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(S)-3-METHYLHEPTANOIC ACID

(S)-3-METHYLHEPTANOIC ACID Struktur
59614-85-6
CAS-Nr.
59614-85-6
Englisch Name:
(S)-3-METHYLHEPTANOIC ACID
Synonyma:
(S)-3-METHYLHEPTANOIC ACID;(3S)-3-Methyl-heptanoic acid;Heptanoic acid,3-methyl-, (3S)-
CBNumber:
CB3738337
Summenformel:
C8H16O2
Molgewicht:
144.21
MOL-Datei:
59614-85-6.mol

(S)-3-METHYLHEPTANOIC ACID Eigenschaften

Siedepunkt:
234.6℃
Dichte
0.926
Flammpunkt:
116.6℃
pka
4.80±0.10(Predicted)
InChI
InChI=1S/C8H16O2/c1-3-4-5-7(2)6-8(9)10/h7H,3-6H2,1-2H3,(H,9,10)/t7-/m0/s1
InChIKey
DVESMWJFKVAFSP-ZETCQYMHSA-N
SMILES
C(O)(=O)C[C@@H](C)CCCC

Sicherheit

(S)-3-METHYLHEPTANOIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

Synthese

The synthesis of (S)-3-methylheptanoic acid begins with a chemically selective alkylation reaction between bromo-propylmagnesium and bromoester 3 under Cu(I) catalysis, yielding ester 6 in very high yield. Subsequently, a Barbier–Villain dealkylation reaction was employed to remove an excess carbon atom from 6. Ester 6 reacts with phenylmagnesium bromide to form alcohol 7, which undergoes efficient dehydration in DCM in the presence of a catalytic amount of TMSCl to yield the diphenyl alkene 8. Oxidation of 8 with KMnO?/NaIO? in a t-butanol–water system cleaves the double bond, yielding the target product 1 in 84% yield. Oxidation of 8 with ozone in ethyl acetate, followed by treatment of the resulting mixture with 30% hydrogen peroxide/1.2 mol·L?1 hydrochloric acid, similarly yielded 1 in higher yield. Optically pure compound 1 (91.0% ee) was obtained via its derivative 9.[1]
synthesis of (S)-3-METHYLHEPTANOIC ACID

(S)-3-METHYLHEPTANOIC ACID Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(S)-3-METHYLHEPTANOIC ACID Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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