45849-05-6

Basic information

• Product Name: Bicyclo[2.2.1]heptane-2,3-dimethanol
• Synonyms: Norbornanedimethanol;Bicyclo[2.2.1]heptane-2,3-dimethanol
• CAS NO: 45849-05-6
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 45849-05-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 86℃
• Boiling Point: 306.124°C at 760 mmHg
• Flash Point: 150.617°C
• Appearance: /
• Density: 1.097±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4982 (589.3 nm 30.5℃)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Bicyclo[2.2.1]heptane-2,3-dimethanol(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptane-2,3-dimethanol(45849-05-6)
• EPA Substance Registry System: Bicyclo[2.2.1]heptane-2,3-dimethanol(45849-05-6)

Safety Data

• Hazardous Substances Data: 45849-05-6(Hazardous Substances Data)

Usage

Description

Bicyclo[2.2.1]heptane-2,3-dimethanol is an organic chemical compound characterized by its molecular formula C9H16O2. It features a unique bicycloheptane ring structure adorned with two hydroxy functional groups. Bicyclo[2.2.1]heptane-2,3-dimethanol is classified under the bicyclic monoterpenoids, a subset of monoterpenoids that include a cyclopropane ring within their structure. Primarily, it falls under the category of Bicyclo[2.2.1]heptanes and their derivatives. Given the limited information on its applications, toxicity, and physical properties, Bicyclo[2.2.1]heptane-2,3-dimethanol is likely utilized in research settings or within specialized industrial applications.

Uses

Given the scarcity of detailed information on the specific uses of Bicyclo[2.2.1]heptane-2,3-dimethanol, the following applications are inferred based on its chemical structure and classification:
Used in Research and Development:
Bicyclo[2.2.1]heptane-2,3-dimethanol is used as a chemical intermediate for the synthesis of more complex organic compounds in research and development settings. Its unique bicycloheptane ring and hydroxy functional groups make it a valuable building block for creating novel molecules with potential applications in various fields.
Used in Specialty Chemicals Industry:
In the specialty chemicals industry, Bicyclo[2.2.1]heptane-2,3-dimethanol may serve as a key component in the production of specific chemical products. Its presence in this industry could be attributed to its structural features, which might offer unique reactivity or stability in the synthesis of certain compounds.
Used in Pharmaceutical Development:
Although not explicitly mentioned, the compound's classification as a bicyclic monoterpenoid suggests potential use in the pharmaceutical industry. Bicyclo[2.2.1]heptane-2,3-dimethanol could be employed as a precursor in the development of new drugs, leveraging its structural properties to target specific biological pathways or mechanisms.

InChI:InChI=1/C9H16O2/c10-4-8-6-1-2-7(3-6)9(8)5-11/h6-11H,1-5H2

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 624-49-7 dimethylfumarate 
• 1200-88-0 norbornene-5,6-dicarboxylic acid 
• 699-96-7 (+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol 
• 1724-08-9 2,3-norbornanedicarboxylic acid 
• 821-11-4 trans-butene-1,4-diol 
• 6004-79-1 (exo)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 

Downstream Products

• 91369-02-7 2,3-bis-methanesulfonyloxymethyl-norbornane 
• 70052-79-8 (2S,3S)-2,3-bis(Hydroxymethyl)bicyclo[2.2.1]heptane ditosylate 
• 70052-79-8 (+/-)-2endo,3exo-bis-(toluene-4-sulfonyloxymethyl)-norbornane 
• 5963-26-8 hexahydro-4,7-methano-isobenzofuran-1-one 
• 129887-84-9 2,3-bis(hydroxyethoxymethyl) bicyclo [2,2,1] heptane 
• 116974-44-8 2,3-bis-carbamoyloxymethyl-norbornane 

Relevant articles and documents

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Self-immobilizing precatalysts: Norbornene-bridged zirconium ansa-metallocenes

We report here the synthesis of new tethered biscyclopentadienyl and bisindenyl zirconocenes, bearing one unsaturation on the interannular bridge, and their use as self-immobilizing catalysts. They proved to be active catalysts towards ethylene polymerization in solution, with activities comparable to those displayed by commercial rac-Et-(Ind)2ZrCl2. When tested as self-polymerization catalysts under suitable experimental conditions, they gave colored precipitates that, once reactivated with MAO, were significantly active in ethylene polymerization, although lower than those of the corresponding catalytic systems in solution. The molecular weights of the produced polymers were similar to those obtained with the same catalysts in solution, but their distribution resulted to be broader, with values typical of heterogeneous catalytic systems. From 13C NMR studies we had the first spectroscopic evidence of the actual incorporation of a metallocene of this type into a polymeric chain.

Process for preparing 2,3-bis(hydroxyethoxymethyl) bicyclo [2,2,1] heptane and polyester therewith

What is provided herein is a process for preparing 2,3-bis(hydroxyethoxymethyl) bicyclo [2,2,1] heptane (BHEMBCH). In accordance with another feature of the invention, a polyester which is chain extended with BHEMBCH also is provided herein.