hexa-1,2,5-triene

Base Information

• Chemical Name: hexa-1,2,5-triene
• CAS No.: 116377-11-8
• Molecular Formula: C₆H₈
• Molecular Weight: 80.1295
• Mol file: 116377-11-8.mol

Synonyms:hexa-1,2,5-triene

Chemical Property of hexa-1,2,5-triene

Chemical Property:

• Vapor Pressure: 123mmHg at 25°C
• Boiling Point: 73.9°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.688g/cm³
• LogP: 1.90360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of hexa-1,2,5-triene

There total 9 articles about hexa-1,2,5-triene 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:

1-(carboxymethoxy)cyclopentadiene (25662-28-6) → 2-methylene-bicyclo<2.1.0>pentane (116377-11-8)

Guidance literature:

Multi-step reaction with 8 steps

1: CH₂Cl₂ / -20 °C

2: 72 percent / chlorobenzene / 3 h / Heating

3: 92 percent / H₂ / 10percent Pd/C / ethyl acetate / 14 h / 760 Torr / Ambient temperature

4: 78 percent / LiBH₄, B-methoxy-9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 14 h / Ambient temperature

5: 82 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

6: 33 percent / KH, MeOH / tetrahydrofuran / 20 h / Heating

7: 1) KOH, 2) CuCl, NH₄OH / 1) iPrOH, reflux, 14 h, 2) H₂O

8: benzene-d6 / 0.05 h / Irradiation

With methanol; potassium hydroxide; ammonium hydroxide; lithium borohydride; hydrogen; potassium hydride; triethylamine; 9-methoxy-9-BBN; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; benzene-d6; ethyl acetate; chlorobenzene;

DOI:10.1021/jo00058a031

Reference yield:

8-(methoxycarbonyl)-4-methyl-2,4,6-triazatricyclo<5.2.1.02.6>dec-8-ene-3,5-dione (146562-68-7) → 2-methylene-bicyclo<2.1.0>pentane (116377-11-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / H₂ / 10percent Pd/C / ethyl acetate / 14 h / 760 Torr / Ambient temperature

2: 78 percent / LiBH₄, B-methoxy-9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 14 h / Ambient temperature

3: 82 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

4: 33 percent / KH, MeOH / tetrahydrofuran / 20 h / Heating

5: 1) KOH, 2) CuCl, NH₄OH / 1) iPrOH, reflux, 14 h, 2) H₂O

6: benzene-d6 / 0.05 h / Irradiation

With methanol; potassium hydroxide; ammonium hydroxide; lithium borohydride; hydrogen; potassium hydride; triethylamine; 9-methoxy-9-BBN; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; benzene-d6; ethyl acetate;

DOI:10.1021/jo00058a031

Reference yield:

1-(methoxycarbonyl)-4-methyl-2,4,6-triazatricyclo<5.2.1.02.6>dec-8-ene-3,5-dione (146562-67-6) → 2-methylene-bicyclo<2.1.0>pentane (116377-11-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 72 percent / chlorobenzene / 3 h / Heating

2: 92 percent / H₂ / 10percent Pd/C / ethyl acetate / 14 h / 760 Torr / Ambient temperature

3: 78 percent / LiBH₄, B-methoxy-9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 14 h / Ambient temperature

4: 82 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

5: 33 percent / KH, MeOH / tetrahydrofuran / 20 h / Heating

6: 1) KOH, 2) CuCl, NH₄OH / 1) iPrOH, reflux, 14 h, 2) H₂O

7: benzene-d6 / 0.05 h / Irradiation

With methanol; potassium hydroxide; ammonium hydroxide; lithium borohydride; hydrogen; potassium hydride; triethylamine; 9-methoxy-9-BBN; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; benzene-d6; ethyl acetate; chlorobenzene;

DOI:10.1021/jo00058a031

upstream raw materials:

2-methylbicyclo<2.1.0>pent-2-ene

5-methylene-2,3-diazabicyclo<2.2.1>hept-2-ene

1-(carboxymethoxy)cyclopentadiene

8-methylene-4-methyl-2,4,6-triazatricyclo<5.2.1.0^2.6>decane-3,5-dione