fbpx
Wikipedia

SIMes

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.[1] It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation.[2]

SIMes
Names
IUPAC name
1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene
Other names
IMesH2, H2IMes, 1,3-Dimesityl-imidazol-4,5-dihydro-2-ylidene
Identifiers
  • 173035-11-5
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9403305
  • 11228257
  • DTXSID20459319
  • Cc1cc(C)c(c(C)c1)N2CCN([C]2)c3c(C)cc(C)cc3C
Properties
C21H26N2
Molar mass 306.453 g·mol−1
Melting point 79 to 85 °C (174 to 185 °F; 352 to 358 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References edit

  1. ^ Nolan, Steven P. (2006). N-Heterocyclic Carbenes in Synthesis. Wiley-VCH. ISBN 978-3-527-60940-6.
  2. ^ "Synthesis of 1,3–bis(2,4,6–trimethylphenyl)–imidazolinium salts : SIMes.HCl, SIMes.HBr, SIMes.HBF4 and SIMes.HPF6. : Protocol Exchange". www.nature.com. Retrieved 2017-09-25.

simes, h2imes, heterocyclic, carbene, white, solid, that, dissolves, organic, solvents, compound, used, ligand, organometallic, chemistry, structurally, related, more, common, ligand, imes, with, saturated, backbone, indicates, saturated, backbone, slightly, m. 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 1 It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation 2 SIMes NamesIUPAC name 1 3 Bis 2 4 6 trimethylphenyl 4 5 dihydroimidazol 2 ylideneOther names IMesH2 H2IMes 1 3 Dimesityl imidazol 4 5 dihydro 2 ylideneIdentifiersCAS Number 173035 11 53D model JSmol Interactive imageChemSpider 9403305PubChem CID 11228257CompTox Dashboard EPA DTXSID20459319SMILES Cc1cc C c c C c1 N2CCN C 2 c3c C cc C cc3CPropertiesChemical formula C 21H 26N 2Molar mass 306 453 g mol 1Melting point 79 to 85 C 174 to 185 F 352 to 358 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences edit Nolan Steven P 2006 N Heterocyclic Carbenes in Synthesis Wiley VCH ISBN 978 3 527 60940 6 Synthesis of 1 3 bis 2 4 6 trimethylphenyl imidazolinium salts SIMes HCl SIMes HBr SIMes HBF4 and SIMes HPF6 Protocol Exchange www nature com Retrieved 2017 09 25 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title SIMes amp oldid 1082136226, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.