(1S)-(-)-Camphanic acid CAS#: 13429-83-9

(1S)-(-)-Camphanic acid Basic information

Product Name:

(1S)-(-)-Camphanic acid

Synonyms:

4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid
(1S)-(-)-CAMPHANIC ACID
(1S)-3-OXO-4,7,7-TRIMETHYL-2-OXABICYCLO[2.2.1]HEPTANE-1-CARBOXYLIC ACID
(1R)-(-)-CAMPHANIC ACID
(S)-(-)-1-CAMPHANIC ACID
(-) Camphenic acid
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid
(3R,6S)-2-Oxo-3β,6β-isopropylidene-3-methyltetrahydro-2H-pyran-6-carboxylic acid

CAS:

13429-83-9

MF:

C10H14O4

MW:

198.22

EINECS:

236-552-6

Product Categories:

FINE Chemical & INTERMEDIATES
Chemical intermediate for Efavirenz
Miscellaneous Natural Products
API intermediates
Analytical Chemistry
Bicyclic Monoterpenes
Biochemistry
e.e. / Absolute Configuration Determination (NMR)
Enantiomer Excess & Absolute Configuration Determination
Terpenes
Chiral Compound

Mol File:

13429-83-9.mol

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(1S)-(-)-Camphanic acid Chemical Properties

Melting point:: 201-205 °C
alpha: -18.5 º (c=1, dioxane)
Boiling point:: 255.53°C (rough estimate)
Density: 1.0143 (rough estimate)
refractive index: 1.4500 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 3.36±0.60(Predicted)
form: powder to crystaline
color: White to Almost white
optical activity: [α]20/D 18°, c = 1 in dioxane
BRN: 84570
InChIKey: RKFCLVFAFZYVCG-WDEREUQCSA-N
CAS DataBase Reference: 13429-83-9(CAS DataBase Reference)

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Safety Information

Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-20/21/22
Safety Statements: 22-24/25-37/39-26-36-37
WGK Germany: 3
HS Code: 29329995

MSDS

Language:English Provider:4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid
Language:English Provider:SigmaAldrich
Language:English Provider:ACROS
Language:English Provider:ALFA

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(1S)-(-)-Camphanic acid Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY BEIGE CRYSTALLINE POWDER

Uses

(1S)-(-)-Camphanic acid may be used in the preparation of (-)-(1S,4R)-camphanoyl chloride by reacting with thionyl chloride.

Definition

ChEBI: (-)-camphanic acid is a delta-lactone.

General Description

(1S)-(-)-Camphanic acid is commonly used as a chiral auxiliary for the separation of racemates.

Purification Methods

Dissolve it in CH2Cl2, dry (MgSO4), filter, evaporate and the residue is sublimed at 120o/0.5mm or 140o/1mm. [Gerlach Helv Chim Acta 61 2773 1978, Beilstein 18/8 V 101.]

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