2,5-Dibromobenzaldehyde

Base Information

• Chemical Name: 2,5-Dibromobenzaldehyde
• CAS No.: 74553-29-0
• Molecular Formula: C7H4Br2O
• Molecular Weight: 263.916
• Hs Code.: 29130000
• European Community (EC) Number: 626-714-8
• DSSTox Substance ID: DTXSID60543266
• Nikkaji Number: J946.316J
• Wikidata: Q72463822
• Mol file: 74553-29-0.mol

Synonyms:2,5-Dibromobenzaldehyde;74553-29-0;benzaldehyde, 2,5-dibromo-;MFCD00462864;2,5-di bromobenzaldehyde;Benzaldehyde,2,5-dibromo-;SCHEMBL414267;2,5-Dibromobenzaldehyde, 97%;DTXSID60543266;BCP21698;AKOS005254422;CS-W007607;MB01225;AS-17576;A9543;AM20041105;EN300-57065;Q-102468;Z385370000

Chemical Property of 2,5-Dibromobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 88-92 °C
• Refractive Index: 1.645
• Boiling Point: 283.319 °C at 760 mmHg
• Flash Point: 111.244 °C
• PSA: 17.07000
• Density: 1.977 g/cm³
• LogP: 3.02410
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 263.86084
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dibromobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 22-34-50/53
• Safety Statements: 26-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C=O)Br
• Uses: 2,5-Dibromobenzaldehyde is used as intermediate, it is used to produce other chemicals, it can react with Ethane-1,2-diol to get 2-(2,5-Dibromo-phenyl)-[1,3]dioxolane. The reaction occurs with reagent p-toluenesulfonic acid, solvent toluene.

Technology Process of 2,5-Dibromobenzaldehyde

There total 11 articles about 2,5-Dibromobenzaldehyde 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: 93.0%

(2,5-dibromophenyl)methanol (147034-01-3) → 2,5-dibromobenzaldehyde (74553-29-0)

Guidance literature:

With hydrogen bromide; dimethyl sulfoxide; at 100 ℃; for 12h;

DOI:10.1055/s-2002-35563

Reference yield: 87.0%

2,5-dibromophenylmethylene diacetate (147033-99-6) → 2,5-dibromobenzaldehyde (74553-29-0)

Guidance literature:

With sulfuric acid; water; In ethanol; at 75 ℃; for 1.33333h;

DOI:10.1055/s-1993-25787

Reference yield: 86.0%

m-bromobenzoic aldehyde (3132-99-8) → 2,5-dibromobenzaldehyde (74553-29-0)

Guidance literature:

With N-Bromosuccinimide; 4-chloro-2-(trifluoromethyl)aniline; palladium diacetate; In 1,2-dichloro-ethane; trifluoroacetic acid; at 60 ℃; for 24h;

DOI:10.1016/j.tetlet.2019.151263

upstream raw materials:

benzaldehyde

2,5-dibromophenylmethylene diacetate

formaldoxime

1,4-dibromo-2-methylbenzene

Downstream raw materials:

(2,5-dibromophenyl)methanol

2,5-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzaldehyde

14-bromo-10-phenyl-15bH-isoquinolino[2,1-a]pyrrolo[2,1-c]quinoxaline

C₁₇H₂₂BBrO₃

Refernces

• 1、 Liu, Xi-Hai,Park, Hojoon,Hu, Jun-Hao,Hu, Yan,Zhang, Qun-Liang,Wang, Bao-Long,Sun, Bing,Yeung, Kap-Sun,Zhang, Fang-Lin,Yu, Jin-Quan. "Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups". supporting information. p. 888 - 896. Retrieved 2017/05/16.
• 2、 Grigg, R. David,Van Hoveln, Ryan,Schomaker, Jennifer M.. "Copper-catalyzed recycling of halogen activating groups via 1,3-halogen migration". supporting information. p. 16131 - 16134,4. Retrieved 2020/09/09.