All Topics  
Carbenoid

 

   Email Print
   Bookmark   Link






 

Carbenoid



 
 
In chemistry
Chemistry

Chemistry is the science concerned with the composition, structure, and properties of matter, as well as the changes it undergoes during chemical reactions....
 a carbenoid is a reactive intermediate that shares reaction characteristics with a carbene
Carbene

In chemistry, a carbene is a highly reactive organic molecule containing a carbon atom with six valence electrons and having the general formula: R1R2C: ....
 . In the Simmons-Smith reaction
Simmons-Smith reaction

The Simmons-Smith reaction is an organic reaction in which a carbenoid reacts with an alkene to form a cyclopropane. It is named after Howard Ensign Simmons, Jr....
 the carbenoid intermediate is a zinc
Zinc

Zinc is a metallic chemical element with the symbol Zn and atomic number 30. It is a first-row transition metal of the group 12 element of the periodic table....
 / iodine
Iodine

Iodine , is a chemical element that has the symbol I and atomic number 53. Naturally-occurring iodine is a single isotope with 74 neutrons....
 complex
Complex (chemistry)

In chemistry, a complex, also called a "coordination compound" or "metal complex", is a structure consisting of a central atom or molecule connected to surrounding atoms or molecules....
 that takes the form of

I-CH2-Zn-I






Discussion
Ask a question about 'Carbenoid'
Start a new discussion about 'Carbenoid'
Answer questions from other users
Full Discussion Forum



Encyclopedia


In chemistry
Chemistry

Chemistry is the science concerned with the composition, structure, and properties of matter, as well as the changes it undergoes during chemical reactions....
 a carbenoid is a reactive intermediate that shares reaction characteristics with a carbene
Carbene

In chemistry, a carbene is a highly reactive organic molecule containing a carbon atom with six valence electrons and having the general formula: R1R2C: ....
 . In the Simmons-Smith reaction
Simmons-Smith reaction

The Simmons-Smith reaction is an organic reaction in which a carbenoid reacts with an alkene to form a cyclopropane. It is named after Howard Ensign Simmons, Jr....
 the carbenoid intermediate is a zinc
Zinc

Zinc is a metallic chemical element with the symbol Zn and atomic number 30. It is a first-row transition metal of the group 12 element of the periodic table....
 / iodine
Iodine

Iodine , is a chemical element that has the symbol I and atomic number 53. Naturally-occurring iodine is a single isotope with 74 neutrons....
 complex
Complex (chemistry)

In chemistry, a complex, also called a "coordination compound" or "metal complex", is a structure consisting of a central atom or molecule connected to surrounding atoms or molecules....
 that takes the form of

I-CH2-Zn-I


This complex reacts with an alkene
Alkene

In organic chemistry, an alkene, olefin, or olefine is an Saturation chemical compound containing at least one carbon-to-carbon double bond....
 to form a cyclopropane
Cyclopropane

Cyclopropane is a cycloalkane molecule with the molecular formula C3H6, consisting of three carbon atoms linked to each other to form a ring, with each carbon atom bearing two hydrogen atoms....
 just as a carbene would do.

Carbenoids appear as intermediates in many other reactions. In one system a carbenoid chloroalkyllithium reagent is prepared in situ from a sulfoxide
Sulfoxide

A sulfoxide is a chemical compound containing a sulfinyl functional group attached to two carbon atoms. Sulfoxides can be considered as oxidized thioether....
 and t-BuLi which reacts by an insertion reaction
Insertion reaction

An insertion reaction is a chemical reaction where one chemical entity interposes itself into an existing bond of typically a second chemical entity e.g.:...
 into the C-B bond of a pinacol boronic ester .

The enantiopurity of the chiral sulfoxide is preserved in the ultimate product after oxidation of the boronic ester to the alcohol
Alcohol

In chemistry, an alcohol is any organic compound in which a hydroxyl Functional group is bound to a carbon atom of an alkyl or substituted alkyl group....
 indicating that a true carbene was never involved in the sequence.

See also

  • The silicon pendant: Silylenoid
    Silylenoid

    A Silylenoid in Organosilicon is a type of chemical compound with the general structure R2SiXM where R is any organic residue, X a halogen and M a metal....
    s