4-METHOXYPHENYL ISOCYANIDE

Base Information

• Chemical Name: 4-METHOXYPHENYL ISOCYANIDE
• CAS No.: 10349-38-9
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2926909090
• Mol file: 10349-38-9.mol

Synonyms:Phenylisocyanide, p-methoxy- (6CI,7CI,8CI);1-Isocyano-4-methoxybenzene;4-Methoxy-1-isocyanobenzene;4-Methoxyphenyl isocyanide;4-Methoxyphenylisonitrile;Anisyl isonitrile;p-Anisyl isocyanide;p-Anisyl isonitrile;p-Methoxyphenyl isocyanide;p-Methoxyphenyl isonitrile;

Chemical Property of 4-METHOXYPHENYL ISOCYANIDE

Chemical Property:

• Melting Point: 29-33 °C(lit.)
• Boiling Point: 113 °C
• Flash Point: 224 °F
• PSA: 9.23000
• LogP: 1.47670
• Storage Temp.: ?20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxyphenyl isocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22-36/37/38:
• Hazard Codes: R20/21/22-36/37/38:
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Methoxyphenyl isocyanide can be used to synthesize N-(isoquinolin-1-yl)-formamides via reaction with 2-alkynylbenzaldoximes in the presence of silver trifluoromethanesulfonate and bismuth triflate.

Technology Process of 4-METHOXYPHENYL ISOCYANIDE

There total 15 articles about 4-METHOXYPHENYL ISOCYANIDE 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: 97.0%

4-methoxyformanilide (5470-34-8) → p-methoxyphenylisonitrile (10349-38-9)

Guidance literature:

With triethylamine; trichlorophosphate; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c9cc05655f

Reference yield: 70.0%

sodium chlorodifluoroacetate (1895-39-2) + 4-methoxy-aniline (104-94-9) → p-methoxyphenylisonitrile (10349-38-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.0c03472

Reference yield: 68.0%

4-methoxy-aniline (104-94-9) + potassium 2-bromo-2,2-difluoroacetate (87189-16-0) → p-methoxyphenylisonitrile (10349-38-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Inert atmosphere;

upstream raw materials:

chloroform

4-methoxy-aniline

4-methoxyformanilide

diisopropyl peroxydicarbonate

Downstream raw materials:

1-(4-methoxyphenyl)-1H-tetrazole

N-(4-methoxyphenyl)thioformamide

1,3-bis-(p-methoxyphenyl)thiourea

2-<4-Methoxy-phenylimino>-3-methyl-penten-(3)-saeure-<4-methoxy-anilid>

Refernces

• 1、 Ramos, Alberto,Anti?olo, Antonio,Carrillo-Hermosilla, Fernando,Fernández-Galán, Rafael,Montero-Rama, María Del Pilar,Villase?or, Elena,Rodríguez-Diéguez, Antonio,García-Vivó, Daniel. "Insertion reactions of small unsaturated molecules in the N-B bonds of boron guanidinates". . p. 10281 - 10299. Retrieved 2017.
• 2、 Leifert, Dirk,Artiukhin, Denis G.,Neugebauer, Johannes,Galstyan, Anzhela,Strassert, Cristian Alejandro,Studer, Armido. "Radical perfluoroalkylation - Easy access to 2-perfluoroalkylindol-3-imines-via electron catalysis". . p. 5997 - 6000. Retrieved 2016.
• 3、 Voss, Constantin,Scholz, Christoph,Knorr, Sabine,Beck, Philipp,Stein, Martin L.,Zall, Andrea,Kuckelkorn, Ulrike,Kloetzel, Peter-Michael,Groll, Michael,Hamacher, Kay,Schmidt, Boris. "α-Keto Phenylamides as P1′-Extended Proteasome Inhibitors". . p. 2557 - 2564. Retrieved 2014.
• 4、 Weidlich, Frauke,Esumi, Naoto,Chen, Dongyang,Mück-Lichtenfeld, Christian,Zysman-Colman, Eli,Studer, Armido. "Mild C?F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm". . p. 376 - 383. Retrieved 2020.
• 5、 Yuan, Yao,Dong, Wuheng,Gao, Xiaoshuang,Gao, Huang,Xie, Xiaomin,Zhang, Zhaoguo. "Visible-Light-Induced Radical Cascade Cyclization: Synthesis of the ABCD Ring Cores of Camptothecins". . p. 2840 - 2846. Retrieved 2018.
• 6、 Ghorai, Sourav,Lee, Daesung. "Synthesis of Imides, Imidates, Amidines, and Amides by Intercepting the Aryne-Isocyanide Adduct with Weak Nucleophiles". . p. 7390 - 7393. Retrieved 2019.
• 7、 Krapcho. "". . p. 1089. Retrieved 1962.
• 8、 Vethacke, Vanessa,Claus, Vanessa,Dietl, Martin C.,Ehjeij, Daniel,Meister, Arne,Huber, Jonas F.,Paschai Darian, Leon K.,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.. "Access to Unsymmetrically Substituted Diaryl Gold N-Acyclic Carbene (NAC) and N-Heterocyclic Carbene (NHC) Complexes via the Isonitrile Route". supporting information. p. 536 - 554. Retrieved 2021/10/20.
• 9、 -. "Method for preparing isonitrile compound". Paragraph 0032-0037; 0080-0087. . Retrieved 2021/01/30.