2-Hydroxy-N-methylbenzamide

Basic Information

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CAS Number

1862-88-0

Molecular Formula

C8H9NO2

Molecular Weight

151.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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CNC(=O)C1=CC=CC=C1O

InChI

InChI=1S/C8H9NO2/c1-9-8(11)6-4-2-3-5-7(6)10/h2-5,10H,1H3,(H,9,11)

InChIKey

BCKXMQIYWWTZDP-UHFFFAOYSA-N

LogP

0.7518

Topological Polar Surface Area

49.33 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

147

Synonyms & References

English

Salicylamide, N-methyl-
NSC 522443
QCE3HZ1G0G
HF-0760
Z57148963
BCP33934
N-Methyl-o-hydroxybenzamide
MFCD00045757
1862-88-0
2-Hydroxy-N-methyl-benzamide
3-10-00-00152 (Beilstein Handbook Reference)
AMY37323
BRN 1100579
N-Methyl-2-hydroxybenzamide
FT-0633882
UNII-QCE3HZ1G0G
AKOS000207235
MB00422
J-011953
NSC522443
2-hydroxy-N-methyl benzamide
Benzamide, 2-hydroxy-N-methyl-
2-Hydroxy-N-methylbenzamide;Salicylamide, N-methyl-
2-Hydroxy-N-methylbenzamide
WLN: QR BVM1
N-Methylsalicylamide
EN300-38931
2-Hydroxy-N-methylbenzamide #
AC1616
Benzoic amide, 2-hydroxy-N-methyl-
SCHEMBL1799299

MDL Number

MFCD00045757

FAQ

What are the physical and chemical properties of 2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0)?

2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0) is a white crystalline solid with a molecular weight of approximately 183.21 g/mol. Its solubility in water is about 1.5 g/100 mL at 20°C. Chemically, it is slightly basic and exhibits moderate reactivity in esterification and amide bond formation reactions.

How is 2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0) typically synthesized?

2-Hydroxy-N-methylbenzamide is typically synthesized by reacting salicylaldehyde with methylamine in the presence of a base such as sodium hydroxide. The reaction is carried out under reflux until completion, followed by acidification and recrystallization to purify the product. Yields are generally around 80-85% with good selectivity.

What industries use 2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0)?

2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0) is used in various industries, including pharmaceuticals for its role as an intermediate in drug synthesis, polymers for its stabilizing properties, and as a component in sensors and semiconductors due to its electronic properties.

What precautions should be taken when handling 2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0)?

When handling 2-Hydroxy-N-methylbenzamide (CAS: 1862-88-0), it is important to use appropriate personal protective equipment (PPE) such as gloves and eye protection. It should be stored in a well-ventilated area away from heat and open flames. In case of a spill, use appropriate tools to contain and clean up the material, and refer to the Safety Data Sheet (SDS) for detailed instructions.