3-Bromothiophene-2-carboxaldehyde

Base Information

• Chemical Name: 3-Bromothiophene-2-carboxaldehyde
• CAS No.: 930-96-1
• Molecular Formula: C5H3BrOS
• Molecular Weight: 191.048
• Hs Code.: 29349990
• European Community (EC) Number: 672-838-0
• DSSTox Substance ID: DTXSID20383882
• Nikkaji Number: J148.034K
• Wikidata: Q72513032
• Mol file: 930-96-1.mol

Synonyms:3-Bromothiophene-2-carboxaldehyde;930-96-1;3-Bromothiophene-2-carbaldehyde;3-Bromo-2-formylthiophene;3-bromo-2-thiophenecarbaldehyde;3-bromo-thiophene-2-carbaldehyde;3-BROMO-2-THIOPHENE CARBOXALDEHYDE;2-THIOPHENECARBOXALDEHYDE, 3-BROMO-;MFCD00126680;3-bromo-2-formylthophene;3-bromothiophen-2-aldehyde;SCHEMBL964511;3-bromothiophene carboxaldehyde;3-bromo-2-thiophenecarboxaldehyde;DTXSID20383882;BCZHCWCOQDRYGS-UHFFFAOYSA-N;AKOS005069326;CS-W007753;PB25976;3-Bromothiophene-2-carboxaldehyde, 96%;AC-25791;BP-10706;SY019172;AM20120339;B2934;FT-0615258;EN300-97256;10X-0872;J-640132;J-800136;W-204075;Z1157754111

Chemical Property of 3-Bromothiophene-2-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0.0218mmHg at 25°C
• Melting Point: 25 °C
• Refractive Index: 1.6377
• Boiling Point: 250.3 °C at 760 mmHg
• Flash Point: 105.2 °C
• PSA: 45.31000
• Density: 1.789 g/cm³
• LogP: 2.32310
• Storage Temp.: Refrigerator
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible in water.
• 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%+ ^*data from raw suppliers

3-Bromothiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1Br)C=O
• Uses: 3-Bromothiophene-2-carboxaldehyde is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 3-Bromothiophene-2-carboxaldehyde

There total 16 articles about 3-Bromothiophene-2-carboxaldehyde 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: 100.0%

3-Bromothiophene (872-31-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-2-thiophenecarboxaldehyde (930-96-1)

Guidance literature:

3-Bromothiophene; With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 5 ℃; for 0.5h; Inert atmosphere; Large scale;

N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 5 ℃; for 3h; Inert atmosphere; Large scale;

Reference yield: 94.0%

3-Bromothiophene (872-31-1) + acetone (67-64-1) → 3-bromo-2-thiophenecarboxaldehyde (930-96-1)

Guidance literature:

3-Bromothiophene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

acetone; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield: 89.0%

2,3-dibromothiophen (3140-93-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromo-2-thiophenecarboxaldehyde (930-96-1)

Guidance literature:

2,3-dibromothiophen; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.25h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at 20 ℃; for 2h;

DOI:10.1002/chem.201901519

upstream raw materials:

3-Bromothiophene

N,N-dimethyl-formamide

2,3-dibromothiophen

N-Formylpiperidine

Downstream raw materials:

3-bromothiophene-2-carboxylic acid

3-bromo-4-nitro-thiophene-2-carbaldehyde

(E)-3-(3-Bromo-thiophen-2-yl)-1-(2-hydroxy-phenyl)-propenone

ethyl thieno[3,2,-b]thiophene-2-carboxylate

Refernces

• 1、 -. "INDACENO DERIVATIVES AS ORGANIC SEMICONDUCTORS". Page/Page column 59; 60. . Retrieved 2020/05/21.
• 2、 Nishida, Masaki,Shintani, Ryo. "Convergent Synthesis of Fluorene Derivatives by a Rhodium-Catalyzed Stitching Reaction/Alkene Isomerization Sequence". supporting information. p. 7475 - 7479. Retrieved 2019/05/16.