104530-16-7

Basic information

• Product Name: (+)-CAMPHANIC ACID CHLORIDE
• Synonyms: (S)-(-)-camphanoyl chloride;SALOR-INTL300764;(+)-CAMPHANIC ACID CHLORIDE;(-)-camphanoyl chloride;(1R)-(+)-CAMPHANIC CHLORIDE;(1R)-(+)-CAMPHANOYL CHLORIDE;(1R)-4,7,7-TRIMETHYL-3-OXO-2-OXABICYCLO[2.2.1]HEPTANE-1-CARBONYL CHLORIDE;(1R)-3-OXO-4,7,7-TRIMETHYL-2-OXABICYCLO[2.2.1]HEPTANE-1-CARBOXYL CHLORIDE
• CAS NO: 104530-16-7
• Molecular Formula: C₁₀H₁₃ClO₃
• Molecular Weight: 216.66
• EINECS: 254-552-4
• Product Categories: Chiral Compound
• Mol File: 104530-16-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 67-70 °C
• Boiling Point: 299.5 °C at 760 mmHg
• Flash Point: 125 °C
• Appearance: /
• Density: 1.298 g/cm³
• Vapor Pressure: 0.00119mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: −20°C
• CAS DataBase Reference: (+)-CAMPHANIC ACID CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-CAMPHANIC ACID CHLORIDE(104530-16-7)
• EPA Substance Registry System: (+)-CAMPHANIC ACID CHLORIDE(104530-16-7)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 104530-16-7(Hazardous Substances Data)

Usage

General Description

(+)-Camphanic acid chloride is a chemical compound that is a derivative of camphor. It is often used in the synthesis of pharmaceuticals and other organic compounds due to its reactivity and ability to undergo various chemical reactions. As a chiral molecule, it has been used in the preparation of optically active compounds. It is also used as a catalyst and reagent in organic synthesis. Additionally, (+)-Camphanic acid chloride has potential applications in the field of asymmetric synthesis and is a valuable tool for the preparation of complex and structurally diverse molecules. Overall, this chemical compound plays a crucial role in the development and production of various pharmaceuticals and organic compounds.

InChI:InChI=1/C10H13ClO3/c1-8(2)9(3)4-5-10(8,6(11)12)14-7(9)13/h4-5H2,1-3H3/t9-,10-/m1/s1

Upstream product

• 67111-66-4 (-)-camphanic acid 
• 48138-74-5 1,2,2-trimethyl-cyclopentane-1,3-dicarbonyl chloride 
• 10333-96-7 1-Bromo-5,8,8-trimethyl-3-oxa-bicyclo[3.2.1]octane-2,4-dione 
• 124-83-4 (+)-camphoric acid 

Downstream Products

• 119874-36-1 1-O-(tert-butyldiphenylsilyl)-4-O-camphanyl-2,3:5,6-di-O-isopropylidene-D-myo-inositol 
• 119874-36-1 3-O-(tert-butyldiphenylsilyl)-6-O-camphanyl-1,2:4,5-di-O-isopropylidene-D-myo-inositol 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aR,4R,5S,6R,7R,7aR)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5R,6S,7S,7aS)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 131146-82-2 C₅₄H₆₀O₁₂ 
• 131146-82-2 C₅₄H₆₀O₁₂ 
• 131147-17-6 C₅₄H₆₀O₁₂ 
• 131147-17-6 C₅₄H₆₀O₁₂ 
• 113299-39-1 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-(4-cyano-3-trifluoromethyl-phenylcarbamoyl)-2-(4-fluoro-phenylsulfanyl)-1-methyl-ethyl ester 

Relevant articles and documents

6-Acylamino-2-[(ethylsulfonyl)oxy]-1H-isoindole-1,3-diones mechanism-based inhibitors of human leukocyte elastase and cathepsin G: Effect of chirality in the 6-acylamino substituent on inhibitory potency and selectivity

Inhibition of human leukocyte elastase(HLE) by a series of 6-acylamino-2-[(ethylsulfonyl)oxy)]-1H-isoindole-1,3-diones was determined and compared to their inhibition of ChT, PPE, and Cat G. The best inhibitor of the series was 6-((1′S)-camphanyl)amino-2-[(ethylsulfonyl)oxy]-1H-isoindole-1,3-dione 5b, with a kobs/[I]=11,000M-1 s-1. This study revealed that HLE shows a preference for the S stereochemistry and tolerates hydrophobic substituents in the Sn′ binding sites. Molecular modeling of noncovalent HLE-inhibitor complexes was used as a tool to investigate our binding model. Buffer stability assays reveal that these compounds are susceptible to hydrolysis at physiological pH. Copyright

Preparation of (-)-(1S,4R)-Camphanoyl Chloride heptane-1-carbonyl Chloride, 4,7,7-Trimethyl-3-oxo, (1S)->

A convenient three step procedure for the preparation of (-)-(1S,4R)-camphanoyl chloride, starting from (+)-camphoric acid (A) via (-)-bromocamphoric anhydride (B) and (-)-camphanic acid (C) is described.