ChemicalBook > CAS DataBase List > D-(-)-PANTOLACTONE

D-(-)-PANTOLACTONE

Product Name
D-(-)-PANTOLACTONE
CAS No.
599-04-2
Chemical Name
D-(-)-PANTOLACTONE
Synonyms
PANTOLACTONE;D-PANTOLACTONE;(R)-3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one;Pantoyl lactone;Pantoyllactone;(R)-(-)-PANTOLACTONE;Dexpanthenol Lactone IMpurity;(3R)-3-hydroxy-4,4-dimethyloxolan-2-one;2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (R)-;Pantolacton
CBNumber
CB3748921
Molecular Formula
C6H10O3
Formula Weight
130.14
MOL File
599-04-2.mol
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D-(-)-PANTOLACTONE Property

Melting point:
91 °C(lit.)
Boiling point:
120-122 °C15 mm Hg(lit.)
Density 
1.1066 (rough estimate)
vapor pressure 
0.3-3.28Pa at 15-35℃
refractive index 
-50.8 ° (C=2, H2O)
Flash point:
120-122°C/15mm
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
pka
13.12±0.40(Predicted)
form 
Crystals or Crystalline Powder
color 
White
Odor
cotton candy
optical activity
[α]25/D 49.8°, c = 2 in H2O
Water Solubility 
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 DataBase Reference
599-04-2(CAS DataBase Reference)
EPA Substance Registry System
Pantolactone (599-04-2)
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Safety

Safety Statements 
22-24/25
WGK Germany 
1
F 
3-10
TSCA 
Yes
HS Code 
29322090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
237817
Product name
D-(?)-Pantolactone
Purity
99%
Packaging
5g
Price
$19.98
Updated
2024/03/01
Sigma-Aldrich
Product number
1494807
Product name
Pantolactone
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
500mg
Price
$1310
Updated
2024/03/01
TCI Chemical
Product number
P0011
Product name
D-(-)-Pantolactone
Purity
>98.0%(T)
Packaging
25g
Price
$52
Updated
2021/12/16
TCI Chemical
Product number
P0011
Product name
D-(-)-Pantolactone
Purity
>98.0%(T)
Packaging
500g
Price
$469
Updated
2022/04/27
Alfa Aesar
Product number
L15983
Product name
D-(-)-Pantolactone, 99%
Packaging
5g
Price
$23.65
Updated
2024/03/01
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D-(-)-PANTOLACTONE Chemical Properties,Usage,Production

Chemical Properties

WHITE CRYSTALLINE POWDER OR CRYSTALS

Uses

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.

Uses

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.

General Description

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.

Purification Methods

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 Preparation Products And Raw materials

Raw materials

Formaldehyde Sodium cyanide HYDROGEN CYANIDE Methanol Isobutyraldehyde Sulfuric acid

Preparation Products

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View Lastest Price from D-(-)-PANTOLACTONE manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
D-(-)-PANTOLACTONE 599-04-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2023-09-13
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
Product
D-(-)-PANTOLACTONE 599-04-2
Price
US $25.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
5000KG/MONTH
Release date
2022-01-20
Hebei Guanlang Biotechnology Co,.LTD
Product
D-(-)-Pantolactone 599-04-2
Price
US $15.00/KG
Min. Order
1KG
Purity
99
Supply Ability
1 ton
Release date
2021-06-23

599-04-2, D-(-)-PANTOLACTONERelated Search:

H-BETA-ALA-BETA-ALA-OH (2S)-2,4-Dihydroxy-3,3-dimethylbutanoic acid (R)-Methyl 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate Vitamin B5 Impurity 1 3,3-BIS(N,N-DIPROPANOIC ACID) DL-Pantolactone PICROTOXIN L-Pantolactone, (S)-(+)-β,β-Dimethyl-α-hydroxy-γ-butyrolactone,(S)-(+)-PANTOLACTONE,L-PANTOLACTONE ALPHA-HYDROXY-GAMMA-BUTYROLACTONE Bilobalide GINKGOLIDEM Ginkgolide A Ginkgolide J PICROTOXININ Ginkgolide B Ginkgolide C PICROTIN Gamma Butyrolactone

  • (R)-()-β,β-Dimethyl-α-hydroxy-γ-butyrolactone
  • (R)-(-)-DIHYDRO-3-HYDROXY-4,4-DIMETHYL-2(3H)-FURANONE
  • (R)-DIHYDRO-3-HYDROXY-4,4-DIMETHYL-2(3H)-FURANONE
  • (R)-(-)-BETA,BETA-DIMETHYL-ALPHA-HYDROXY-GAMMA-BUTYROLACTONE
  • (R)-(-)-PANTOLACTONE
  • (R)-(-)-ALPHA-HYDROXY-BETA,BETA-DIMETHYL-GAMMA-BUTYROLACTONE
  • R(-)-3,3-DIMETHYL-2-HYDROXY-GAMMA-BUTYROLACTONE
  • R(-)-2-HYDROXY-3,3-DIMETHYL-GAMMA-BUTYROLACTONE
  • PANTOIC ACID GAMMA-LACTONE
  • PANTOLACTONE
  • PANTOLACTONE-D
  • 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (R)-
  • 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, D-(-)-
  • 4-dimethyl-dihydro-3-hydroxy-(theta)-2(3h)-furanon
  • D-(-)-Pantoic acid lactone
  • D-(-)-Pantolyl lactone
  • dihydro-3-hydroxy-4,4-dimethyl-,(R)-2(3H)-Furanone
  • Dihydro-4,4-dimethyl-3-hydroxy-2(3H)-furanone
  • -Hydroxy-,-dimethyl-butyrolactone
  • Pantoiclactone
  • Pantolyl lactone
  • Pantothenic lactone
  • Pantoyl lactone
  • Pantoyllactone
  • Pentoyl lactone
  • Pentoyl lactone clene
  • D-()-Pantolactone,(R)-()-α-Hydroxy-β,β-dimethyl-γ-butyrolactone, (R)-()-β,β-Dimethyl-α-hydroxy-γ-butyrolactone, (R)-()-Pantolactone, Pantoic acid γ-lactone
  • Pan-acid lactone
  • (-)-2-Hydroxy-3,3-diMethyl-γ-butyrolactone
  • (3R)-Dihydro-3-hydroxy-4,4-diMethyl-2(3H)-furanone
  • (3R)-Tetrahydro-3-hydroxy-4,4-diMethylfuran-2-one
  • (R)-(-)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone D-(-)-2-Hydroxy-3,3-dimethyl-gamma-butyrolactone D-(-)-Pantoyl Lactone
  • Dexpanthenol Lactone IMpurity
  • Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
  • D-(-)-Pantolactone 99%
  • (R)-3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one
  • (R)-Pantolacton
  • Dexpanthenol Impurity 1
  • (3R)-3-hydroxy-4,4-dimethyloxolan-2-one
  • 2,4-DIHYDROXY-3,3-DIMETHYLBUTYRIC ACID GAMMA-LACTONE
  • ALPHA-HYDROXY-BETA,BETA-DIMETHYL-GAMMA-BUTYROLACTONE
  • D-(-)-PANTOYL LACTONE
  • D-PANTOYL LACTONE
  • D-PANTOIC ACID G-LACTONE
  • (-)-D-PANTOLACTONE
  • D-(-)-PANTOLACTONE
  • D-PANTOLACTONE
  • D-ALPHA-HYDROXY-BETA,BETA-DIMETHYL-GAMMA-BUTYROLACTONE
  • D-1-HYDROXY-2,2-DIMETHYL-3-BUTYROLACTONE
  • D-(-)-2-HYDROXY-3,3-DIMETHYL-GAMMA-BUTYROLACTONE
  • D-(-)-DIHYDRO-3-HYDROXY-4,4-DIMETHYL-2(3H)-FURANONE
  • (R)-N-Pantolactone
  • (R)-Pantoyl lactone
  • alpha-Hydroxy-beta,beta-dimethyl-alpha-butyrolactone
  • D-MINUS-PANTOYLLACTONE
  • D-(-)-PANTOYL LACTONE 98+%
  • D-(-)-Pantanolactone
  • D-(-)-Pantolactone,99%