112576-12-2

Basic information

• Product Name: (R)-1-(2-naphthyl)propanol
• Synonyms: (R)-1-(2-naphthyl)propanol;(R)-1-(naphthalen-2-yl)propan-1-ol
• CAS NO: 112576-12-2
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.24966
• EINECS: -0
• Mol File: 112576-12-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 37-38 °C(Solv: hexane (110-54-3))
• Boiling Point: 329.5±11.0 °C(Predicted)
• Appearance: /
• Density: 1.088±0.06 g/cm3(Predicted)
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: (R)-1-(2-naphthyl)propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(2-naphthyl)propanol(112576-12-2)
• EPA Substance Registry System: (R)-1-(2-naphthyl)propanol(112576-12-2)

Safety Data

• Hazardous Substances Data: 112576-12-2(Hazardous Substances Data)

Usage

General Description

(R)-1-(2-naphthyl)propanol is a chiral alcohol compound with a molecular structure containing a 2-naphthyl group and a propanol moiety. It is classified as a secondary alcohol, as the carbon atom bonded to the hydroxyl group is attached to two other carbon atoms. (R)-1-(2-naphthyl)propanol is used in organic synthesis and as a chiral building block in the production of pharmaceuticals and fragrance chemicals. Its chiral nature makes it particularly valuable in asymmetric synthesis, where the stereochemistry of molecules is crucial to their function. The (R)-1-(2-naphthyl)propanol is a versatile compound with a wide range of applications in both industrial and academic settings.

Upstream product

• 66-99-9 β-naphthaldehyde 
• 64-17-5 ethanol 
• 76635-88-6 vinyl-2-naphthylcarbinol 
• 117-34-0 2,2-diphenylacetic acid 
• 132154-59-7 1-(naphthalen-2-yl)propan-1-ol 
• 557-20-0 diethylzinc 
• 66-77-3 1-naphthaldehyde 
• 760-19-0 Et₂AlBr 
• 100-58-3 phenylmagnesium bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 1606161-05-0 (-)-N,N-dimethyl-4-(1-(naphthalen-2-yl)propyl)aniline 
• 1606160-97-7 (-)-2-(6-phenylhexan-3-yl)naphthalene 
• 65419-63-8 2-(1-Methylpropyl)naphthalene 
• 51051-94-6 2-(prop-1-en-1-yl)naphthalene 
• 100-42-5 styrene 
• 1424035-46-0 (R)-2-(1-(4-(trifluoromethyl)phenyl)propyl)naphthalene 
• 1424035-43-7 (R)-2-(1-phenylpropyl)naphthalene 
• 1424035-40-4 (R)-2-(1-(4-methoxyphenyl)propyl)naphthalene 
• 1260224-25-6 2-(1-(benzyloxy)propyl)naphthalene 

Relevant articles and documents

The synthesis of dendritic BINOL ligands and their applications in the enantioselective Lewis acid catalyzed addition of diethylzinc to aldehydes

Novel dendritic chiral BINOL ligands have been synthesized through coupling of MOM-protected 3,3′-dihydroxy-methyl- binaphthol with Frechet-type polyether benzyl bromide dendrons followed by deprotection of the MOM groups using TsOH. These dendritic chira

Ruthenium-catalyzed tandem-isomerization/asymmetric transfer hydrogenation of allylic alcohols

A one-pot procedure for the direct conversion of racemic allylic alcohols to enantiomerically enriched saturated alcohols is presented. The tandem-isomerization/ asymmetric transfer hydrogenation process is efficiently catalyzed by [{Ru(p-cymene)Cl2}2] in combination with the a-amino acid hydroxyamide ligand 1, and performed under mild conditions in a mixture of ethanol and THF. The saturated alcohol products are isolated in good to excellent chemical yields and in enantiomeric excess up to 93%.

Catalytic asymmetric addition of diethylzinc to aldehydes via chiral, non-racemic β-hydroxy and β-methoxy salicylhydrazone catalysts

(1S,2S)-Pseudoephedrine and (1S,2S)-pseudonorephedrine have been converted to their corresponding hydrazines and condensed with either o-salicylaldehyde or 2-hydroxy-1-naphthaldehyde to afford a series of β- hydroxysalicylhydrazones that have been employed in the asymmetric addition of diethylzinc to 2-naphthaldehyde in up to 56% ee. In addition to this, the Ephedra hydrazines were also condensed with the o-hydroxyacetophenone derivative to form related hydrazones. The use of these corresponding hydrazones in the asymmetric addition reaction with the diethylzinc did not yield improved enantioselectivities. Finally, Enders' hydrazine was used as a chiral scaffold for the synthesis of β-methoxysalicylhydrazones. These compounds were employed in the asymmetric addition of diethylzinc to a variety of aromatic aldehydes with enantiomeric excesses as high as 68% ee.