1,2,3,5,6,7-hexahydro-s-indacene

Base Information

• Chemical Name: 1,2,3,5,6,7-hexahydro-s-indacene
• CAS No.: 495-52-3
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.243
• Mol file: 495-52-3.mol

Synonyms:1,2,3,5,6,7-HEXAHYDRO-S-INDACENE;1,2,3,5,6,7-Hexahydro-s-indacen;1,2,3,5,6,7-hexahydrobenzo<1,2:4,5>dicyclopentene;Benzo<1,2:4,5>dicyclopentene;s-Hydrindacen;1,2:4,5-dicyclopentenobenzene;

Chemical Property of 1,2,3,5,6,7-hexahydro-s-indacene

Chemical Property:

• Vapor Pressure: 0.0197mmHg at 25°C
• Melting Point: 52-54 °C
• Boiling Point: 260.6°C at 760 mmHg
• Flash Point: 106.9°C
• PSA: 0.00000
• Density: 1.071g/cm³
• LogP: 2.66400

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: s-Hydrindacene is a useful building block for organic synthesis.

Technology Process of 1,2,3,5,6,7-hexahydro-s-indacene

There total 20 articles about 1,2,3,5,6,7-hexahydro-s-indacene 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: 96.0%

3,5,6,7-tetrahydro-2H-s-indacen-1-one (14927-64-1) → s-hydrindacene (495-52-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In isopropyl alcohol; for 18h; under 3040 - 3800 Torr;

DOI:10.1007/BF00809674

Reference yield:

INDANE (496-11-7) → s-hydrindacene (495-52-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 93 percent / AlCl₃ / CH₂Cl₂ / 4 h

2: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight

3: 94 percent / conc. H₂SO₄ / Heating

4: 94 percent / LiAlH₄ / diethyl ether / 12 h / Heating

5: 96 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

6: 91 percent / pyridine, piperidine / 24 h / 80 °C

7: 95 percent / H₂ / Pd/C / dioxane / 18 h / 3040 - 3800 Torr

8: PPS / 5 h / 80 °C

9: 96 percent / H₂ / Pd/C / propan-2-ol / 18 h / 3040 - 3800 Torr

With piperidine; pyridine; lithium aluminium tetrahydride; aluminium trichloride; sodium hypobromide; sulfuric acid; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; isopropyl alcohol;

DOI:10.1007/BF00809674

Reference yield:

3-chloro-1-(2,3-dihydro-1H-inden-5-yl)propan-1-one (39105-39-0) → s-hydrindacene (495-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / 3.5 h / 70 °C

2: 96 percent / H₂ / Pd/C / propan-2-ol / 18 h / 3040 - 3800 Torr

With sulfuric acid; hydrogen; palladium on activated charcoal; In isopropyl alcohol;

DOI:10.1007/BF00809674

upstream raw materials:

3,5,6,7-tetrahydro-2H-s-indacen-1-one

3,6-Dihydrobenzo<1,2:4,5>dicyclopentene

INDANE

1-indan-5-yl-ethanone

Downstream raw materials:

2-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)acetic acid

Benzyl-(1,2,3,5,6,7-hexahydro-s-indacen-4-ylmethyl)-methyl-amine

Refernces

• 1、 -. "COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY". Page/Page column 305-306. . Retrieved 2020/06/10.
• 2、 Agarwal, Sameer,Sasane, Santosh,Shah, Hardik A.,Pethani, Jignesh P.,Deshmukh, Prashant,Vyas, Vismit,Iyer, Pravin,Bhavsar, Harsh,Viswanathan, Kasinath,Bandyopadhyay, Debdutta,Giri, Poonam,Mahapatra, Jogeswar,Chatterjee, Abhijit,Jain, Mukul R.,Sharma, Rajiv. "Discovery of N-Cyano-sulfoximineurea Derivatives as Potent and Orally Bioavailable NLRP3 Inflammasome Inhibitors". supporting information. p. 414 - 418. Retrieved 2020/03/13.