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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051440Generated: October 31, 2026

Isoprene → Squalene

https://huagongshe.com/reaction/2051440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopreneHCID 6557—
ReactantSqualaneHCID 8089—
CatalystNickelHCID 935—
CatalystNickel naphthenateHCID 14647680—
CatalystCID 53628100HCID 178418400—
SolventCyclohexaneHCID 8078—
ProductSqualeneHCID 638072—

Reaction Steps

As the oligomer (D) represented by the formula: ##STR2## When m is 0 and R is ##STR3## is a hydrogenated product of polyisoprene. For obtaining a hydrogenated product of polyisoprene, it can be easily produced by carrying out anion polymerization of isoprene in a cyclohexane solution under the copresence of sec-butyl lithium catalyst and then hydrogenating the polymer in the presence of a nickel naphthenate catalyst. On the other hand, when m is 1, n and pare 2, and R is ##STR4## it is squalane obtained by hydrogenation of squalene with a nickel catalyst. Squalene which is a starting material of squalane is contained in liver oil of a deep sea shark, and it can be obtained by subjecting the unsaponified product of shark liver oil to fractional distillation, deacidification and further to fractional distillation in the presence of metallic sodium, or condensing farnesyl chloride or farnesyl bromide in the presence of metallic magnesium, or carrying out Wittig reaction on transgeraniol acetone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05018828
Source datasetuspto-grants-1991_05
ORD IDord-0ae9cfcf42f54576a5cd4a03a0b92817
Source noteuspto-grants-1991_05