921459
trans-(+)-limonene oxide
Synonym(s):
(1S,4R,6R)-4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane
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About This Item
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
MDL number:
UNSPSC Code:
12352212
NACRES:
NA.22
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form
liquid
Quality Level
functional group
ether
SMILES string
O1[C@@]2([C@H]1C[C@@H](CC2)C(=C)C)C
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+/m1/s1
InChI key
CCEFMUBVSUDRLG-BBBLOLIVSA-N
1 of 4
This Item | 218324 | 906263 | 906271 |
|---|---|---|---|
| form liquid | form liquid | form liquid | form liquid |
| functional group ether | functional group ether | functional group - | functional group ether |
| Quality Level 100 | Quality Level 100 | Quality Level - | Quality Level - |
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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Product No.
Description
Pricing
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
149.0 °F - closed cup
flash_point_c
65 °C - closed cup
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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
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
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
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
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