24183-94-6

Basic information

• Product Name: ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97
• Synonyms: 2-hydroxy-alpha-phenyl-2-norbornanaceticaci;ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97;HONB~endo-N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboximide;2-Hydroxy-alpha-phenyl-2-norbornaneacetic acid
• CAS NO: 24183-94-6
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30162
• Mol File: 24183-94-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 415.9°C at 760 mmHg
• Flash Point: 219.5°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 1.16E-07mmHg at 25°C
• Refractive Index: 1.621
• PKA: 4.23±0.10(Predicted)
• CAS DataBase Reference: ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97(CAS DataBase Reference)
• NIST Chemistry Reference: ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97(24183-94-6)
• EPA Substance Registry System: ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 97(24183-94-6)

Safety Data

• Hazardous Substances Data: 24183-94-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H18O3/c16-14(17)13(11-4-2-1-3-5-11)15(18)9-10-6-7-12(15)8-10/h1-5,10,12-13,18H,6-9H2,(H,16,17)

Upstream product

• 920-39-8 isopropylmagnesium bromide 
• 114-70-5 sodium phenylacetate 
• 103-82-2 phenylacetic acid 
• 497-38-1 2-norbornanone 

Downstream Products

• 96167-83-8 (2-hydroxy-[2]norbornyl)-phenyl-acetic acid-(2-diethylamino-ethyl ester); hydrochloride 
• 94013-42-0 ((1R,2S,4S)-2-Hydroxy-bicyclo[2.2.1]hept-2-yl)-phenyl-acetic acid 2-dimethylamino-ethyl ester; hydrochloride 
• 107729-86-2 (1RS,2SR,4SR)-(-)-3'-phenyl-spiro(bicyclo-<2.2.1>heptane-2,2'-oxetan)-4'-one 

Relevant articles and documents

Stereochemistry of the addition of Ivanov magnesium reagents to camphor and norchamphor

The arylacetic acid magnesium reagents (Ivanov reagents) react with (+)-camphor or (+/-)-norcamphor to give diastereoisomeric β-hydroxy acids.Under kinetic control the sole products are the endo isomers for camphor and exo isomers for norcamphor.Conversely, under equilibrium conditions exo addition is preferred for camphor and endo for norcamphor, i.e. the nucleophile enters from the more hintered side.On treatment with thionyl chloride the hydroxy acids easily afford spiro-β-lactones.The latter stereospecifically afford olefins which permit a chemical correlation.