1H-Benz[f]inden-1-one, 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl-

Base Information

• Chemical Name: 1H-Benz[f]inden-1-one, 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl-
• CAS No.: 102296-82-2
• Molecular Formula: C17H22O
• Molecular Weight: 242.35600
• Mol file: 102296-82-2.mol

Synonyms:5,5,8,8-tetramethyl-2,3,5,6,7,8-hexahydro-cyclopenta[b]naphthalen-1-one;5,6,7,8-Tetrahydro-5,5,8,8-tetramethylbenzindan-1-one;2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethylcyclopenta[b]naphthalen-1-one;1H-Benz[f]inden-1-one,2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl;5,5,8,8-Tetramethyl-2,3,5,6,7,8-hexahydro-cyclopenta[b]naphthalin-1-on;2,3,5,7-Tetrahydro-5,5,8,8-tetramethyl-1H-Benz(f)inden-1-one;

Chemical Property of 1H-Benz[f]inden-1-one, 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl-

Chemical Property:

• Boiling Point: 351.4±42.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.015±0.06 g/cm3(Predicted)
• LogP: 4.16450

Purity/Quality:

99% ^*data from raw suppliers

5,5,8,8-Tetramethyl-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-1-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Benz[f]inden-1-one, 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl-

There total 9 articles about 1H-Benz[f]inden-1-one, 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethyl- 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: 75.2%

→ 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethylcyclopenta[b]naphthalen-1-one (102296-82-2)

Guidance literature:

Reference yield: 21.3%

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene (6683-46-1) + acryloyl chloride (814-68-6,25189-84-8) → 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethylcyclopenta[b]naphthalen-1-one (102296-82-2)

Guidance literature:

With aluminum (III) chloride; sodium hydroxide; In 1,2-dichloro-benzene; at 70 ℃; for 7.5h; Inert atmosphere; Cooling with ice;

Reference yield:

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxaldehyde (92654-79-0) → 2,3,5,6,7,8-hexahydro-5,5,8,8-tetramethylcyclopenta[b]naphthalen-1-one (102296-82-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) n-BuLi / 1) ether, hexane, r.t., 30 min, 2) ether, r.t., 5 h

2: 90.9 percent / H₂ / 10percent Pd/C / 0.5 h

3: 88.6 percent / aq.NaOH / ethanol

4: 1) SOCl₂, DMF, 2) AlCl₃ / 1) 0 deg C, 1 h, 2) CH₂Cl₂, 2 h

With sodium hydroxide; n-butyllithium; aluminium trichloride; thionyl chloride; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00125a027

upstream raw materials:

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene

2-chloropropionyl chloride

3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)propanoic acid

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carboxaldehyde

Downstream raw materials:

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-1H-benz[f]indene

Methyl (E)-4-<(5,6,7,8-tetrahydro-5,5,8,8-tetramethylbenzindan-1-ylidene)methyl>benzoate

Methyl (Z)-4-<(5,6,7,8-tetrahydro-5,5,8,8-tetramethylbenzindan-1-ylidene)methyl>benzoate

(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylbenzindan-1-yl)triphenylphosphonium bromide