3-Bromofuran-2-carbaldehyde

Base Information

• Chemical Name: 3-Bromofuran-2-carbaldehyde
• CAS No.: 14757-78-9
• Molecular Formula: C5H3BrO2
• Molecular Weight: 174.982
• Hs Code.: 2932190090
• European Community (EC) Number: 683-389-5
• DSSTox Substance ID: DTXSID20391861
• Nikkaji Number: J3.029.203K
• Wikidata: Q72456628
• Mol file: 14757-78-9.mol

Synonyms:3-bromofuran-2-carbaldehyde;14757-78-9;3-BROMO-2-FORMYLFURAN;3-BROMO-2-FURALDEHYDE;3-Bromo-furan-2-carbaldehyde;3-Bromofuran-2-carboxaldehyde;bromofurfural;2-Furancarboxaldehyde, 3-bromo-;MFCD07368224;SCHEMBL843402;DTXSID20391861;LEU-PROTRIFLUOROACETATESALT;KSAVZSUPQGDMRC-UHFFFAOYSA-N;3-bromo-2-formylfuran, AldrichCPR;AMY20256;GEO-04281;AKOS010079810;AB31934;PS-4857;AC-26937;B5799;BB 0261802;CS-0169252;FT-0656702;EN300-78752;A808666;J-008367;Z1183458973

Chemical Property of 3-Bromofuran-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.118mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 219.616 °C at 760 mmHg
• Flash Point: 86.621 °C
• PSA: 30.21000
• Density: 1.748 g/cm³
• LogP: 1.85460
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.93164
• Heavy Atom Count: 8
• Complexity: 94.4

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1Br)C=O
• Uses: 3-Bromo-furan-2-carbaldehyde?belongs to furan derivatives and can be used as pharmaceutical intermediates.

Technology Process of 3-Bromofuran-2-carbaldehyde

There total 8 articles about 3-Bromofuran-2-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: 96.0%

3-bromofurane (22037-28-1) + Dichloromethyl methyl ether (4885-02-3) → 3-bromofurfural (14757-78-9)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 2.1h;

DOI:10.1021/jo5014492

Reference yield: 92.0%

3-bromofurane (22037-28-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromofurfural (14757-78-9)

Guidance literature:

3-bromofurane; With lithium diisopropyl amide; In 2-methyltetrahydrofuran; at -45 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In 2-methyltetrahydrofuran; at -40 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1055/s-0031-1290103

Reference yield: 65.0%

3-bromofurane (22037-28-1) → 3-bromofurfural (14757-78-9)

Guidance literature:

DOI:10.1002/anie.200461031

upstream raw materials:

2,3-dibromofuran

N,N-dimethyl-formamide

3-bromofurane

lithium isopropylamide

Downstream raw materials:

2-formyl-furan-3-carboxylic acid

furfural

3-Bromo-2-((E)-styryl)-furan

methyl furo[3,2-c]pyridine-6-carboxylate

Refernces

• 1、 Ronn, Magnus,Lim, Ngiap-Kie,Hogan, Philip,Zhang, Wu-Yan,Zhu, Zhijian,Dunwoody, Nicholas. "An expedient route to 3-methoxy-2-furaldehyde". . p. 134 - 136. Retrieved 2012.
• 2、 Mora-Radó, Helena,Sotorríos, Lia,Ball-Jones, Matthew P.,Bialy, Laurent,Czechtizky, Werngard,Méndez, María,Gómez-Bengoa, Enrique,Harrity, Joseph P. A.. "Synthetic and Mechanistic Investigation of an Oxime Ether Electrocyclization Approach to Heteroaromatic Boronic Acid Derivatives". supporting information. p. 9530 - 9534. Retrieved 2018/07/14.