56175-44-1

Basic information

• Product Name: 1-METHOXY-2-INDANOL
• Synonyms: 1-METHOXY-2-INDANOL;1-METHOXY-2-INDANOL 98+%
• CAS NO: 56175-44-1
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 275-901-7
• Mol File: 56175-44-1.mol

Chemical Properties

• Boiling Point: 146-148 °C/11 mmHg(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.128 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00233mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• CAS DataBase Reference: 1-METHOXY-2-INDANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXY-2-INDANOL(56175-44-1)
• EPA Substance Registry System: 1-METHOXY-2-INDANOL(56175-44-1)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R21/22:Harmful in contact with skin and if swallowed.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 56175-44-1(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR SLIGHTLY BROWNISH VISCOUS LIQUID

InChI:InChI=1/C10H12O2/c1-12-10-8-5-3-2-4-7(8)6-9(10)11/h2-5,9-11H,6H2,1H3/t9-,10+/m1/s1

Upstream product

• 124-41-4 sodium methylate 
• 768-22-9 (1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene 
• 95-13-6 1-indene 
• 67-56-1 methanol 
• 10368-44-2 trans-2-bromo-1-indanol 
• 768-22-9 2,3-epoxyindene 

Downstream Products

• 7480-35-5 (1S,2R)-1-amino-2-indanol 

Relevant articles and documents

A simple one-pot synthesis of β-alkoxy alcohols from alkenes

β-Methoxy alcohols are easily obtained from the one-pot reaction of alkenes with oxone in methanol, in the absence of any additive or catalyst. The use of other alcohols as solvents has shown that the efficiency of the process decreases with the steric hindrance of the alcohol.

Method of producing cis-1-aminoindan-2-ol

1,2-di-substituted indan expressed by general formula (I) wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, Y is a halogen atom, and X and Y can be in either cis- or trans-configuration forming either a racemic body or an optically active substance; or 1,2-di-substituted indan expressed by general formula (I') wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, and X and OH group can be in either cis- or trans-configuration forming either a racemic body or an optically-active substance; or cis-1,2-epoxyindan expressed by general formula (VI) wherein R is phenyl or a lower alkyl group, oxazoline ring is in cis-configuration forming either a racemic body or an optically active substance is reacted, under an acidic condition, with a nitrile expressed by general formula (II) wherein R is phenyl or a lower alkyl group to produce cis-1-aminoindan-2-ol expressed by general formula (V) wherein NH2 and OH groups are in cis-configuration forming either a racemic body or an optically-active substance. STR1

FeCl3·6H2O supported on SiO2 catalysed ring opening of epoxides with alcohols, acetic acid, water, chloride, bromide and nitrate ions

FeCl3·6H2O absorbed on chromatographic silica gel can act as an efficient catalyst for alcoholysis, hydrolysis and acetolysis of epoxides. Methanolysis of (R)-styrene oxide proceeds with high stereospecificity and in excellent yield. This catalyst can also convert epoxides to their corresponding β-halohydrins and β-nitrato alcohols in the presence of chloride, bromide and nitrate ions respectively.

Electrogenerated Acid as an Efficient Catalyst for Alcoholyses and Hydrolyses of Epoxides

The electrochemical transformation of different epoxides to their corresponding β-alkoxy alcohols and diols was achieved by using an electrogenerated acid-catalyst.A competitive ring-opening reaction of activated epoxides in the presence of deactivated epoxides was also successfully carried out in both alcohols and water.

Highly efficient, regio- and stereoselective alcoholysis of epoxides catalyzed with iron(III) chloride

An efficient, catalytic, simple and mild method for the conversion of epoxides into their corresponding β-alkoxy alcohols was performed in primary, secondary and tertiary alcohols and in the presence of catalytic amounts of ferric chloride. The β-alkoxy alcohols were obtained with high stereo- and regioselectivity and in good to excellent yields.

Mild, Efficient and Selective Opening of Epoxides with Alcohols Catalyzed by Ceric(IV) Ammonium Nitrate

Commercially available Ceric(IV) Ammonium Nitrate (CAN) catalyzes nucleophilic ring opening of epoxides in primary, secondary and tertiary alcohols under mild conditions.The corresponding β-alkoxy-alcohols were obtained with high regio and stereoselectivity in high yields.

Oxidation of Alkyl Phenyl Selenides, Tellurides, and Telluroxides with meta-Chloroperbenzoic Acid for a Facile and Novel Transformation of C-Se and C-Te Bonds to C-O Bonds

In sharp contrast to the well-known selenoxide elimination leading to olefins, the treatment of alkyl phenyl selenides (PhSeR) with an excess of meta-chloroperbenzoic acid (MCPBA; 2-5 equiv. to a selenide) in alcohol at room temperature affords the corresponding dialkyl ethers by the substitution of a phenylselenium (PhSe) moiety with an alkoxy group.A similar reaction proceeds by using alkyl phenyl tellurides (PhTeR) and telluroxides , a facile substitution of PhTe or PhTe(O) moiety by an alkoxy group being observed.Methanol is the most appropriate solvent for these oxidations and alkyl methyl ethers are formed in excellent yields.The reaction is accompanied by phenyl migration when applied to some selenides, tellurides, and telluroxides having a phenyl group at a vicinal position to the PhSe, PhTe, or PhTe(O) moiety.Application to the methoxyselenation and methoxytelluration products of cyclohexene and cycloheptene results in a ring-contraction to afford the dimethyl acetals of cyclopentane- and cyclohexane-carbaldehyde, respectively.In case of an allylic phenyl selenide, a sigmatropic rearrangement giving a rearranged allylic alcohol occurs in much preference to the substitution by the methoxy group.Other oxidizing agents than MCPBA such as NaIO4, H2O2, t-BuOOH, and ozone are generally ineffective under similar conditions.It is proposed that the reaction mainly takes place as follows.Alkyl phenyl selenone, alkyl phenyl tellurone, or the MCPBA addition product to them is formed as a reactive intermediate in which an alkyl C-Se or alkyl C-Te bond fission occurs heterolytically by a nucleophilic attack of alcohol, sometimes accompanied by a 1,2-shift of the β-substituent, i.e., phenyl migration and ring-contraction.

Synthetic Photochemistry. XVIII. A Sensitizer Dependence in the Photooxidation of Indene and Acenaphthylene. The Occurrence of cis-1,2-Glycol Formation in a Rose Bengal-sensitized Reaction

Upon Rose Bengal-sensitized photooxygenation, indene and acenaphthylene afforded substantial amounts of the expected cis-glycols by means of the reduction of the intermediate dioxetanes.The formerly proposed structure of one of the isomeric methoxy hydroperoxides was revised on the basis of the chemical and spectral evidence.