1196-55-0

Basic information

• Product Name: 4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one
• Synonyms: 4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one
• CAS NO: 1196-55-0
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 0
• Mol File: 1196-55-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 270.9°C at 760 mmHg
• Flash Point: 105.2°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 0.00664mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one(1196-55-0)
• EPA Substance Registry System: 4,4a,5,6,7,8-Hexahydronaphthalen-2(3H)-one(1196-55-0)

Safety Data

• Hazardous Substances Data: 1196-55-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 43, p. 734, 1995 DOI: 10.1248/cpb.43.734The Journal of Organic Chemistry, 55, p. 2237, 1990 DOI: 10.1021/jo00294a049Tetrahedron Letters, 31, p. 1581, 1990 DOI: 10.1016/0040-4039(90)80022-E

InChI:InChI=1/C10H14O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h7-8H,1-6H2

Upstream product

• 1579-21-1 cis-2-decalone 
• 215877-30-8 4,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborolane 
• 215877-38-6 4,5-dimethyl-2-(4-methoxyphenyl)-1,3,2-dioxaborolane 
• 6638-68-2 4,5-dimethyl-2-phenyl-1,3,2-dioxaborolane 

Downstream Products

• 1197-95-1 cis-9-Methyl-decalon-(2) 
• 87126-09-8 (1-Ethoxy-ethoxy)-((4aR,8aR)-3-oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 
• 78998-64-8 (S)-((4aR,8aR)-3-Oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 
• 78998-64-8 (R)-((4aR,8aR)-3-Oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 
• 73593-51-8 Decahydro-3-oxo-α-phenyl-α-(trimethylsiloxy)-4a-naphthalinacetonitril 
• 1579-21-1 2-decalone 
• 4832-17-1 trans-decalin-2-one 
• 5689-10-1 1,2,3,4,5,6,7,8-octahydro-2-naphthalenol 
• 39879-90-8 3-hydroxybicyclo<4.4.0>dec-1-one 
• 825-51-4 decahydronaphthalen-2-ol 
• 70043-74-2 1-benzyl-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 
• 132058-63-0 1-m-methoxybenzyl-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 
• 135-19-3 β-naphthol 

Relevant articles and documents

Arylation of 8-acetoxyoctalenone in a nickel-catalyzed coupling reaction with lithium arylborates

In order to find a suitable organometallic compound and a catalyst for the arylation of 8-acetoxyoctalenone 4 (a stereoisomeric mixture of 4α and 4β), phenylation was first investigated with PhZnX (7: X = Cl; 8: X = Br)/Pd or Ni cat., PhSnBu3 (9)/Pd cat. and LiCl, and [PhB(Bu)(OCHMeCH-MeO)]Li (10a)/Ni cat. Borate 10a provided the desired product 11a with high stereoselectivity. The stereochemical outcome was irrespective of the stereochemistry of the acetoxy group in 4. Four more aryl groups, p-R-C6H4 (R = Me, MeO, Ph, and Me2N), were installed stereoselectively with this method.