α-Hydroxy-β,β-dimethyl-γ-butyrolacton

Bezeichnung:α-Hydroxy-β,β-dimethyl-γ-butyrolacton

CAS-Nr599-04-2

Englisch Name:D-(-)-PANTOLACTONE

CBNumberCB3748921

SummenformelC6H10O3

Molgewicht130.14

MOL-Datei599-04-2.mol

Synonyma

α-Hydroxy-β,β-dimethyl-γ-butyrolacton

α-Hydroxy-β,β-dimethyl-γ-butyrolacton physikalisch-chemischer Eigenschaften

Schmelzpunkt	91 °C(lit.)
Siedepunkt	120-122 °C15 mm Hg(lit.)
Dichte	1.1066 (rough estimate)
Dampfdruck	0.3-3.28Pa at 15-35℃
Brechungsindex	-50.8 ° (C=2, H2O)
Flammpunkt	120-122°C/15mm
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
pka	13.12±0.40(Predicted)
Aggregatzustand	Crystals or Crystalline Powder
Farbe	White
Geruch (Odor)	cotton candy
Optische Aktivität	[α]25/D 49.8°, c = 2 in H2O
Wasserlöslichkeit	almost transparency
Sensitive	Hygroscopic
Merck	14,7013
BRN	80957
InChIKey	SERHXTVXHNVDKA-BYPYZUCNSA-N
LogP	-0.973--0.46 at 22.5-25℃ and pH7.1
CAS Datenbank	599-04-2(CAS DataBase Reference)
EPA chemische Informationen	Pantolactone (599-04-2)

Sicherheit

S-Sätze:	22-24/25
WGK Germany	1
F	3-10
TSCA	Yes
HS Code	29322090

Gefahreninformationscode (GHS)

D-(-)-PANTOLACTONE Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
WHITE CRYSTALLINE POWDER OR CRYSTALS
Verwenden
D-(-)-Pantolactone is a chiral auxiliary used in many asymmetric synthesis reactions.
It can be used as a chiral starting material to synthesize:
- An insect sex pheromone named 1S,2S,3R-1-acetoxymethyl-2,3,4,4-tetrameth-ylcyclopentane.
- (-)-Enantiomer of (R)-8-hydroxy-4,7,7-trimethyl-7,8-dihydrocyclopenta[e]isoindole-1,3(2H,6H)-dione, a norsesquiterpene alkaloid.
- A bicyclic diterpene named isofregenedadiol.
Verwenden
D-(-)-PANTOLACTONE is an important intermediate in the synthesis of pantothenic acid as well as a degradation product of pantothneic acid in the liver. Causes disorientation and hypothermia, and prevents phenamine-induced hyperthermia.
Definition
ChEBI: (R)-pantolactone is a butan-4-olide that is dihydrofuran-2(3H)-one substituted by a hydroxy group at position 3 and two methyl groups at position 4 (the R-stereoisomer). It has a role as a Saccharomyces cerevisiae metabolite. It is functionally related to a (R)-pantoic acid.
Allgemeine Beschreibung
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
läuterung methode
Recrystallise the lactone from Et2O/pet ether, diisopropyl ether or *C6H6/pet ether and sublime it at 25o/0.0001mm. It hydrolyses readily to the hydroxy-acid and racemises when heated above 145o. The Brucine salt has m 211-212o (from EtOH). [Kuhn & Wieland Chem Ber 73 1134 1940, and Stiller et al. J Am Chem Soc 62 1779 1940, Bental & Tishler J Am Chem Soc 68 1463 1946, Beilstein 18/1 V 22.]

D-(-)-PANTOLACTONE Upstream-Materialien And Downstream Produkte

α-Hydroxy-β,β-dimethyl-γ-butyrolacton Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

599-04-2, D-(-)-PANTOLACTONE Verwandte Suche:

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