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Sigma-Aldrich

2,6-Dimethylphenyl isocyanide

≥98.0% (GC)

Synonym(s):

vic.-m-Xylyl isocyanide

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About This Item

Linear Formula:
(CH3)2C6H3NC
CAS Number:
Molecular Weight:
131.17
Beilstein:
3541909
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (GC)

form

powder

mp

72-75 °C

storage temp.

2-8°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

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Application

2,6-Dimethylphenyl isocyanide may be employed for the synthesis of homoleptic metallaamidine complex, Mo(η2-Me2NCN-2,6-C6H3)4, via reaction with Mo(NMe2)4.

Other Notes

Review

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Reactions of (Me3ECH2) 3ZrSi (SiMe3) 3 (E= C, Si) with 2, 6-Dimethylphenyl Isocyanide. Preferential Isocyanide Insertion into Zr-Silyl Bonds.
Wu Z, et al.
Organometallics, 17(22), 4853-4860 (1998)
Carbon-nitrogen bond formation in the reaction between tetrakis(dimethylamido)molybdenum(IV) and 2,6-dimethylphenyl isocyanide. Preparation and characterization of the first homoleptic metallaamidine complex: Mo(.eta.2-Me2NC:NC6H3Me3-2,6)4.
M H Chisholm et al.
Journal of the American Chemical Society, 108(24), 7860-7861 (1986-11-01)
M.P. Periassamy et al.
Organic preparations and procedures international, 11, 295-295 (1979)
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
Surface Enrichment of Ag Atoms in Au/Ag Alloy Nanoparticles Revealed by Surface-Enhanced Raman Scattering of 2, 6-Dimethylphenyl Isocyanide.
Kim K, et al.
The Journal of Physical Chemistry C, 114(8), 3448-3453 (2010)

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