3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde
• CAS No.: 117238-61-6
• Molecular Formula: C8H6 Br2 O3
• Molecular Weight: 309.942
• Hs Code.: 2913000090
• European Community (EC) Number: 626-963-2
• DSSTox Substance ID: DTXSID00393146
• Nikkaji Number: J1.834.890J
• Wikidata: Q82191788
• ChEMBL ID: CHEMBL229250
• Mol file: 117238-61-6.mol

Synonyms:3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde;117238-61-6;Benzaldehyde, 3,5-dibromo-2-hydroxy-4-methoxy-;CHEMBL229250;SCHEMBL5881501;DTXSID00393146;SWPANPHWQRNQGO-UHFFFAOYSA-N;AKOS015889388;2-Hydroxy-3,5-dibromo-4-methoxybenzaldehyde;CS-0531312;FT-0722423;3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde, 97%;J-003539;3,5-DIBROMO-2-HYDROXY-4-METHOXYBENZALDEHYD E, 97%

Chemical Property of 3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000206mmHg at 25°C
• Melting Point: 97-101 °C(lit.)
• Refractive Index: 1.651
• Boiling Point: 317.5°C at 760 mmHg
• Flash Point: 145.8°C
• PSA: 46.53000
• Density: 1.988g/cm³
• LogP: 2.73830
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 309.86632
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1Br)O)C=O)Br

Technology Process of 3,5-Dibromo-2-hydroxy-4-methoxybenzaldehyde

There total 13 articles about 3,5-Dibromo-2-hydroxy-4-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: 97.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde (117238-61-6)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

DOI:10.1021/jo010015v

Reference yield: 96.0%

methanol (67-56-1) + 2,4-Dihydroxybenzaldehyde (95-01-2) → 3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde (117238-61-6)

Guidance literature:

2,4-Dihydroxybenzaldehyde; With bromine; acetic acid; at 20 ℃; for 2h;

methanol;

Reference yield: 25.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 5-bromo-2-hydroxy-4-methoxybenzaldehyde (57543-36-9) + 3-bromo-2-hydroxy-4-methoxybenzaldehyde (63638-85-7) + 3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde (117238-61-6)

Guidance literature:

With pyridine; pyridinium hydrobromide perbromide; at 50 ℃; for 2h;

DOI:10.1016/j.bmc.2007.05.011

upstream raw materials:

2-Hydroxy-4-methoxybenzaldehyde

5-bromo-2-hydroxy-4-methoxybenzaldehyde

3-bromo-2-hydroxy-4-methoxybenzaldehyde

1-methyl-4-nitrosobenzene

Downstream raw materials:

2-(benzyloxy)-3,5-dibromo-4-methoxybenzaldehyde

2,4-Bis-benzyloxy-3,5-dibromo-benzaldehyde

4-(2-Benzyloxy-3,5-dibromo-4-methoxy-phenyl)-4-hydroxy-butan-2-one

2,4-Dibromo-6-hydroxymethyl-3-methoxy-phenol

Refernces

• 1、 Waldmann,Hinterding,Herrlich,Rahmsdorf,Knebel. "Selective inhibition of receptor tyrosine kinases by synthetic analogues of aeroplysinin". . p. 1541 - 1542. Retrieved 1997.
• 2、 Wei, Lai,Wang, Jixia,Zhang, Xiuli,Wang, Ping,Zhao, Yaopeng,Li, Jiaqi,Hou, Tao,Qu, Lala,Shi, Liying,Liang, Xinmiao,Fang, Ye. "Discovery of 2H-Chromen-2-one Derivatives as G Protein-Coupled Receptor-35 Agonists". . p. 362 - 372. Retrieved 2017/04/26.
• 3、 Shearman, James W.,Myers, Rebecca M.,Brenton, James D.,Ley, Steven V.. "Total syntheses of subereamollines A and B". supporting information; experimental part. p. 62 - 65. Retrieved 2011/02/24.