4442-54-0

Basic information

• Product Name: 1,4-Benzodioxane-6-carboxylic acid
• Synonyms: 1,4-Benzodioxane-6-;1,4-Benzodioxane-6-carboxylic acid 97%;2,3-dihydro-1,4-benzodioxin-6-carboxylic acid;RARECHEM AL BO 1905;TIMTEC-BB SBB007047;2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBOXYLIC ACID;2,3-DIHYDROBENZO[B][1,4]DIOXINE-6-CARBOXYLIC ACID;2,3-DIHYDRO-BENZO[1,4]DIOXINE-6-CARBOXYLIC ACID
• CAS NO: 4442-54-0
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• Product Categories: Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Benzodioxanes;Building Blocks;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 4442-54-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 134-138 °C(lit.)
• Boiling Point: 339.781 °C at 760 mmHg
• Flash Point: 141.994 °C
• Appearance: Pale brown/Crystalline Solid
• Density: 1.377 g/cm³
• Vapor Pressure: 3.48E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 4.37±0.20(Predicted)
• CAS DataBase Reference: 1,4-Benzodioxane-6-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzodioxane-6-carboxylic acid(4442-54-0)
• EPA Substance Registry System: 1,4-Benzodioxane-6-carboxylic acid(4442-54-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4442-54-0(Hazardous Substances Data)

Usage

Description

1,4-Benzodioxane-6-carboxylic acid is an organic compound characterized by a benzene ring with two oxygen atoms connected to two adjacent carbon atoms, forming a dioxane ring. It also contains a carboxylic acid functional group attached to the sixth carbon atom. 1,4-Benzodioxane-6-carboxylic acid is a white to off-white solid and is known for its potential applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
1,4-Benzodioxane-6-carboxylic acid is used as a key intermediate in the synthesis of new anti-inflammatory compounds containing the 1,4-benzodioxine system. These compounds have the potential to provide relief from inflammation and pain, making them valuable in the development of medications for various inflammatory conditions.
Used in Chemical Synthesis:
1,4-Benzodioxane-6-carboxylic acid can also be utilized as a building block in the preparation of other organic compounds, particularly those with the 1,4-benzodioxine system. This system is found in various biologically active molecules, making the carboxylic acid a versatile starting material for the synthesis of a wide range of chemical products.

InChI:InChI=1/C9H8O4/c10-9(11)6-1-2-7-8(5-6)13-4-3-12-7/h1-2,5H,3-4H2,(H,10,11)/p-1

Upstream product

• 2879-20-1 1,4-benzodioxan-6-yl methyl ketone 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 106-93-4 ethylene dibromide 
• 29668-44-8 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 
• 77-95-2 1,3,4,5-tetrahydroxy-cyclohexanecarboxylic acid 
• 493-09-4 benzo-1,4-dioxane 
• 57744-67-9 6-iodo-1,4-benzodioxane 
• 109-77-3 malononitrile 
• 590-29-4 potassium formate 
• 52287-51-1 6-bromo-1,4-benzodioxane 
• 20197-75-5 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 
• 1370460-20-0 C₁₉H₁₉NO₃ 
• 124-38-9 carbon dioxide 
• 39270-39-8 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanol 

Downstream Products

• 57672-33-0 4,5-(ethylenedioxy)-2-nitrobenzoic acid 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 99358-09-5 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid 
• 20197-75-5 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 
• 527680-56-4 N-(1-azabicyclo[2.2.2]oct-3(R)-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide 
• 51-61-6 dopamine 
• 129791-55-5 4-[(2,3-Dihydro-benzo[1,4]dioxine-6-carbonyl)-amino]-benzoic acid 
• 129791-54-4 ethyl 4-(2,3-dihydrobenzo[b][1,4]dioxin-6-carboxamido)benzoate 
• 98953-13-0 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid hydrazide 
• 1011726-49-0 C₃₅H₃₄N₂O₆S 
• 1011726-50-3 C₃₆H₃₆N₂O₆S 
• 1011726-51-4 C₃₆H₃₃F₃N₂O₆S 
• 1011726-52-5 C₃₆H₃₆N₂O₆S 
• 198554-08-4 4-[1-(2,3-dihydro-1,4-benzodioxin-6-ylcarbonyl)piperidin-4-yl]-6-(4-methoxybenzyl)pyrimidin-2-amine 

Relevant articles and documents

1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions

Herein, we report the first example of an effective and green approach for the oxidative cleavage of olefins to carboxylic acids using a 1,2-dibutoxyethane/O2 system under clean conditions. This novel oxidation system also has excellent functional-group tolerance and is applicable for large-scale synthesis. The target products were prepared in good to excellent yields by a one-pot sequential transformation without an external initiator, catalyst, and additive.

Bis(methoxypropyl) ether-promoted oxidation of aromatic alcohols into aromatic carboxylic acids and aromatic ketones with O2 under metal- and base-free conditions

We describe an eco-friendly, practical and operationally simple procedure for the bis(methoxypropyl) ether-promoted oxidation of aromatic alcohols into aromatic carboxylic acids and aromatic ketones with atmospheric dioxygen as the sole oxidant. This chemical process is clean with high conversion and good selectivity, and an external initiator, catalyst, additive and base are not required. The virtue of this reaction is highlighted by its easily available and economical raw materials and excellent functional group tolerance (acid-, base- and oxidant-labile groups).

Direct carboxylation of simple arenes with CO2 through a rhodium-catalyzed C-H bond activation

Direct carboxylation of simple arenes under atmospheric pressure of CO2 is achieved through a rhodium-catalyzed C-H bond activation without the assistance of a directing group. Various arenes such as benzene, toluene, xylene, electron-rich or electron-deficient benzene derivatives, and heteroaromatics are directly carboxylated with high TONs. This journal is