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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:
42477-94-1
Peso molecular:
152.23
MDL number:
MFCD22683878
UNSPSC Code:
12352212
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

liquid

refractive index

n/D 1.467

density

0.920 g/mL

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.

related product

Referencia del producto
Descripción
Precios

218332

(−)-Limonene oxide, mixture of cis and trans, 99%

906271

cis-(−)-Limonene oxide

906263

cis-(+)-Limonene oxide

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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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