1006-27-5

Basic information

• Product Name: indan-1-yl methyl ether
• Synonyms: indan-1-yl methyl ether;METHOXYINDANE;1H-Indene, 2,3-dihydro-1-methoxy-;2,3-dihydro-1-methoxy-1H-Indene;indan-1-yl;indan-1-yl methyl;1-Methoxyindane;1-Methoxy-2,3-dihydro-1H-indene
• CAS NO: 1006-27-5
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20168
• EINECS: 213-743-2
• Mol File: 1006-27-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 216.9°Cat760mmHg
• Flash Point: 77.6°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 0.201mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: indan-1-yl methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: indan-1-yl methyl ether(1006-27-5)
• EPA Substance Registry System: indan-1-yl methyl ether(1006-27-5)

Safety Data

• Hazardous Substances Data: 1006-27-5(Hazardous Substances Data)

Usage

General Description

Indan-1-yl methyl ether, also known as 1-Methoxyindane, is a chemical compound composed of an indane ring with a methyl group attached to the oxygen atom. It is often used as a solvent in various industrial processes and can also be found in some consumer products. This chemical is a colorless liquid with a sweet, floral-like odor and has low solubility in water. It is primarily used as a fragrance ingredient in perfumes and cosmetics due to its pleasant scent and is also used as a precursor in the synthesis of other organic compounds. However, it is important to handle this chemical with caution and ensure proper safety measures are in place due to its potential health hazards.

InChI:InChI=1/C10H12O/c1-11-10-7-6-8-4-2-3-5-9(8)10/h2-5,10H,6-7H2,1H3

Upstream product

• 35275-62-8 1-chloroindane 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 25177-85-9 2-indancarboxylic acid 
• 95-13-6 1-indene 
• 83-33-0 inden-1-one 
• 331686-37-4 1-methoxy-1,2,3,4-tetrahydroazulene 
• 496-11-7 INDANE 
• 73424-46-1 (E)-N'-(2,3-dihydro-1H-inden-1-ylidene)-4-methylbenzenesulfonohydrazide 
• 16275-05-1 1-diazoindane 
• 165072-66-2 1-Indanyl pivalate 
• 26452-98-2 2,3-dihydro-1H-inden-1-yl-acetate 
• 6351-10-6 1-Indanol 
• 74-88-4 methyl iodide 

Downstream Products

• 83-33-0 inden-1-one 
• 95-13-6 1-indene 

Relevant articles and documents

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Functional-Group-Directed Diastereoselective Hydrogenation of Aromatic Compounds. 21

Diastereoselective liquid-phase hydrogenation of a series of monosubstituted indan substrates was studied on supported rhodium catalysts. Predominantly the cis-cis diastereomer, obtained by hydrogenation from the diastereoface opposite the substituent at the stereogenic center, and the cis-trans diastereomer, obtained by hydrogenation from the diastereoface on the same side as the substituent, were formed. The diastereoselectivity depends on the balance between steric repulsion and electronic attraction of the substituent with the surface of the catalyst. For alkoxy and carboxyl groups (acid, methyl ester, and amide), the steric repulsion dominated and the cis-cis diastereomer was obtained with moderately high selectivity. The diastereoselectivity obtained in the hydrogenation was influenced by the addition of bases to the reaction mixture. Addition of triethylamine caused a small increase in the selectivity to the cis-cis diastereomer in some substrates, whereas the addition of NaOH significantly increased the selectivity toward the cis-trans isomer in all substrates.

Intramolecular reactivity of functionalized arylcarbenes: 7-Alkenyloxy-1-indanylidenes

1,2-H shift is the only intramolecular reaction of 7-(1-propenyloxy)-1-indanylidenes (8) whereas 7-(2-propenyloxy)-1-indanylidene (13) and 7-(2-butenyloxy)-1-indanylidenes (19) undergo addition to the side-chain C=C bond and 1,2-H shifts competitively. Owing to the small RCR bond angle of 1-indanylidenes, the intramolecular chemistry is dominated by the singlet state even if the carbenes are generated by triplet-sensitized photolysis (k(TS) > k(T)).

Chemoselective and direct functionalization of methyl benzyl ethers and unsymmetrical dibenzyl ethers by using iron trichloride

Methyl and benzyl ethers are widely utilized as protected alcohols due to their chemical stability, such as the low reactivity of the methoxy and benzyloxy groups as leaving groups under nucleophilic conditions. We have established the direct azidation of chemically stable methyl and benzyl ethers derived from secondary and tertiary benzyl alcohols. The present azidation chemoselectively proceeds at the secondary or tertiary benzylic positions of methyl benzyl ethers or unsymmetrical dibenzyl ethers and is also applicable to direct allylation, alkynylation, and cyanation reactions, as well as the azidation. The present methodologies provide not only a novel chemoselectivity but also the advantage of shortened synthetic steps, due to the direct process without the deprotection of the methyl and benzyl ethers. Ethers exchanged: Methyl and benzyl ethers are chemically stable and generally tolerant under nucleophilic substitution conditions. Iron-catalyzed direct functionalizations (e.g., azidation, allylation, alkynylation, and cyanation) of methyl and benzyl ethers derived from secondary and tertiary benzyl alcohols were established with excellent regioselectivities (see scheme; PG: protecting group; Bn: benzyl; Nu: nucleophile; TMS: trimethylsilyl). Copyright

Synthesis and chemistry of endoperoxides derived from 3,4-dihydroazulen-1(2H)-one: An entry to cyclopentane-anellated tropone derivatives

Reduction of trienone 1 and subsequent treatment with acid in MeOH furnished 1-methoxy-1,2,3,4-tetrahydroazulene (13). Photo-oxygenation of 13 provided the two bicyclic endoperoxides 14 and 15. Pyrolysis of 14 and 15 gave the corresponding bis-epoxides 17 and 18, which have been synthesized also upon treatment with a catalytic amount of CoTPP (TPP = tetraphenylporphyrin). That an unusual endoperoxide-endoperoxide rearrangement has not been observed strongly supports the assumption that the carbonyl group in 2-4 is responsible for this unprecedented endoperoxide-endoperoxide rearrangement. Treatment of the endoperoxides 14 and 15 with a catalytic amount of Et3N at O° provided the azulenones 22 and 23 in high yield. Attempted cleavage of the O - O peroxide linkage in 14 and 15 with thiourea resulted, contrary lo our expectation, in the formation of 22 and 23. That thiourea acts as a base instead of a reducing reagent has been observed for the first time in peroxide chemistry.