3853-83-6

Usage

Uses

Used in Pharmaceutical Industry:
1H-Benzocycloheptene,2,4a, is used as a key intermediate in the synthesis of pharmaceutical compounds for its potential to contribute to the development of new drugs. Its unique structure allows for the creation of molecules with specific therapeutic properties, making it valuable in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-Benzocycloheptene,2,4a, is employed as a precursor in the production of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in pest control and crop protection, thus supporting agricultural productivity.
Used in Materials Science:
1H-Benzocycloheptene,2,4a, is utilized as a building block in the development of novel materials with specific properties in materials science. Its unique structure can be leveraged to create materials with tailored characteristics for various applications, such as in the development of new polymers or composites.
It is important to handle 1H-Benzocycloheptene,2,4a, with care due to its potential hazards if not properly managed, highlighting the need for safety precautions during its use in research and industrial applications.

InChI:InChI=1/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h10,13-14H,2,5-9H2,1,3-4H3/t13-,14-/m0/s1

Upstream product

• 40716-68-5 (2-cis,6-trans)-farnesyl diphosphate 
• 116538-30-8 humula-4,9-dien-8-ol 
• 5989-08-2 (+)-α-Longipinene 

Downstream Products

• 19419-67-1 (S)-1,1,5,8-tetramethyl-1,2,3,4,5-pentahydrobenzo[a][7]annulene 

Relevant academic research and scientific papers

Alternate Cyclization Cascade Initiated by Substrate Isomer in Multiproduct Terpene Synthase from Medicago truncatula

Promiscuity of terpene synthases results in the enormous diversity of terpenes found in nature. Multiproduct sesquiterpene synthase MtTPS5 isolated from Medicago truncatula generates 27 optically pure products from its natural substrate (2E,6E)-farnesyl diphosphate (FDP). In order to study the promiscuity of MtTPS5, (2Z,6E)-FDP, an analogue of presumptive reaction intermediates from natural reaction cascade, was utilized as a substrate. This stereoisomer induced a novel cyclization pathway leading to sesquiterpenes based on humulane, amorphene, and himachalane skeletons. Interestingly, none of these products matched those observed on incubation of MtTPS5 with natural (2E,6E)-FDP. Further determination of the absolute configuration of each product helped rebuild the stereochemical route of the reaction cascade. Interestingly, the presence of only one enantiomer of each product was observed, indicating the highly stereospecific nature of the enzymatic reaction. Substrate promiscuity of terpene synthases provides organism access to novel chemical bouquets of high optical purity by utilizing existing enzymes. The presence of this mechanism was indicated by the presence of these alternate products in natural herbivore-induced volatiles of M. truncatula.

Studies in sesquiterpenes-lx reversion of longipinane to himachalane system: Revision of structure of isocentdarol

Longipinene on exposure to acids rapidly rearranges to furnish α- and β-himachalenes, longifolene and isolongifolene. Longipinene epoxide, under acid catalysis, gives several products resulting from fragmentation and Wagner-Meerwein rearrangement. All products have been fully characterised. Formation of isocentdarol in this reaction requires revision of its stereochemistry at the centre carrying tertiary hydroxyl function.

NEW SESQUITERPENOIDS FROM THE OLEORESIN OF Abies alba

The structures of four new sesquiterpenoids from the oleoresin of Abies alba have been studied, On the basis of various spectral characteristics, the structures of (10S, 11S)-himachala-2,4-diene, (10S, 11S)-himachala-3(12),4-diene, humula-4,9-dien-8-ol, and (4S, 5S, 10S)-selina-6-en-4-ol have been proposed for the compounds isolated.The stereochemistry of the assymetric centers was determined by the conversion of these compounds into known sesquiterpenes and also by analysis of PMR spectra with a shift reagent.