;

DOI:10.1002/ejoc.201402270

Reference yield: 99.0%

2-bromo-4-methylanisole (22002-45-5) → 3-bromo-4-methoxybenzonitrile (117572-79-9)

Guidance literature:

2-bromo-4-methylanisole; With hydrogen bromide; dihydrogen peroxide; In tetrachloromethane; water; at 20 ℃; for 1h; Irradiation;

With ammonia; iodine; In tetrachloromethane; water; acetonitrile; at 20 - 60 ℃; for 4h;

DOI:10.1002/ejoc.201402270

upstream raw materials:

acetic anhydride

4-methoxybenzonitrile

2-bromo-4-nitroanisole

sodium cyanide

Downstream raw materials:

(5-cyano-2-methoxyphenyl)boronic acid

{[3-bromo-4-(methyloxy)phenyl]methyl}amine

2-[ethyl-(4-fluorobenzenesulfonyl)amino]-N-(6-methoxy-4'-trifluoromethylbiphenyl-3-ylmethyl)acetamide

2-[(4-fluorobenzenesulfonyl)(isopropyl)amino]-N-(6-methoxy-4'-trifluoromethylbiphenyl-3-ylmethyl)acetamide

Refernces

• 1、 -. "2 - (3-cyano-4-alkoxy) phenyl-4-substituted thiazole-5- formic acid class compound, composition and its preparation and use". Paragraph 0104; 0105; 0106. . Retrieved 2016/10/07.
• 2、 Kawagoe, Yuhsuke,Moriyama, Katsuhiko,Togo, Hideo. "One-pot transformation of methylarenes into aromatic nitriles with inorganic metal-free reagents". . p. 4115 - 4122. Retrieved 2014/07/08.