2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid

Base Information

• Chemical Name: 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid
• CAS No.: 260063-21-6
• Molecular Formula: C7H6 O4 S
• Molecular Weight: 186.188
• Hs Code.: 2934999090
• European Community (EC) Number: 800-580-2
• DSSTox Substance ID: DTXSID00424343
• Wikidata: Q82236872
• Mol file: 260063-21-6.mol

Synonyms:260063-21-6;2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid;2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid;2H,3H-thieno[3,4-b][1,4]dioxine-5-carboxylic acid;SCHEMBL1341232;DTXSID00424343;TQP0130;DCCRIIFBJZOPAV-UHFFFAOYSA-N;HMS1697O01;Thieno[3,4-b]-1,4-dioxin-5-carboxylic acid, 2,3-dihydro-;MFCD07801102;AKOS000558515;MS-22382;3,4-ethylenedioxythiophene carboxylic acid;CS-0241535;EN300-233740;2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylicacid;Z963502702;2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylicacid;2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid, AldrichCPR;Y34

Chemical Property of 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.38E-05mmHg at 25°C
• Melting Point: 205 °C
• Refractive Index: 1.621
• Boiling Point: 352.8°Cat760mmHg
• Flash Point: 167.2°C
• PSA: 84.00000
• Density: 1.546g/cm³
• LogP: 1.21750
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 185.99867984
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

98%Min ^*data from raw suppliers

2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(SC=C2O1)C(=O)O

Technology Process of 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid

There total 2 articles about 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5-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: 20.0%

3,4-ethylenedioxythiophene-2-carboxaldehyde (204905-77-1) → 2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid (260063-21-6)

Guidance literature:

3,4-ethylenedioxythiophene-2-carboxaldehyde; With sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 0 ℃; for 0.5h; Inert atmosphere;

at 22.5 ℃; for 24h;

DOI:10.1002/anie.201914458

Reference yield:

3,4-(ethylenedioxy)thiophene (126213-50-1) → 2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid (260063-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trichlorophosphate / 0 - 22.5 °C / Inert atmosphere

2.1: sodium dihydrogenphosphate; dihydrogen peroxide / acetonitrile; water / 0.5 h / 0 °C / Inert atmosphere

2.2: 24 h / 22.5 °C

With sodium dihydrogenphosphate; dihydrogen peroxide; trichlorophosphate; In water; acetonitrile;

DOI:10.1002/anie.201914458

Reference yield: 12.0%

2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid (260063-21-6) + 3-Iodoaniline (626-01-7) → 2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid (3-iodo-phenyl)-amide

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃;

upstream raw materials:

3,4-(ethylenedioxy)thiophene

3,4-ethylenedioxythiophene-2-carboxaldehyde

Downstream raw materials:

2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid [(1R,3S,4S)-2-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-2-aza-bicyclo[2.2.1]hept-3-ylmethyl]-amide

C₇H₅ClO₃S

Refernces