3-Bromo-2-(diethoxymethyl)thiophene

Base Information

• Chemical Name: 3-Bromo-2-(diethoxymethyl)thiophene
• CAS No.: 34042-95-0
• Molecular Formula: C9H13 Br O2 S
• Molecular Weight: 265.171
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30427443
• Wikidata: Q82240104
• Mol file: 34042-95-0.mol

Synonyms:34042-95-0;3-bromo-2-(diethoxymethyl)thiophene;3-Bromothiophene-2-Carboxaldehyde Diethyl Acetal;3-Bromo-2-diethoxymethylthiophene;3-Bromothiophene-2Carboxaldehyde Diethyl Acetal;SCHEMBL2478962;DTXSID30427443;MFCD03426030;AS-62459;FT-0615259;3-bromothiophene-2-carbaldehyde diethyl acetal;E70406;3-bromo-2-thiophenecarboxaldehyde diethyl acetal

Chemical Property of 3-Bromo-2-(diethoxymethyl)thiophene

Chemical Property:

• Vapor Pressure: 0.0103mmHg at 25°C
• Refractive Index: 1.5240
• Boiling Point: 70°C 0,9mm
• Flash Point: 70°C/0.9mm
• PSA: 46.70000
• Density: 1.388g/cm³
• LogP: 3.58220
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 263.98196
• Heavy Atom Count: 13
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-2-diethoxymethylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: R36/38:Irritating to eyes and skin.
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C1=C(C=CS1)Br)OCC

Technology Process of 3-Bromo-2-(diethoxymethyl)thiophene

There total 1 articles about 3-Bromo-2-(diethoxymethyl)thiophene 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: 92.0%

3-bromo-2-thiophenecarboxaldehyde (930-96-1) + orthoformic acid triethyl ester (122-51-0) → 2-acetyl-3-bromothiophene diethylacetal (34042-95-0)

Guidance literature:

With ammonium chloride; In ethanol; at 100 ℃; for 88h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02220

Reference yield: 70.0%

2-acetyl-3-bromothiophene diethylacetal (34042-95-0) + 2,3,4-trimethoxybenzaldehyde (2103-57-3) → (2-(diethoxymethyl)thiophen-3-yl)(2,3,4-trimethoxyphenyl)methanol (1609472-16-3)

Guidance literature:

2-acetyl-3-bromothiophene diethylacetal; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

2,3,4-trimethoxybenzaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201300868

Reference yield: 54.0%

4'-Bromopropiophenone (10342-83-3) + 2-acetyl-3-bromothiophene diethylacetal (34042-95-0) → 1-[4-(4-bromo-5-diethoxymethylthiophen-2-yl)-phenyl]-propan-1-one (1309598-15-9)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 120 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2010.12.021

upstream raw materials:

3-bromo-2-thiophenecarboxaldehyde

orthoformic acid triethyl ester

Downstream raw materials:

1-[4-(4-bromo-5-diethoxymethylthiophen-2-yl)-phenyl]-propan-1-one

C₁₃H₉BrO₂S

(2-(diethoxymethyl)thiophen-3-yl)(2,3,4-trimethoxyphenyl)methanol

Refernces