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H2IMes
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SIMes (or H2Imes) is an N-heterocyclic carbene. It is a white solid that dissolves in organic solvents. The compound is used as a ligand in organometallic chemistry. It is structurally related to the more common ligand IMes but with a saturated backbone (the S of SIMes indicates a saturated backbone). It is slightly more flexible and is a component in Grubbs II. It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation.
Chemical data
- Formula
- C21H26N2
- Molecular weight
- 306.4 g/mol
- IUPAC name
- 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-2H-imidazol-1-ium-2-ide
- SMILES
- CC1=CC(=C(C(=C1)C)N2CC[N+](=[C-]2)C3=C(C=C(C=C3C)C)C)C
- InChIKey
- LSMWOQFDLBIYPM-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 6.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 306.209599
Show 2 more facts
- chemical formula
- C₂₁H₂₆N₂
- canonical SMILES
- CC1=CC(=C(C(=C1)C)N2CC[N+](=[C-]2)C3=C(C=C(C=C3C)C)C)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
SIMes (or H2Imes) is an N-heterocyclic carbene. It is a white solid that dissolves in organic solvents. The compound is used as a ligand in organometallic chemistry. It is structurally related to the more common ligand IMes but with a saturated backbone (the S of SIMes indicates a saturated backbone). It is slightly more flexible and is a component in Grubbs II. It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation.
==References==
Excerpted from Wikipedia’s “H2IMes” article, available under the CC BY-SA 4.0 licence.