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Merck

923206

Sigma-Aldrich

trans-(-)-limonene oxide

≥95%

Sinónimos:

(1R,4S,6S)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane

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About This Item

Fórmula empírica (notación de Hill):
C10H16O
Número de CAS:
Peso molecular:
152.23
MDL number:
UNSPSC Code:
12352212
NACRES:
NA.22

Quality Level

assay

≥95%

form

liquid

refractive index

n/D 1.467

density

0.920 g/mL

functional group

ether

InChI

1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3/t8-,9-,10+/m0/s1

InChI key

CCEFMUBVSUDRLG-LPEHRKFASA-N

Application

trans-(-)-Limonene oxide is a valuable chiral terpene oxide building block.Used in the synthesis of Phosphorus Incorporation (PI) reagents, as a biologically sourced component of polycarbonate polymers, and as a building block for synthetic applications requiring a reactive epoxide or alkene.

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Referencia del producto
Descripción
Precios

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Samantha A Green et al.
Journal of the American Chemical Society, 141(19), 7709-7714 (2019-04-30)
Metal-hydride hydrogen atom transfer (MHAT) functionalizes alkenes with predictable branched (Markovnikov) selectivity. The breadth of these transformations has been confined to π-radical traps; no sp3 electrophiles have been reported. Here we describe a Mn/Ni dual catalytic system that hydroalkylates unactivated
Synthesis and self-assembly of biobased poly(limonene carbonate)-block-poly(cyclohexene carbonate) diblock copolymers prepared by sequential ring-opening copolymerization.
Bailer J, et al.
Green Chemistry, 21, 2266-2272 (2019)
Ke-Yin Ye et al.
Journal of the American Chemical Society, 141(24), 9548-9554 (2019-06-11)
Organic radicals are generally short-lived intermediates with exceptionally high reactivity. Strategically, achieving synthetically useful transformations mediated by organic radicals requires both efficient initiation and selective termination events. Here, we report a new catalytic strategy, namely, bimetallic radical redox-relay, in the
Julian C Lo et al.
Journal of the American Chemical Society, 139(6), 2484-2503 (2017-01-18)
This Article details the development of the iron-catalyzed conversion of olefins to radicals and their subsequent use in the construction of C-C bonds. Optimization of a reductive diene cyclization led to the development of an intermolecular cross-coupling of electronically-differentiated donor
Dongmin Xu et al.
Journal of the American Chemical Society, 142(12), 5785-5792 (2020-02-29)
Phosphorus Incorporation (PI, abbreviated Π) reagents for the modular, scalable, and stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides are reported. Synthesized from trans-limonene oxide, this reagent class displays an unexpected reactivity profile and enables access to chemical space distinct

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