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Usage

Uses

Used in Pharmaceutical and Chemical Industries:
METHYL 1H-INDENE-3-CARBOXYLATE is utilized as a key building block in the synthesis of a wide range of organic compounds. Its role in these industries is pivotal for creating new molecules with diverse applications, including pharmaceutical agents and other chemical products.
Used in Flavoring and Fragrance Industry:
This ester also serves as a flavoring agent or fragrance in certain products, adding to the sensory experience and enhancing the appeal of various consumer goods.
Used in Research and Development:
METHYL 1H-INDENE-3-CARBOXYLATE is studied for its potential biological activities and pharmacological properties, making it a valuable compound in scientific research and development. Its exploration could lead to the discovery of new therapeutic agents or applications in medicine and healthcare.

Upstream product

• 67-56-1 methanol 
• 879-15-2 2-diazo-1,2-naphthoquinone 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 570431-52-6 1-phenylcycloprop-2-ene carboxylic acid methyl ester 
• 699005-11-3 1-phenyl-2-trimethylsilylcycloprop-2-ene carboxylic acid methyl ester 
• 75-05-8 acetonitrile 

Downstream Products

• 70563-83-6 (3aS,8aR)-1,2-Diphenyl-1,2,8,8a-tetrahydro-indeno[1,2-c]pyrrole-3,3,3a-tricarboxylic acid trimethyl ester 
• 71188-14-2 (1aR,6aS)-1-Phenyl-6,6a-dihydro-1H-1-aza-cyclopropa[a]indene-1a-carboxylic acid methyl ester 
• 90036-43-4 (3aS,8aR)-1-Phenyl-8,8a-dihydro-1H-indeno[1,2-d][1,2,3]triazole-3a-carboxylic acid methyl ester 
• 70598-74-2 (3aS,8aR)-2-Phenyl-1,2,8,8a-tetrahydro-indeno[1,2-c]pyrrole-1,3,3,3a-tetracarboxylic acid tetramethyl ester 
• 95065-97-7 C₂₄H₁₈N₄O₂ 
• 26452-96-0 methyl indane-1-carboxylate 

Relevant academic research and scientific papers

Photo-Wolff rearrangement of 2-Diazo-1,2-naphthoquinone: Stern-Volmer analysis of the stepwise reaction pathway

Abstract 2-Diazo-1,2-naphthoquinone (1) and its derivatives are the photoactive components in Novolak photoresists. A femtosecond infrared study has established that the photoreaction of 1 proceeds largely by a concerted Wolff rearrangement yielding the ketene 1H-inden-1-ylidene-methanone (3) within 300 fs after excitation, but earlier trapping studies gave evidence for a minor reaction path via a carbene intermediate 1-oxo-2(1H)-naphthalenylidene (2) with a lifetime of about 10 ps. Here, we provide a quantitative assessment of the stepwise pathway by Stern-Volmer analysis of the trapping of 2 by methanol to yield 2-methoxy-1-naphthol (4). We conclude that the lifetime of the carbene 2 is at least 200 ps. Moreover, [3 + 2]cycloaddition of 2 and acetonitrile yielding 2-methylnaphth[2,1-d]oxazole (5) was observed. A comparison of the yields of 5 formed upon photolysis and upon thermolysis of 1 in acetonitrile provides evidence that a substantial part of the hot nascent carbene 2 formed photolytically rearranges to the ketene 3 during its vibrational relaxation (hot ground-state reaction). A quantitative assessment of the stepwise versus concerted photodeazotization pathways of 2-diazo-1,2-naphthoquinone (1) forming ketene 3 is provided. Trapping of the carbene intermediate 2 by methanol yields 2-methoxy-1-naphthol (4) in up to 12% yield. [3+2]Cycloaddition of 2 and acetonitrile yielding 2-methylnaphth[2,1-d]oxazole (5) was also observed. The lifetime of the thermalized carbene 2 is at least 200 ps. A comparison of the yields of 5 formed upon photolysis and upon thermolysis of 1 in acetonitrile provides evidence that a substantial part of the hot nascent carbene 2 formed photolytically rearranges to the ketene 3 during its vibrational relaxation (hot ground-state reaction).

Gold catalysed reactions with cyclopropenes

Gold(I) catalyses the ring-opening addition of cyclopropenes in a mild and regioselective manner. The Royal Society of Chemistry 2008.

TRANSFORMATIONS OF o-NAPHTHOQUINONE DIAZIDES IN ALIPHATIC ALCOHOLS

During photodecomposition and thermal decomposition in hydroxyl-containing media (alcohols, water) o-naphthoquinone diazides in electronically excited and vibrationally excited states eliminate nitrogen, forming the corresponding ketocarbenes.The singlet ketocarbenes undergo intramolecular transformation (with ring contraction and the formation of 3-indenecarboxylic acid or its esters) and intermolecular transformation, forming 1,2-hydroxyalkoxynaphthalenes in reaction with alcohols.The triplet ketocarbenes undergo intermolecular transformations, forming 1- or 2-hydroxynaphthalenes.The composition and ratio of the final products from the decomposition of o-naphthoquinone diazides in alcohols depend significantly on the nature of the alcohol, the presence of oxygen, the presence of radical acceptors, and the spectral composition of the exciting light.