30294-54-3

Basic information

• Product Name: 1,2-dihydropentalene
• Synonyms: 1,2-Dihydropentalene; pentalene, 1,2-dihydro-
• CAS NO: 30294-54-3
• Molecular Formula: C₈H₈
• Molecular Weight: 104.1491
• Mol File: 30294-54-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 247.2°C at 760 mmHg
• Flash Point: 68.3°C
• Density: 1.01g/cm³
• Vapor Pressure: 0.0409mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 1,2-dihydropentalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydropentalene(30294-54-3)
• EPA Substance Registry System: 1,2-dihydropentalene(30294-54-3)

Safety Data

• Hazardous Substances Data: 30294-54-3(Hazardous Substances Data)

Usage

General Description

1,2-dihydropentalene is a chemical compound with the molecular formula C11H10. It is a six-membered ring hydrocarbon with two double bonds, leading to its designation as a diene. 1,2-dihydropentalene is not commonly encountered in nature, but it is of interest to organic chemists due to its highly reactive nature and potential as a building block for the synthesis of more complex organic molecules. Its structure and reactivity make it a useful tool for the study of chemical reactions and the development of new synthetic methods in organic chemistry. Additionally, 1,2-dihydropentalene has potential applications in the development of new materials and pharmaceuticals. Overall, 1,2-dihydropentalene is a versatile and important chemical compound with potential uses in a wide range of fields.

Upstream product

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• 29185-91-9 tetracyclo<3.3.0^2,4.0^3,6>octane 
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Downstream Products

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• 108594-10-1 3-tert-Butyl-1,2,3,4-tetrahydropentalen 
• 108594-12-3 1-tert-Butyl-1,2,3,5-tetrahydropentalen 
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• 50874-55-0 1,2,3,5-tetrahydropentalene 
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• 694-72-4 bicyclo[3.3.0]octane 
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• 116026-92-7 Hexacyclo<13.3.2.1^3,11.1^4,9.0^2,10.0^10,14>docosa-5,7,11(21),16,19-pentaen-18,22-dion 

Relevant articles and documents

PHOTOCHEMISTRY OF BENZOCYCLOBUTENE

Photolysis of benzocyclobutene (1) in pentane solution at 254 nm yields 1,2-dihydropentalene (2) and 1,5-dihydropentalene (3) as the major isomeric products; formation of 2 and 3 is consistent with a "prebenzvalene"-carbene rearrangement mechanism.

New Pathways to Precursors of Pentalene

Pentalene dimers 2 and 3 are easily available in moderate yields by CuCl2-induced oxidative coupling of dilithium-pentalenediide (5) (Scheme 1).On the other hand, NBS bromination of 1,5-dihydropentalene (4) or of 1,2-dihydropentalene (8) gives unstable 1-bromo-1,2-dihydropentalene (9), while subsequent in-situ elimination with Et3N exclusively gives syn-cis-pentalene dimer 2 in moderale yields (Scheme3).NMR-Spectroscopic evidence for compounds 2. 3. and 9 is presented, and mechanistic alternatives for the formation of pentalene dimers 2 and 3 are discussed.

MECHANISM OF THE THERMAL CONVERSION OF TETRACYCLO(3.3.0.02,4.03.6)OCT-7-ENE INTO DIHYDROPENTALENES

One of a number of possible mechanisms has been established for the title reaction.