2-Bromo-5-hydroxybenzaldehyde

Base Information

• Chemical Name: 2-Bromo-5-hydroxybenzaldehyde
• CAS No.: 2973-80-0
• Molecular Formula: C7H5BrO2
• Molecular Weight: 201.019
• Hs Code.: 2913000090
• NSC Number: 680715
• DSSTox Substance ID: DTXSID7049265
• Nikkaji Number: J1.293.582J
• Wikidata: Q27451956
• ChEMBL ID: CHEMBL1982591
• Mol file: 2973-80-0.mol

Synonyms:2-Bromo-5-hydroxybenzaldehyde;2973-80-0;2-Bromo-5-hydroxy-benzaldehyde;4-Bromo-3-formylphenol;2-Bromo-5-(hydroxy)benzaldehyde;Benzaldehyde, 2-bromo-5-hydroxy-;2-Bromo-5-hydroxy benzaldehyde;DTXSID7049265;MFCD03033065;NSC680715;2-BROMO-5-HYDROXYBENZADEHYDE;6-Brom-3-oxy-benzaldehyd;6-bromo-3-hydroxybenzaldehyde;SCHEMBL289452;5-Hydroxy-2-Bromobenzaldehyde;CHEMBL1982591;DTXCID6029121;6-bromo-meta hydroxyl benzaldehyde;BCP21669;Tox21_202820;BBL104269;CL8257;STK014392;2-Bromo-5-hydroxybenzaldehyde, 95%;AKOS000310017;AB13035;AC-2397;Benzaldehyde, 2-?bromo-?5-?hydroxy-;CS-W007430;NSC-680715;PS-4859;NCGC00260366-01;NCGC00330296-01;NCI60_028767;SY009332;CAS-2973-80-0;A5519;AM20060027;B3997;FT-0602294;EN300-112642;AB01324915-02;J-508380;Q27451956;Z1269171271;1DW

Chemical Property of 2-Bromo-5-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00151mmHg at 25°C
• Melting Point: 130-135 °C
• Refractive Index: 1.657
• Boiling Point: 286.7 °C at 760 mmHg
• PKA: 8.67±0.18(Predicted)
• Flash Point: 127.2 °C
• PSA: 37.30000
• Density: 1.737 g/cm³
• LogP: 1.96720
• Storage Temp.: Room temperature.
• Solubility.: Soluble in chloroform, dichloromethane and ethyl acetate.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.94729
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, N
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50-22
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)C=O)Br
• Uses: 2-Bromo-5-hydroxybenzadehyde is a reactant used in the preparation of many pharmaceutical agents: Bcl-XL, PDE4 inhibitors, inhibitors of prostate cancer cell growth and anti-inflamatory agents. 2-Bromo-5-hydroxybenzaldehyde is a useful reactant used in the synthesis of PDE4 inhibitors, BCL-XL and cancel cell growth inhibitors. Also an reactant used in the preparation of many pharmaceutical agents.

Technology Process of 2-Bromo-5-hydroxybenzaldehyde

There total 11 articles about 2-Bromo-5-hydroxybenzaldehyde 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: 100.0%

meta-hydroxybenzaldehyde (100-83-4) → 2-bromo-5-hydroxybenzaldehyde (2973-80-0)

Guidance literature:

With bromine; In dichloromethane;

DOI:10.1016/S0960-894X(01)00097-X

Reference yield: 90.9%

2-bromo-5-methoxy-benzaldehyde (7507-86-0) → 2-bromo-5-hydroxybenzaldehyde (2973-80-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 25 ℃; for 3h;

Reference yield: 73.0%

4-bromo-3-methylphenol (14472-14-1) → 2-bromo-5-hydroxybenzaldehyde (2973-80-0)

Guidance literature:

With C₁₅H₁₁ClN₄SZn; p-benzoquinone; In tert-butyl alcohol; for 8h; Reagent/catalyst;

DOI:10.1016/j.jphotochem.2021.113455

upstream raw materials:

2-nitro-5-hydroxybenzaldehyde

meta-hydroxybenzaldehyde

3-Benzyloxybenzaldehyde

2-bromo-5-methoxy-benzaldehyde

Downstream raw materials:

2-bromo-5-ethoxybenzaldehyde

5-ethoxy-2-bromo-benzoic acid

2-bromo-5-methoxy-benzaldehyde

4-Bromo-3-[(Z)-2-(3,5-dimethoxy-phenyl)-vinyl]-phenol

Refernces

• 1、 Matos Beja,Paixao,Ramos Silva,Alte Da Veiga,Rocha Gonsalves,Serra. "2-Bromo-5-hydroxybenzaldehyde". . p. 354 - 355. Retrieved 2000.
• 2、 Smejkal, Tomas,Gopalsamuthiram, Vijayagopal,Ghorai, Sujit K.,Jawalekar, Anup M.,Pagar, Dinesh,Sawant, Krishna,Subramanian, Srinivas,Dallimore, Jonathan,Willetts, Nigel,Scutt, James N.,Whalley, Louisa,Hotson, Matthew,Hogan, Anne-Marie,Hodges, George. "Optimization of Manganese Coupling Reaction for Kilogram-Scale Preparation of Two Aryl-1,3-dione Building Blocks". . p. 1625 - 1632. Retrieved 2017/10/25.