N-(4-Bromophenyl)-2,6-dihydroxybenzamide

Basic Information

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CAS Number

20788-07-2

Molecular Formula

C13H10BrNO3

Molecular Weight

308.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

229-230°; mp 183-186° (LeMaire)

Boiling Point

391.1°Cat760mmHg

Density

1.699

Flash Point

190.4°C

Refractive Index

1.728

SMILES

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C1=CC(=C(C(=C1)O)C(=O)NC2=CC=C(C=C2)Br)O

InChI

InChI=1S/C13H10BrNO3/c14-8-4-6-9(7-5-8)15-13(18)12-10(16)2-1-3-11(12)17/h1-7,16-17H,(H,15,18)

InChIKey

IHYNKGRWCDKNEG-UHFFFAOYSA-N

LogP

3.1126

Topological Polar Surface Area

69.56 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

282

Synonyms & References

English

SY113738
2I8V5Q9A78
4'-Brom-2,6-dihydroxybenzanilid
Resorantel 100 microg/mL in Acetonitrile
Resorantelum [INN-Latin]
Z1574812100
HY-121477
CCG-267556
AKOS015896441
CHEMBL2105347
4'-Bromo-gamma-resorcylanilide
RESORANTEL [MI]
MFCD00864511
FT-0655787
Resorantel
S4882
SCHEMBL1027956
EINECS 244-040-9
E75929
Hoe 296 V
Sodiumbisulfide
Resorantel [INN]
HOE-296-V
CS-0082168
Resorantelum
20788-07-2
SR-01000945074-1
A814899
UNII-2I8V5Q9A78
Benzamide, N-(4-bromophenyl)-2,6-dihydroxy-
HOE-296 V

MDL Number

MFCD00864511

Customs Code

2924299090

FAQ

What are the physical and chemical properties of N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2)?

N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2) is a crystalline solid with a molecular weight of approximately 327.03 g/mol. It has a high solubility in polar solvents such as dimethyl sulfoxide (DMSO) and methanol, but is poorly soluble in water. This compound is relatively stable under normal conditions but can undergo hydrolysis in the presence of acid or base. It is not reactive towards common organic reagents but can undergo electrophilic aromatic substitution reactions.

How is N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2) typically synthesized?

N-(4-Bromophenyl)-2,6-dihydroxybenzamide is typically synthesized via the coupling of 4-bromobenzoic acid with 2,6-dihydroxybenzamide. The reaction is catalyzed by a palladium-based catalyst under aerobic conditions, providing high selectivity and yield. The reaction is performed in the presence of a base such as potassium carbonate and a suitable solvent like dimethylformamide (DMF).

What industries use N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2)?

N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2) is primarily used in the pharmaceutical industry as an intermediate for the synthesis of medicinal compounds. It also finds applications in the polymer industry as a stabilizer. Additionally, this compound can be used in the development of sensors and as a dopant in semiconductor materials.

What precautions should be taken when handling N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2)?

When handling N-(4-Bromophenyl)-2,6-dihydroxybenzamide (CAS: 20788-07-2), ensure the use of appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up with appropriate solvents, and the area should be well ventilated. Refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.