Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate
• CAS No.: 96232-71-2
• Molecular Formula: C6H4 Br2 O3 S
• Molecular Weight: 315.97
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40380590
• Wikidata: Q82170885
• Mol file: 96232-71-2.mol

Synonyms:methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate;96232-71-2;Methyl4,5-Dibromo-3-Hydroxythiophene-2-Carboxylate;4,5-Dibromo-3-hydroxythiophene-2-carboxylic acid methyl ester;Maybridge1_003706;SCHEMBL1529858;SCHEMBL20425547;HMS552A10;DTXSID40380590;BRIPHJFDXWRHAV-UHFFFAOYSA-N;WDA23271;MFCD00052082;AKOS015898810;CCG-239973;AS-68939;CS-0321609;FT-0628599;Methyl 4,5-dibromo-3-hydroxy-2-thiophenecarboxylate;2-Thiophenecarboxylicacid,4,5-dibromo-3-hydroxy-,methyl ester

Chemical Property of Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00113mmHg at 25°C
• Melting Point: 125-128°C
• Boiling Point: 321.6°Cat760mmHg
• PKA: 6.97±0.20(Predicted)
• Flash Point: 148.3°C
• PSA: 74.77000
• Density: 2.394g/cm³
• LogP: 2.76530
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 315.82274
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

Methyl4,5-Dibromo-3-hydroxythiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=C(S1)Br)Br)O

Technology Process of Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate

There total 1 articles about Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate 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: 81.0%

methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9) → 4,5-dibromo-3-hydroxythiophene-2-carboxylic acid methyl ester (96232-71-2)

Guidance literature:

With bromine; In acetic acid; Ambient temperature;

DOI:10.1055/s-1984-35467

Reference yield: 54.0%

1-(phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo-[2,3-b]pyridine (942919-24-6) + 4,5-dibromo-3-hydroxythiophene-2-carboxylic acid methyl ester (96232-71-2) → methyl 4-bromo-3-hydroxy-5-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-2-thiophenecarboxylate (943323-32-8)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 80 ℃; for 12h;

Reference yield: 37.0%

1-(phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo-[2,3-b]pyridine (942919-24-6) + 4,5-dibromo-3-hydroxythiophene-2-carboxylic acid methyl ester (96232-71-2) → methyl 4-bromo-3-fluoro-5-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-2-thiophenecarboxylate (943323-42-0)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 80 ℃; for 12h;

upstream raw materials:

methyl 3-hydroxy-2-thiophenecarboxylate

Downstream raw materials:

C₁₄H₁₀BrNO₃S

C₂₀H₂₁BrN₂O₃S

C₂₄H₂₉BrN₂O₃S

C₂₆H₂₆BrN₃O₅S₂