5-Bromothiophene-3-carbaldehyde

Base Information

• Chemical Name: 5-Bromothiophene-3-carbaldehyde
• CAS No.: 18791-79-2
• Molecular Formula: C5H3 Br O S
• Molecular Weight: 191.048
• Hs Code.: 2934999090
• European Community (EC) Number: 803-240-1
• DSSTox Substance ID: DTXSID20484383
• Nikkaji Number: J148.058H
• Mol file: 18791-79-2.mol

Synonyms:5-bromothiophene-3-carbaldehyde;18791-79-2;2-Bromothiophen-4-aldehyde;5-BROMOTHIOPHENE-3-CARBOXALDEHYDE;3-THIOPHENECARBOXALDEHYDE, 5-BROMO-;5-BROMO-THIOPHENE-3-CARBALDEHYDE;MFCD09042555;5-Bromo-3-thiophenecarbaldehyde;5-bromo-3-thiophenecarboxaldehyde;2-BROMOTHIOPHENE-4-CARBALDEHYDE;SCHEMBL154878;2-bromo-4-thiophenecarboxaldehyde;DTXSID20484383;ZKLBPUYMTHPNOQ-UHFFFAOYSA-N;5-bromo-thiophene-3-carboxaldehyde;AMY35040;AKOS002433959;PB31345;PS-5868;5-Bromothiophene-3-carboxaldehyde, 98%;SY022789;CS-0050554;FT-0767351;EN300-31316;P10686;A813191;J-508559;Z255102440

Chemical Property of 5-Bromothiophene-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 238.572°C at 760 mmHg
• Flash Point: 98.085°C
• PSA: 45.31000
• Density: 1.757 g/mL at 25 °C
• LogP: 2.32310
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.90880
• Heavy Atom Count: 8
• Complexity: 96.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromothiophene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1C=O)Br

Technology Process of 5-Bromothiophene-3-carbaldehyde

There total 2 articles about 5-Bromothiophene-3-carbaldehyde 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: 88.0%

3-thiophene carboxaldehyde (498-62-4) → 5-bromo-3-thiophenecarbaldehyde (18791-79-2)

Guidance literature:

With aluminum (III) chloride; bromine; In dichloromethane; for 12.17h;

DOI:10.5012/bkcs.2013.34.4.1170

Reference yield: 72.0%

2,5-dibromo thiophene-3-carboxaldehyde (1193-69-7) → 5-bromo-3-thiophenecarbaldehyde (18791-79-2)

Guidance literature:

With sodium tetrahydroborate; diphenyl ditelluride; In ethanol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c7dt00555e

Reference yield: 75.0%

p-ethylphenylmagnesium bromide (22873-28-5) + 5-bromo-3-thiophenecarbaldehyde (18791-79-2) → (5-bromo-3-thienyl)(4-ethylphenyl)methanol (1547297-58-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.c13-00407

upstream raw materials:

3-thiophene carboxaldehyde

2,5-dibromo thiophene-3-carboxaldehyde

Downstream raw materials:

2-bromothiophene-4-carboxylic acid

3-[4-(4-formyl-thiophen-2-yl)-phenyl]-2-(2,4,6-trimethyl-benzoylamino)-propionic acid methyl ester

(E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate

4-formylthiophene-2-carbonitrile

Refernces

• 1、 Kim, Youngsam,Jun, Taehong,Mulay, Sandip V.,Manjare, Sudesh T.,Kwak, Jinseong,Lee, Yunho,Churchill, David G.. "Novel intramolecular π-π-interaction in a BODIPY system by oxidation of a single selenium center: geometrical stamping and spectroscopic and spectrometric distinctions". . p. 4111 - 4117. Retrieved 2017.
• 2、 -. "IN-FLOW PHOTOOXYGENATION OF AMINOTHIENOPYRIDINONES GENERATES NOVEL PTP4A3 PHOSPHATASE INHIBITORS". Paragraph 00164. . Retrieved 2020/06/05.