4739-94-0

Basic information

• Product Name: ETHYL 1,4-BENZODIOXAN-2-CARBOXYLATE
• Synonyms: TIMTEC-BB SBB008613;ETHYL 2,3-DIHYDRO-1,4-BENZODIOXIN-2-CARBOXYLATE;ETHYL 1,4-BENZODIOXAN-2-CARBOXYLATE;2,3-DIHYDRO-BENZO[1,4]DIOXINE-2-CARBOXYLIC ACID ETHYL ESTER;1,4-BENZODIOXAN-2-CARBOXYLIC ACID ETHYL ESTER;2,3-Dihydro-2-Carboethoxy-1,4-;2,3-Dihydro-2-carboethoxy-1, 4-benzodioxane;ETHYL 1,4-BENZODIOXANE-2-CARBOXYLATE
• CAS NO: 4739-94-0
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21
• Mol File: 4739-94-0.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 88-95 °C0.3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.208 g/mL at 25 °C
• Vapor Pressure: 0.00252mmHg at 25°C
• Refractive Index: n20/D 1.523
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: ETHYL 1,4-BENZODIOXAN-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 1,4-BENZODIOXAN-2-CARBOXYLATE(4739-94-0)
• EPA Substance Registry System: ETHYL 1,4-BENZODIOXAN-2-CARBOXYLATE(4739-94-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 4739-94-0(Hazardous Substances Data)

Usage

Uses

2,3-Dihydro-1,4-benzodioxin-2-carboxylic Acid Ethyl Ester is an intermediate used to prepare presynaptic α2-adrenoreceptor antagonists and potential antidepressants. It is also used to prepare aminoalkylbenzodioxins as calcium antagonists.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5373, 1955 DOI: 10.1021/ja01625a050

InChI:InChI=1/C11H12O4/c1-2-13-11(12)10-7-14-8-5-3-4-6-9(8)15-10/h3-6,10H,2,7H2,1H3/t10-/m0/s1

Upstream product

• 3663-82-9 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin 
• 140-88-5 ethyl acrylate 
• 64-17-5 ethanol 
• 3663-80-7 1,4-benzodioxane-2-carboxylic acid 
• 120-80-9 benzene-1,2-diol 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 

Downstream Products

• 68281-25-4 2,3-dihydro-benzo[1,4]dioxin-2-carboxylic acid allylamide 
• 21398-80-1 N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide 
• 33070-04-1 rac-1,4-benzodioxane-2-carboxamide 
• 3663-80-7 1,4-benzodioxane-2-carboxylic acid 
• 90557-92-9 2,3-dihydro-1,4-benzodioxane-2-carbohydrazide 
• 3663-82-9 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin 
• 70918-00-2 (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone 
• 219851-02-2 N-(2,3-dihydrobenzo<1,4>dioxin-2-carbonyl)-N'-(2-hydroxyethyl)piperazine 
• 92405-58-8 3-methylene-2,3-dihydro-1,4-benzodioxin-2(3H)-one 
• 53420-21-6 N,N-pentamethylene-2,3-dihydro-1,4-benzodioxin-2-carboxamide 
• 1403750-40-2 (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone 
• 1403750-41-3 (3-(4-bromophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone 
• 1403750-42-4 (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone 
• 1403750-43-5 (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone 

Relevant articles and documents

Imaging the static dielectric constant in vitro and in living cells by a bioconjugable GFP chromophore analog

A fluorescent probe structurally similar to the GFP chromophore is demonstrated to report the local static dielectric constant. This probe can be chemically functionalized for selective targeting at the intracellular level. The Royal Society of Chemistry

Enantioselective Access to Chiral 2-Substituted 2,3-Dihydrobenzo[1,4]dioxane Derivatives through Rh-Catalyzed Asymmetric Hydrogenation

Rh-catalyzed asymmetric hydrogenation of various benzo[b][1,4]dioxine derivatives was successfully developed to prepare chiral 2-substituted 2,3-dihydrobenzo[1,4]dioxane derivatives using ZhaoPhos and N-methylation of ZhaoPhos ligands with high yields and excellent enantioselectivities (up to 99% yield, >99% enantiomeric excess (ee), turnover number (TON) = 24 000). Moreover, this asymmetric hydrogenation methodology, as the key step with up to 10 000 TON, was successfully applied to develop highly efficient synthetic routes for the construction of some important biologically active molecules, such as MKC-242, WB4101, BSF-190555, and (R)-doxazosin·HCl.

Containing 1,4-benzodioxane structure of the pyrazoline derivatives and the preparation and use thereof

The invention relates to pyrazoline derivatives comprising a 1,4-benzodioxan structure. The derivatives are characterized in that the derivatives have a general formula as the following. R1, R3, and R3 in the formula are as the following. The pyrazoline d