1H-cyclopropa[b]anthracene

Base Information

• Chemical Name: 1H-cyclopropa[b]anthracene
• CAS No.: 287-03-6
• Molecular Formula: C₁₅H₁₀
• Molecular Weight: 190.244
• Mol file: 287-03-6.mol

Synonyms:2,3-Methyleneanthracene;Anthracene, 2,3-methylene-

Chemical Property of 1H-cyclopropa[b]anthracene

Chemical Property:

• Vapor Pressure: 3.87E-06mmHg at 25°C
• Boiling Point: 396.6°C at 760 mmHg
• Flash Point: 182.3°C
• PSA: 0.00000
• Density: 1.257g/cm³
• LogP: 3.89720

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1H-Cyclopropa[b]anthracene, also known as 2,3-methyleneanthracene, is a cycloproparene derivative formed by fusing a cyclopropane ring to the [b] position of anthracene. It serves as a precursor in reactions with tricarbonylchromium complexes, leading to cyclobutaanthracenone derivatives, or can be synthesized via trapping of o-naphthoquinodimethane intermediates with halogenated cyclopropenes. 1H-cyclopropa[b]anthracene exhibits reactivity influenced by substituents, such as silyl groups, which can alter its coordination behavior with metal complexes.

Technology Process of 1H-cyclopropa[b]anthracene

There total 5 articles about 1H-cyclopropa[b]anthracene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

1a,2,9,9a-tetrahydro-1H-cyclopropaanthracene (88180-97-6) → 1H-cyclopropaanthracene (287-03-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 5.5h;

DOI:10.1002/hlca.19890720722

Reference yield:

9a-Bromo-1a-chloro-1a,2,3,8,9,9a-hexahydro-1H-cyclopropa[b]anthracene (88180-96-5) → 1H-cyclopropaanthracene (287-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / DDQ / CCl₄ / 20 h / 25 °C

2: 41.5 percent / potassium tert-butoxide / tetrahydrofuran / -78 °C

With potassium tert-butylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/ja00314a041

Reference yield:

1,2-di(prop-2-yn-1-yl)benzene (50423-48-8) → 1H-cyclopropaanthracene (287-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hexane / 30 °C

2: 40 percent

3: t-BuOK

With potassium tert-butylate; In hexane;

DOI:10.1002/hlca.19830660820

upstream raw materials:

1a,2,9,9a-tetrahydro-1H-cyclopropaanthracene

2,3-naphthoquinodimethane

1,2-di(prop-2-yn-1-yl)benzene

1,2-bis(iodomethyl)benzene

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