29342-53-8

Basic information

• Product Name: 2-Chlorobicyclo[2.2.1]heptane
• Synonyms: Bicyclo[2.2.1]heptane,2-chloro-
• CAS NO: 29342-53-8
• Molecular Formula: C₇H₁₁Cl
• Molecular Weight: 130.62
• Mol File: 29342-53-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: -5°C
• Boiling Point: 139.49°C (rough estimate)
• Appearance: /
• Density: 1.0603
• Refractive Index: 1.4849
• CAS DataBase Reference: 2-Chlorobicyclo[2.2.1]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorobicyclo[2.2.1]heptane(29342-53-8)
• EPA Substance Registry System: 2-Chlorobicyclo[2.2.1]heptane(29342-53-8)

Safety Data

• Hazardous Substances Data: 29342-53-8(Hazardous Substances Data)

Usage

General Description

2-Chlorobicyclo[2.2.1]heptane, also known as chloronorbornane, is a bicyclic organic compound that contains a chlorine atom. It is a colorless liquid with a molecular formula of C7H11Cl and a molecular weight of 126.62 g/mol. 2-Chlorobicyclo[2.2.1]heptane is used as a reactive intermediate in the synthesis of various organic compounds, and it is also used as a solvent in some chemical reactions. It is known to have low acute toxicity and does not pose significant environmental hazards. The compound has a unique strained bicyclic structure, which makes it a useful building block in organic synthesis.

Upstream product

• 279-23-2 norbornene 
• 497-38-1 Norbornan-2-on 
• 498-66-8 norborn-2-ene 
• 84655-87-8 SS-morpholino 4-toluene(dithioperoxo)sulfonate 
• 64-17-5 ethanol 
• 107264-19-7 C₂₁H₂₁NO₂ 
• 1196-00-5 d,l-Isopinocamphenol 

Downstream Products

• 55924-26-0 2-iodobicyclo[2.2.1]heptane 
• 7705-08-0 iron(III) chloride 
• 2534-77-2 exo-2-bromonorbornane 
• 2534-77-2 (+/-)-endo-2-bromonorbornane 
• 279-23-2 norbornene 
• 208707-98-6 2endo-Methoxycarbonyl-norbornan 
• 16646-41-6 exo-2-(methoxycarbonyl)norbornane 
• 498-66-8 norborn-2-ene 

Relevant articles and documents

Novel sulfo-sulfenylating reagents based on S-SO2-containing compounds

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Photochemistry of alkyl halides. 12. Bromides vs Iodides

Conditions have been developed for optimizing ionic photobehavior material balances from alkyl bromides. Hydroxide ion as an efficient for the byproduct HBr while giving minimal competing photoreduction via electron transfer to the alkyl bomide. The photobehavior of bromides 1, 11, 25, and 40 has examined and with that of the corresponding iodides 2, 12, 26, 41 under conditions. In each case, the bromide higher yields of products derived from out of cage radical intermidiates than the corresponding iodide. However, with the 2-norbornyl bromides 11 and iodides 12 showed that, of products not formed from the out of cage 2-norbornyl radical 13, the bromides 11 gave a higher percentage of products from the ionic intermediates 15 and 16 than did the iodides. Thus, electron transfer within the radical pair 14 is apparently more rapid for bromides than iodides, as expected on the of the relative electronegativities of bromine iodine. It is that the substantially higher yields of out of radical products from alkyl bromides may be due in to formation of the radical pair with greater excess energy, which results in more rapid escape from the cage. The epimeric 2-norbornyl bromides 11x and 11n underwent no detectable interconversion and afforded somewhat different product ratios. The more hindered epimer 11n underwent conversion to products at a slower than 11x. By contrast, 12x and 12n underwent substantial interconversion via out of transfer of an iodine atom from iodide 12 to radical 13. Epimerization was significantly attenuated in the more viscous solvent tert-butyl alcohol.

PHOTODECARBOXYLATIVE CHLORINATION OF CARBOXYLIC ACIDS VIA THEIR BENZOPHENONE OXIME ESTERS

Decarboxylative chlorination of various aromatic and aliphatic carboxylic acids is performed successfully by the photolysis of their benzophenone oxime esters in carbon tetrachloride and corresponding chloro compounds are prepared in good yields.High selective generation of the certain radical and efficiency of the stable radical precursor, benzophenone oxime ester, afford much advantage for radical chemistry.