2,6-Diisopropylphenyl isocyanide

Base Information

• Chemical Name: 2,6-Diisopropylphenyl isocyanide
• CAS No.: 2008-61-9
• Molecular Formula: C13H17 N
• Molecular Weight: 187.285
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40388617
• Nikkaji Number: J1.121.762A,J1.923.626I
• Wikidata: Q82183695
• Mol file: 2008-61-9.mol

Synonyms:2,6-Diisopropylphenyl isocyanide;2008-61-9;2-isocyano-1,3-di(propan-2-yl)benzene;SCHEMBL244115;NIOSH/CY8547500;2,6-diisopropylphenyl isonitrile;2,6-Diisopropylphenyliminocarbene;DTXSID40388617;AAPXKKZEPJFEEX-UHFFFAOYSA-N;2-isocyano-1,3-diisopropylbenzene;Phenyl isocyanide, 2,6-diisopropyl-;2-isocyano-1,3-bis(propan-2-yl)benzene;LS-29156;1,3-Bis(1-methylethyl)-2-isocyanobenzene;CY85475000;Benzene, 1,3-bis(1-methylethyl)-2-isocyano-;EN300-2713823

Chemical Property of 2,6-Diisopropylphenyl isocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 3.71490
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

2-ISOCYANO-1,3-BIS(1-METHYLETHYL)-BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)[N+]#[C-]

Technology Process of 2,6-Diisopropylphenyl isocyanide

There total 12 articles about 2,6-Diisopropylphenyl 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: 98.0%

N-(2,6-diisopropylphenyl)formamide (84250-69-1) → 2,6-diisopropylphenylisocyanide (2008-61-9)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1039/c5ob01659b

Reference yield: 75.0%

chloroform (67-66-3,8013-54-5) + 2,6-diisopropylbenzenamine (24544-04-5) → 2,6-diisopropylphenylisocyanide (2008-61-9)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In dichloromethane; water; at 25 - 43 ℃; for 28h; Inert atmosphere;

Reference yield: 63.0%

IPr*SiCl2 (1187680-47-2) + N,N'-bis(2,6-diisopropylphenyl)carbodiimide (2162-74-5) → C39H53Cl2N3Si (1258236-59-7) + 2,6-diisopropylphenylisocyanide (2008-61-9)

Guidance literature:

In toluene; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/om100737v

upstream raw materials:

formic acid

2,6-diisopropylbenzenamine

N-(2,6-diisopropylphenyl)formamide

3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane

Downstream raw materials:

3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane

3-<(2,6-diisopropylphenyl)imino>-2,2,4,4,5,5-hexamethyl-2,4,5-trisilahexane

3,5-bis<(2,6-diisopropylphenyl)imino>-2,2,4,4,6,6-hexamethyl-2,4,6-trisilaheptane

1-(2,6-diisopropylphenyl)-2,2,4,4-tetramethyl-3,3-bis(trimethylsilyl)-1-aza-2,4-disilacyclobutane

Refernces

• 1、 Hashmi, A. Stephen K.,Lothschuetz, Christian,Boehling, Constantin,Hengst, Tobias,Hubbert, Christoph,Rominger, Frank. "Carbenes made easy: Formation of unsymmetrically substituted N-heterocyclic carbene complexes of palladium(II), platinum(II) and gold(I) from coordinated isonitriles and their catalytic activity". . p. 3001 - 3012. Retrieved 2010.
• 2、 Wang, Lijie,Ferguson, Jamie,Zeng, Fanlong. "Palladium-catalyzed direct coupling of 2-vinylanilines and isocyanides: An efficient synthesis of 2-aminoquinolines". supporting information. p. 11486 - 11491. Retrieved 2015/12/04.