25501-32-0

Basic information

• Product Name: (S)-(+)-1-Indanol
• Synonyms: (S)-(+)-1-HYDROXYINDAN;(S)-(+)-1-INDANOL;(1S)-2,3-Dihydro-1H-indene-1β-ol;(1S)-Indan-1β-ol;(3S)-Indan-3-ol;(S)-2,3-Dihydro-1H-indene-1β-ol;[1S,(+)]-1-Indanol;(S)-(+)-1-Indanol
• CAS NO: 25501-32-0
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 134.18
• Product Categories: Chiral
• Mol File: 25501-32-0.mol
• Article Data: 228

Chemical Properties

• Melting Point: 69-73 °C(lit.)
• Boiling Point: 255.1ºC at 760 mmHg
• Flash Point: 89.2ºC
• Appearance: /
• Density: 1.161g/cm3
• Vapor Pressure: 0.00859mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: 2-8°C
• PKA: 14.23±0.20(Predicted)
• BRN: 2206709
• CAS DataBase Reference: (S)-(+)-1-Indanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-Indanol(25501-32-0)
• EPA Substance Registry System: (S)-(+)-1-Indanol(25501-32-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 25501-32-0(Hazardous Substances Data)

Usage

Description

(S)-(+)-1-Indanol, also known as (S)-1-hydroxyindan, is an organic compound with the molecular formula C8H10O. It is a chiral molecule, which means it has a non-superimposable mirror image, and in this case, it is the (S)-enantiomer. (S)-(+)-1-Indanol is characterized by its unique structure, which includes a hydroxyl group attached to an indan ring system. It is a versatile intermediate in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Synthesis:
(S)-(+)-1-Indanol is used as a building block for the synthesis of pharmaceutical compounds, particularly for the development of orally bioavailable GPR40 agonists. One such example is DS-1558, which is used to stimulate insulin secretion. The compound's unique structure and chirality make it a valuable component in the design and synthesis of novel drugs targeting specific receptors.

InChI:InChI=1/C9H10O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4,9-10H,5-6H2/t9-/m0/s1

Upstream product

• 83-33-0 inden-1-one 
• 124040-95-5 <1,1'-Binaphthalene>-2,2'-diol butanoate 
• 123-20-6 vinyl n-butyrate 
• 6351-10-6 1-Indanol 
• 182877-84-5 (4S)-4-tert-butyl-3-pivaloyl-1,3-thiazolidine-2-thione 
• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 766-77-8 Dimethylphenylsilane 
• 123-62-6 propionic acid anhydride 
• 496-11-7 INDANE 
• 85354-34-3 (1R,2R)-(-)-2-bromo-1-acetoxyindan 
• 68567-23-7 (S)-(-)-2,3-dihydro-1H-inden-yl acetate 
• 95-13-6 1-indene 
• 26452-98-2 2,3-dihydro-1H-inden-1-yl-acetate 

Downstream Products

• 907562-44-1 (S)-2-((S)-Indan-1-yloxycarbonylamino)-hexanoic acid methyl ester 
• 6351-10-6 1-Indanol 
• 1016275-12-9 C₁₄H₁₄N₂O₂ 
• 10277-74-4 (R)-1-Aminoindane 
• 136236-51-6 rasagiline 
• 161735-79-1 rasagiline mesylate 

Relevant articles and documents

Asymmetric transfer hydrogenation of ketonic substrates catalyzed by (η5-C5Me5)MCl complexes (M = Rh and Ir) of (1S, 2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine

The rhodium and iridium (η5-C5Me5)MCl complexes (3a: M = Rh; 3b: M = Ir) of (1S,25)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine were found to be catalyst precursors for asymmetric transfer hydrogenation of acetophenone, 2-acetonaphthone, 1-tetralone, and 1-indanone to give (S)-1-phenylethanol (90% ee), (S)-1-(2-naphthyl)ethanol (85% ee), (S)-1-tetralol (97% ee), and (S)-indanol (99% ee), respectively.

Designer Outer Membrane Protein Facilitates Uptake of Decoy Molecules into a Cytochrome P450BM3-Based Whole-Cell Biocatalyst

We report an OmpF loop deletion mutant, which improves the cellular uptake of external additives into an Escherichia coli whole-cell biocatalyst. Through co-expression of the OmpF mutant with wild-type P450BM3 in the presence of decoy molecules, the yield

Chiral Yolk-Shell MOF as an Efficient Nanoreactor for Asymmetric Catalysis in Organic-Aqueous Two-Phase System

It remains a great challenge to introduce large and efficient homogeneous asymmetric catalysts into MOFs and other microporous materials as well as retain their degrees of freedom. Herein, a new heterogeneous strategy of homogeneous chiral catalysts is proposed, that is, to construct a yolk-shell MOFs-confined, large-size, and highly efficient homogeneous chiral catalyst, which can be used as a nanoreactor for asymmetric catalytic reactions.

Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity

A chiral cobalt pincer complex, when combined with an achiral electron-rich mono-phosphine ligand, catalyzes efficient asymmetric hydrogenation of a wide range of aryl ketones, affording chiral alcohols with high yields and moderate to excellent enantioselectivities (29 examples, up to 93% ee). Notably, the achiral mono-phosphine ligand shows a remarkable effect on the enantioselectivity of the reaction.