67064-09-9

Basic information

• Product Name: 2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro- (9CI)
• Synonyms: 2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro- (9CI);3-NORADAMANTANECARBONYL CHLORIDE;3-Noradamantanoyl chloride, Hexahydro-2,5-methanopentalene-3a(1H)-carbonyl chloride;3-Noradamantanoyl chloride;Hexahydro-2,5-methanopentalene-3a(1H)-carbonyl chloride;Noradamantane-3-carbonyl chloride
• CAS NO: 67064-09-9
• Molecular Formula: C₁₀H₁₃ClO
• Molecular Weight: 184.665
• Product Categories: ACIDHALIDE;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 67064-09-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 235.6±9.0 °C(Predicted)
• Flash Point: 109 °C
• Appearance: White to off-white/Solid
• Density: 1.165 g/mL at 25 °C
• Refractive Index: n20/D 1.5159
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro- (9CI)(67064-09-9)
• EPA Substance Registry System: 2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro- (9CI)(67064-09-9)

Safety Data

• Hazard Codes: C,Xn
• Statements: 22-34-52/53
• Safety Statements: 26-36/37/39-45-61
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• Hazardous Substances Data: 67064-09-9(Hazardous Substances Data)

Usage

Molecular structure

2,5-Methanopentalene-3a(1H)-carbonyl chloride, hexahydro(9CI) has a complex molecular structure, which is a carbonyl chloride derivative of 2,5-methanopentalene, a hydrocarbon compound with a condensed ring system.

Usage

It is used in various chemical processes and reactions as a reagent.

Relevance

Its properties and potential applications are of interest to chemists, researchers, and industry professionals in the fields of organic chemistry and chemical synthesis.

Ongoing research

Further study and investigation into its chemical properties and potential uses are ongoing.

Upstream product

• 16200-53-6 3-noradamantanecarboxylic acid 

Downstream Products

• 3015-19-8 1-Hydroxy-2-aza-adamantan 
• 136199-02-5 rolofylline 
• 470485-25-7 6-benzoyloxy-2-[hexahydro-2,5-methanopentalen-3a(1H)-yl]-4H-1-benzopyran-4-one 
• 886440-14-8 hexahydro-2,5-methano-pentalene-3a-carboxylic acid [6-amino-1-(2-hydroxy-3-phenoxy-propyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-amide 

Relevant articles and documents

Generation and Reactions of 2-(1-Adamantyl)adamantene. Rearrangement to 3-(1-Adamantyl)-4-protoadamantylidene

The SN 1 methanolysis of (1-adamantyl)(3-noradamantyl)methyl heplafluorobutyrate at 100°C yielded (1-adamantyl)-(3-noradamantyl)methyl methyl ether (17), 2-(1-adamantyl)-1-methoxyadamantane (18), and 4-(1-adamantyl)-3-methoxyprotoadamantane (19) in a 2 : 65 : 33 ratio. The methanolysis of (1-adamantyl)(3-noradamantyl)diazomethane (7) at 0 °C also yielded 17, 18, and 19 in a 4 : 33 : 63 ratio. On the other hand, the photolysis of 7 in 99 : 1 (v/v) hexane-methanol gave 17,18, 2-(1-adamantyl)-2-methoxyadamantane (25), and 2-(1-adamantyl)-2,4-didehydroadamantane (20) in a 30 : 9 : 36 : 25 ratio. Presence of triethylamine decreased the yields of ethers 17, 18, and 25, and increased the yield of 20 to 46%. The formation of a considerable amount of 17 and the absence of 19 in the photolysis products indicate the generation of (1-adamantyl)(3-noradamantyl)methylidene (8). The formation of 25 and 20 suggests that the generated carbene 8 rearranges to 2-(1-adamantyl)adamantene (3b) and then gives 3-(1-adamantyl)-4-protoadamantylildene by the subsequent retro-insertion. An attempt to isolate 3b in the photolysis of 7 in cyclohexane failed, and the sole isolated product was 20.

Palladium-catalyzed double activation and arylation of 2° and 3° C(sp3)-H bonds of the norbornane system: Formation of a C-C bond at the bridgehead carbon and bridgehead quaternary stereocenter

Pd-catalyzed activation and direct arylation of both 2° and the bridgehead 3° (sp3) C-H bonds and an unprecedented C-C bond formation at the bridgehead carbon of the norbornane system are reported. The assembly of bridgehead-substituted norbornane frameworks having contiguous stereocenters was accomplished. X-ray crystal structure analysis of representative molecules unambiguously established the stereochemistry.

NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS

The present invention relates to thiophene containing compounds of formula (I) wherein m, n, p, q, r, s, R1, R2, and R3 are as defined in the description. Included also are pharmaceutical compositions comprising such compounds, and methods for treating conditions and disorders using such compounds and pharmaceutical compositions.