694-98-4

Basic information

• Product Name: Norcamphor, dehydro-
• Synonyms: Norcamphor, dehydro-;Bicyclo[2.2.1]hept-5-en-2-one
• CAS NO: 694-98-4
• Molecular Formula: C₇H₈O
• Molecular Weight: 108.14
• Mol File: 694-98-4.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 182.1 °C at 760 mmHg
• Flash Point: 63.5 °C
• Appearance: /
• Density: 1.138 g/cm³
• Vapor Pressure: 0.824mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: Norcamphor, dehydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Norcamphor, dehydro-(694-98-4)
• EPA Substance Registry System: Norcamphor, dehydro-(694-98-4)

Safety Data

• Hazardous Substances Data: 694-98-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 2473, 1956 DOI: 10.1021/ja01592a035

InChI:InChI=1/C7H8O/c8-7-4-5-1-2-6(7)3-5/h1-2,5-6H,3-4H2

Upstream product

• 74437-38-0 2-Methoxybicyclo<2.2.1>hepta-2,5-diene 
• 542-92-7 cyclopenta-1,3-diene 
• 920-37-6 2-Chloroacrylonitrile 
• 79-37-8 oxalyl dichloride 
• 694-97-3 5-norbornene-2-ol 
• 694-97-3 endo-5-norbornen-2-ol 
• 83759-48-2 C₁₁H₁₆O₂ 
• 83759-48-2 C₁₁H₁₆O₂ 
• 81447-75-8 4,5-diazatricyclo<4.3.0.0^3,7>non-4-en-8-one 
• 77697-48-4 1-methoxy-5-norbornen-2endo-amine 
• 83205-20-3 5-exo-benzeneselenenyl-6-endo-bromobicyclo<2.2.1>heptan-2-one 
• 6945-87-5 (1R*,2S*,4R*)-2-chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile 
• 2890-98-4 exo-5-norbornen-2-ol 
• 38996-39-3 bicyclo<2.2.1>hept-5-en-2-one p-toluenesulfonylhydrazone 

Downstream Products

• 3212-14-4 2-methylbicyclo<2.2.1>hept-5-en-2endo-ol 
• 37165-53-0 endo-2-vinylbicyclo<2.2.1>hept-5-en-2-ol 
• 34201-83-7 4-norborn-5-en-2-yl-morpholine 
• 26940-67-0 (+/-)-6-acetoxy-(1rH,5cH)-bicyclo[3.2.0]hept-2-ene-6ξ-carbonitrile 
• 83759-48-2 C₁₁H₁₆O₂ 
• 104323-61-7 exo-3-(1-hydroxypropyl)bicyclo<2.2.1>hept-5-en-2-one 
• 104323-70-8 exo-3-allylbicyclo<2.2.1>hept-5-en-2-one 
• 104323-69-5 (1R,2S,4S,1'R,2'R,3'R,4'S,1''S,2''S,3''R,4''R)-3''-Allyl-2',2''-dihydroxy-[2,2';3',2'']ter[bicyclo[2.2.1]heptane]-5,5',5''-trien-3-one 
• 104323-71-9 endo-3-allylbicyclo<2.2.1>hept-5-en-2-one 
• 76036-56-1 C₂₁H₁₆O₃ 
• 76036-57-2 C₂₁H₁₆O₃ 
• 76094-34-3 C₂₁H₁₆O₃ 
• 38996-39-3 bicyclo<2.2.1>hept-5-en-2-one p-toluenesulfonylhydrazone 

Relevant articles and documents

PHARMACEUTICAL COMPOSITIONS AND METHODS FOR RELIEVING PAIN AND TREATING CENTRAL NERVOUS SYSTEM DISORDERS

Patients susceptible to or suffering from disorders, such as central nervous system disorders, which are characterized by an alteration in normal neurotransmitter release, such as dopamine release (e.g., Parkinsonism, Parkinson's Disease, Tourette's Syndrome, attention deficient disorder, or schizophrenia), are treated by administering a compound of Formulas (1 or 2), as described herein. The compounds of Formulas (1 and 2) are also useful for treating pain, and treating drug addiction, nicotine addiction, and/or obesity. The compounds can exist as individual stereoisomers, racemic mixtures, diastereomers and the like.

Ring-opening metathesis - Cross-metathesis reactions (ROM-CM) of substituted norbornadienes and norbornenes

Ring-opening metathesis - cross-metathesis reactions (ROM-CM) of substituted norbornadienes and norbornenes were investigated. The reactions with symmetrical 2,3-disubstituted norbornadienes were found to be highly chemoselective, with the ROM reactions occurring only on the less substituted or less sterically hindered double bonds regardless of the electronic nature of the substituents, giving highly substituted cyclopentenes in moderate to good yields. This study provides an efficient method for the stereoselective synthesis of highly substituted cyclopentenoids. Long-range electronic effect of a remote substituent on unsymmetrical norbornenes in the ROM-CM reactions was also investigated. Low levels of regioselectivities were observed (50:50 to 69:31) with various remote substituents on the norbornenes.