4-Acetoxy-2-bromo-5-methoxybenzaldehyde

Base Information

• Chemical Name: 4-Acetoxy-2-bromo-5-methoxybenzaldehyde
• CAS No.: 52783-83-2
• Molecular Formula: C10H9BrO4
• Molecular Weight: 273.083
• Hs Code.: 2915390090
• NSC Number: 95805
• DSSTox Substance ID: DTXSID70294318
• Wikidata: Q82033560
• Mol file: 52783-83-2.mol

Synonyms:52783-83-2;4-Acetoxy-2-bromo-5-methoxybenzaldehyde;5-Bromo-4-formyl-2-methoxyphenyl acetate;(5-bromo-4-formyl-2-methoxyphenyl) acetate;Benzaldehyde, 4-(acetyloxy)-2-bromo-5-methoxy-;NSC95805;5-Bromo-4-formyl-2-methoxyphenylacetate;NCIOpen2_005786;SCHEMBL6535987;DTXSID70294318;CCA78383;BBL038178;MFCD00452230;NSC-95805;STK347796;AKOS000303576;PS-4873;4-acetoxy-6-bromo-3-methoxybenzaldehyde;4-Acetoxy-2-bromo-5-methoxybenzaldehyde 98;5-Bromo-4-formyl-2-methoxyphenyl acetate #;CS-0343320;EN300-228024;A870899;5-Bromo-4-formyl-2-methoxyphenyl acetate, AldrichCPR;Z1203159939

Chemical Property of 4-Acetoxy-2-bromo-5-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 110-113 °C
• Refractive Index: 1.57
• Boiling Point: 336.4 °C at 760 mmHg
• Flash Point: 157.2 °C
• PSA: 52.60000
• Density: 1.526 g/cm³
• LogP: 2.19550
• Storage Temp.: Keep Cold
• Solubility.: Chloroform, DCM, Ethyl Acetate
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.96842
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

6-BromovanillinAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C(=C1)Br)C=O)OC
• Uses: 6-Bromovanillin Acetate is used in the synthesis of BMS-593214, a potent, selective FVIIa inhibitor.

Technology Process of 4-Acetoxy-2-bromo-5-methoxybenzaldehyde

There total 3 articles about 4-Acetoxy-2-bromo-5-methoxybenzaldehyde 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: 95.0%

vanillin acetate (881-68-5) → 4-acetoxy-2-bromo-5-methoxybenzaldehyde (52783-83-2)

Guidance literature:

With bromine; potassium bromide; In water; acetonitrile; at 20 ℃; for 20h;

DOI:10.1055/s-0039-1690164

Reference yield:

vanillin (121-33-5,8014-42-4) → 4-acetoxy-2-bromo-5-methoxybenzaldehyde (52783-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 18 h / 20 °C

2: bromine; potassium bromide / water / 15 h / 0 - 20 °C

With pyridine; bromine; potassium bromide; In dichloromethane; water;

DOI:10.1016/j.bmc.2011.09.023

Reference yield:

→ 4-acetoxy-2-bromo-5-methoxybenzaldehyde (52783-83-2)

Guidance literature:

3-Methoxy-4-acetoxy-benzaldehyd , NaOAc, Br2, I2, AcOH;

upstream raw materials:

vanillin acetate

vanillin

Downstream raw materials:

6-bromovanillin

2-bromo-4-hydroxy-5-methoxybenzonitrile

2-Bromo-4-hydroxy-5-methoxybenzoic acid

4-Hydroxy-5-methoxy-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde