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Like typical sulfonic acids, it is a relatively strong acid that is a colorless solid at room temperature and is soluble in water and a wide variety of organic substances. This compound is commercially available. It can be prepared by sulfonation of camphor with sulfuric acid and acetic anhydride: [1]
Camphor (/ ˈ k æ m f ər /) is a waxy, colorless solid with a strong aroma. [5] It is classified as a terpenoid and a cyclic ketone.It is found in the wood of the camphor laurel (Cinnamomum camphora), a large evergreen tree found in East Asia; and in the kapur tree (Dryobalanops sp.), a tall timber tree from South East Asia.
Ecamsule (USAN, trade name Mexoryl SX, INCI terephthalylidene dicamphor sulfonic acid) is an organic compound which is added to many sunscreens to filter out UVA rays. It is a benzylidene camphor derivative, many of which are known for their excellent photostability.
General structure of a sulfonic acid with the functional group indicated in blue. In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula R−S(=O) 2 −OH, where R is an organic alkyl or aryl group and the S(=O) 2 (OH) group a sulfonyl hydroxide. [1]
Camphorquinone, also known as 2,3-bornanedione, is an organic compound derived from camphor. A yellow solid, it is used as a photoinitiator in curing dental composites. [1] Camphorquinone is produced by the oxidation of camphor with selenium dioxide. [2]
Camphorsultam is synthesized by reduction of camphorsulfonylimine. This reaction was originally performed as a catalytic hydrogenation using Raney Nickel, [2] but the modern preparation instead uses lithium aluminium hydride for the reduction. [3]
In organic chemistry, aromatic sulfonation is an reaction in which a hydrogen atom on an arene is replaced by a sulfonic acid (−SO 2 OH) group. Together with nitration and chlorination, aromatic sulfonation is a widely used electrophilic aromatic substitutions. [1] Aryl sulfonic acids are used as detergents, dye, and drugs.
Heating the 1,4-diketone with ammonium acetate in methanol with camphor sulfonic acid and 4 angstrom molecular sieves gave the pyrrole with no N-substitution. This pyrrole was found to be unstable, and as such was treated with trimethylsilyl ethoxy methoxy chloride (SEM-Cl) to protect the pyrrole prior to isolation.