2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Base Information

• Chemical Name: 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid
• CAS No.: 4442-54-0
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2932999099
• European Community (EC) Number: 628-523-5
• DSSTox Substance ID: DTXSID00374511
• Nikkaji Number: J2.640.675G
• Wikidata: Q72445401
• ChEMBL ID: CHEMBL236029
• Mol file: 4442-54-0.mol

Synonyms:4442-54-0;2,3-dihydro-1,4-benzodioxine-6-carboxylic acid;1,4-Benzodioxane-6-carboxylic acid;2,3-Dihydro-benzo[1,4]dioxine-6-carboxylic acid;2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid;3,4-(Ethylenedioxy)benzoic acid;1,4-benzodioxin-6-carboxylic acid, 2,3-dihydro-;3,4-ethylenedioxybenzoic acid;CHEMBL236029;2,3-Dihydrobenzo[1,4]dioxine-6-carboxylic acid;MFCD00463509;MLS000551311;2,3-Dihydro-1,4-benzodioxine-6-carboxylicacid;1,4-BENZODIOXAN-6-CARBOXYLIC ACID;ChemDiv1_000021;EC-000.1427;2H,3H-benzo[e]1,4-dioxane-6-carboxylic acid;Oprea1_263507;Oprea1_707194;SCHEMBL619634;HMS587A21;DTXSID00374511;HMS2156G06;HMS3316C04;BBL038036;BDBM50371170;benzo(1,4)dioxan-6-carboxylic acid;STK397460;AKOS000114554;AB06147;AC-7216;CS-W002623;PS-4245;SDCCGMLS-0065910.P001;SMR000145237;SY005169;1,4-Benzodioxane-6-carboxylic acid, 97%;A7053;AM20040487;B3764;BB 0221139;EU-0033489;FT-0609639;EN300-00127;2,3-Dihydro-1,4-Benxodioxiane-6-carboxylic acid;2,3-dihydrobenzo-[1,4]dioxine-6-carboxylic acid;SR-01000389779;2,3-dihydro benzo[b][1,4]dioxin-6-carboxylic acid;J-507007;SR-01000389779-1;Z56839661;F0346-1855;2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Chemical Property of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Chemical Property:

• Appearance/Colour: White Crystalloid powder
• Vapor Pressure: 3.48E-05mmHg at 25°C
• Melting Point: 134-138 °C(lit.)
• Boiling Point: 339.781 °C at 760 mmHg
• PKA: 4.37±0.20(Predicted)
• Flash Point: 141.994 °C
• PSA: 55.76000
• Density: 1.377 g/cm³
• LogP: 1.15600
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

3,4-EthylenedioxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)C(=O)O
• Uses: 1,4-Benzodioxane-6-carboxylic Acid is used in the preparation of new anti-inflammatory compounds containing the 1,4-benzodioxine system. 3,4-Ethylenedioxybenzoic Acid is used in the preparation of new anti-inflammatory compounds containing the 1,4-benzodioxine system.

Technology Process of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

There total 17 articles about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde (29668-44-8) → 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid (4442-54-0)

Guidance literature:

With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 45h;

DOI:10.1016/j.bmc.2006.09.019

Reference yield: 93.0%

potassium formate (590-29-4) + 6-bromo-1,4-benzodioxane (52287-51-1) → 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid (4442-54-0)

Guidance literature:

With [PhCOPd(PtBu₃)I]; dtbpf; In 2-methyltetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja3114032

Reference yield: 82.0%

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanol (39270-39-8) → 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid (4442-54-0)

Guidance literature:

With oxygen; at 120 ℃; for 16h; Green chemistry;

DOI:10.1039/c8gc00223a

upstream raw materials:

1,4-benzodioxan-6-yl methyl ketone

3,4-Dihydroxybenzoic acid

ethylene dibromide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde

Downstream raw materials:

dopamine

3-((5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1,3,4-oxadiazol-2ylthio)methyl)benzonitrile

C₅₀H₄₆Cu₂N₂O₁₆

2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid hydrazide

Refernces

• 1、 An, Yunfei,Dong, Yue,Han, Jun,Liu, Min,Liu, Xinyong,Sun, Bin. "Potent arylamide derivatives as dual-target antifungal agents: Design, synthesis, biological evaluation, and molecular docking studies". . . Retrieved 2020/03/27.
• 2、 -. "Preparation method of 2,3-dihydro-1,4-benzodioxane-6-carboxylic acid compound". Paragraph 0006; 0015; 0016; 0017. . Retrieved 2016/11/21.