38002-88-9

Usage

Uses

Used in Fragrance and Flavoring Industry:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE is used as a key ingredient in the creation of fragrances and flavorings, capitalizing on its strong, sweet scent to enhance the sensory experience of various products.
Used in Organic Synthesis:
In the field of organic synthesis, 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE serves as a versatile building block, contributing to the development of a wide range of organic compounds.
Used in Pharmaceutical Production:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE is utilized in the production of pharmaceuticals, where its unique properties aid in the formulation of new drugs, potentially offering novel treatments and therapeutic options.
Used in Agrochemicals:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE is also employed in the agrochemical industry, where it plays a role in the development of agricultural chemicals that can improve crop protection and yield.
Used in Personal Care Products:
In the personal care sector, 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE is used as a fragrance ingredient in various products, adding to their appeal and enhancing consumer experience.
Used in Perfumery:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBALDEHYDE is incorporated into perfumes, where its distinct aroma adds depth and complexity to scent compositions.

InChI:InChI=1/C11H12O2/c1-11(2)6-8-4-3-5-9(7-12)10(8)13-11/h3-5,7H,6H2,1-2H3

Upstream product

• 38002-87-8 O-methallylsalicylaldehyde 
• 162971-77-9 2-(β-methylallyl)phenol-6-carbaldehyde 
• 38002-89-0 2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethanol 
• 1563-38-8 2,3-dihydro-2,2-dimethylbenzofuran-7-ol 
• 99517-60-9 methyl 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate 
• 308110-31-8 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl trifluoromethasulfonate 
• 6337-33-3 2,2-dimethyl-2,3-dihydro-1-benzofuran 
• 109-72-8 n-butyllithium 

Downstream Products

• 308110-32-9 4-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)(hydroxy)methyl]-N,N-diethylbenzamide 
• 1312470-13-5 C₂₃H₂₃NO₂ 
• 868755-46-8 (2,2-dimethyl-2,3-dihydro-benzofuran-7-ylmethyl)-methyl-amine 
• 38002-89-0 2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethanol 
• 308110-33-0 4-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)(1-piperazinyl)methyl]-N,N-diethylbenzamide 

Relevant academic research and scientific papers

New diarylmethylpiperazines as potent and selective nonpeptidic δ opioid receptor agonists with increased in vitro metabolic stability

Nonpeptide δ opioid agonists are analgesics with a potentially improved side-effect and abuse liability profile, compared to classical opioids. Andrews analysis of the NIH nonpeptide lead SNC-80 suggested the removal of substituents not predicted to contribute to binding. This approach led to a simplified lead, N,N-diethyl-4-[phenyl(1-piperazinyl)methyl]benzamide (1), which retained potent binding affinity and selectivity to the human δ receptor (IC50 = 11 nM, μ/δ = 740, κ/δ > 900) and potency as a full agonist (EC50 = 36 nM) but had a markedly reduced molecular weight, only one chiral center, and increased in vitro metabolic stability. From this lead, the key pharmacophore groups for δ receptor affinity and activation were more clearly defined by SAR and mutagenesis studies. Further structural modifications on the basis of 1 confirmed the importance of the N,N-diethylbenzamide group and the piperazine lower basic nitrogen for δ binding, in agreement with mutagenesis data. A number of piperazine N-alkyl substituents were tolerated. In contrast, modifications of the phenyl group led to the discovery of a series of diarylmethylpiperazines exemplified by N,N-diethyl-4-[1-piperazinyl(8-quinolinyl)-methyl]benzamide (56) which had an improved in vitro binding profile (IC50 = 0.5 nM, μ/δ = 1239, EC50 = 3.6 nM) and increased in vitro metabolic stability compared to SNC-80.

UNEXPECTED IODINE CATALYZED CYCLIZATION FOR SYNTHESIS OF 2,2-DIALKYL-2,3-DIHYDROBENZOFURANS

2-(β-Methylallyl)phenol and 2-isobutenylphenol derivatives were easily cyclized to 2,2-dimethyl-2,3-dihydrobenzofurans in the presence of a catalytic amount of iodine without any formation of iodinated products.

ONE-POT SYNTHESES OF 2,3-DIHYDRO-2,2-DIMETHYLBENZOFURAN DERIVATIVES

A tandem Claisen rearrangement-cyclization reaction of aryl methallyl ethers afforded the corresponding 2,3-dihydro-2,2-dimethylbenzofuran derivatives at -70 deg C with aluminium chloride.

S-trifluorobutenyl derivatives and pesticidal uses thereof

S-trifluorobutenyl thiocarbonic acid esters of the formula STR1 and salts thereof, wherein X is R1 N or S and Y is RS or R3 R2 N; wherein R is a metal or a radical selected from alkyl, cycloalkylalkyl, halocycloalkylalkyl, alkenyl, haloalkyl, haloalkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonylalkyl, halophenoxyalkyl, trialkylsilylalkyl, (vinyl)dialkylsilylalkyl, (allyl)dialkylsilylalkyl, 2-chlorothiophene-5-ylmethyl, phenylalkyl, halophenylalkyl, nitrophenylalkyl, haloalkylphenylalkyl, dialkyl-2,3-dihydrobenzofuran-7-yl, [2-methyl-(1,1'-biphenyl)-3-yl]methyl, 3-phenoxybenzyl, phenylthioalkyl, halophenylthioalkyl, dialkylphosphoryl, dialkylthiophosphoryl, dialkylisoxazolylalkyl and thienylisoxazolylalkyl; wherein R1 is alkyl, cycloalkyl, cyano, dialkyl-2,3-dihydrobenzofuran-7-yl, halophenyl, halophenylalkyl, haloalkoxyphenyl, pyridinyl, halopyridinyl, alkyl-1,3,4-thiadiazolyl, haloalkyl-1,3,4-thiadiazolyl, benzothiazolyl, dialkyloxazolyl or thiazolinyl; wherein R2 is hydrogen or alkyl; and wherein R3 is alkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, dialkylaminoalkyl, dialkyl-2-oxazolyl, 2-thiazolinyl, 2-benzothiazolyl, 4-phenyl-2-thiazolyl, alkyl-1,3,4-thiadiazolyl, haloalkyl-1,3,4-thiadiazolyl, pyridinyl, halopyridinyl, phenyl, halophenyl, halophenylalkyl, haloalkoxyphenyl, or dialkyl-2,3-dihydrobenzofuran-7-yl; provided that: when X is S, Y is R3 R2 N, when X is R1 N, Y is RS, R1 is other than alkyl and R is other than haloalkenyl; and when X is R1 N where R1 is CN and Y is RS, R is other than alkali metal. The compounds exhibit nematicidal and anthelmintic activity and are useful in agriculture and veterinary practice.