594881
2,6-Dimethylphenyl isocyanide
96%
Synonym(s):
vic.-m-Xylyl isocyanide
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About This Item
Linear Formula:
(CH3)2C6H3NC
CAS Number:
Molecular Weight:
131.17
Beilstein/REAXYS Number:
3541909
EC Number:
220-459-2
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
assay
96%
mp
72-76 °C
SMILES string
Cc1cccc(C)c1[N+]#[C-]
InChI
1S/C9H9N/c1-7-5-4-6-8(2)9(7)10-3/h4-6H,1-2H3
InChI key
DNJLFZHMJDSJFN-UHFFFAOYSA-N
Application
2,6-Dimethylphenyl isocyanide may be used in the synthesis of N-(2,6-dimethylphenyl)diphenyliminocyclobutenone via reaction with diphenylcyclopropenone catalyzed by triphenylphosphine. 2,6-dimethylphenyl isocyanide can also undergo (4+1) cycloaddition reaction with certain α,β-unsaturated ketones in the presence of GaCl3 catalyst to give the corresponding unsaturated lactones.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Knipe.C.A
Organic Reaction Mechanisms, 124 (2008)
Ugi I
Isonitrile Chemistry (2012)
M A Wood et al.
The Biochemical journal, 247(3), 675-678 (1987-11-01)
A series of aromatic isonitriles were synthesized and their binding to sheep haemoglobin and horse heart myoglobin was investigated. The disubstituted ligands 2,6-dimethylphenylisonitrile and 2,6-diethylphenylisonitrile were found to bind to horse-heart myoglobin with affinities ranging from 500 to 5000 times