Methyl 3-bromo-4-formylbenzoate

Base Information

• Chemical Name: Methyl 3-bromo-4-formylbenzoate
• CAS No.: 90484-53-0
• Molecular Formula: C9H7BrO3
• Molecular Weight: 243.057
• Hs Code.: 2918300090
• European Community (EC) Number: 814-633-2
• DSSTox Substance ID: DTXSID10697526
• Wikidata: Q72488515
• Mol file: 90484-53-0.mol

Synonyms:METHYL 3-BROMO-4-FORMYLBENZOATE;90484-53-0;Methyl3-bromo-4-formylbenzoate;SCHEMBL205064;DTXSID10697526;AMY17186;MFCD16036864;RB3327;AKOS016002777;DS-3513;3-Bromo-4-formylbenzoic acid methyl ester;FT-0696402;EN300-201573;A860790;Z1269226369

Chemical Property of Methyl 3-bromo-4-formylbenzoate

Chemical Property:

• Melting Point: 76.8-77.6℃
• Boiling Point: 326.0±27.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.566±0.06 g/cm3(Predicted)
• LogP: 2.04820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.95786
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-bromo-4-formylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-bromo-4-formylbenzoate

There total 8 articles about Methyl 3-bromo-4-formylbenzoate 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: 89.0%

methyl 3-bromo-4-(dibromomethyl)benzoate (1001200-40-3) → 3-bromo-4-formyl-benzoic acid methyl ester (90484-53-0)

Guidance literature:

methyl 3-bromo-4-(dibromomethyl)benzoate; With pyridine; at 100 ℃; for 1.16667h;

With water; Further stages.;

DOI:10.1016/j.tet.2007.11.030

Reference yield: 68.0%

methyl 4-formylbenzoate (1571-08-0) → 3-bromo-4-formyl-benzoic acid methyl ester (90484-53-0)

Guidance literature:

With N-Bromosuccinimide; trifluorormethanesulfonic acid; palladium diacetate; silver trifluoroacetate; 4-Nitroanthranilic acid; In 1,2-dichloro-ethane; at 90 ℃; for 24h; Sealed tube;

DOI:10.1021/jacs.6b11188

Reference yield: 49.0%

3-bromo-4-(bromomethyl)benzoic acid methyl ester (78946-25-5) → 3-bromo-4-formyl-benzoic acid methyl ester (90484-53-0)

Guidance literature:

With trimethylamine-N-oxide; In dichloromethane; dimethyl sulfoxide; at 0 - 28 ℃; for 8h;

upstream raw materials:

diazomethane

3-bromo-4-formyl-benzoic acid

methyl 3-bromo-4-(dibromomethyl)benzoate

3-bromo-4-(bromomethyl)benzonitrile

Downstream raw materials:

methyl (E)-3-bromo-4-(4-(methoxycarbonyl)styryl)benzoate

methyl 3-bromo-4-vinylbenzoate

Refernces

• 1、 -. "INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE". Page/Page column 37; 38. . Retrieved 2017/01/23.
• 2、 Ni?o, Patricia,Caba, Marta,Aguilar, Nuria,Terricabras, Emma,Albericio, Fernando,Fernàndez, Joan-Carles. "Efficient three-component synthesis of diversely substituted tetrahydro-1H-cyclopenta[c]quinolines". . p. 854 - 881. Retrieved 2017/01/18.