4-Acetamidobenzoic acid | Solubility of Things

Identification

Molecular formula

C₉H₉NO₃

CAS number

556-08-1

IUPAC name

4-acetamidobenzoic acid

State

At room temperature, 4-acetamidobenzoic acid is a solid. It exists in a crystalline state when it is pure and dry.

Melting point (Celsius)

279.00

Melting point (Kelvin)

552.00

Boiling point (Celsius)

328.00

Boiling point (Kelvin)

601.00

General information

Molecular weight

179.18g/mol

Molar mass

179.1750g/mol

Density

1.3480g/cm³

Appearence

4-Acetamidobenzoic acid appears as a white crystalline powder. It is generally odorless and stable under standard conditions.

Comment on solubility

Solubility of 4-acetamidobenzoic acid

4-acetamidobenzoic acid, with the chemical formula C₉H₉NO₂, exhibits interesting solubility characteristics that are worth noting:

Solubility in Water: This compound is moderately soluble in water, approximately 0.5 g per 100 mL at 25°C. This behavior can be attributed to the presence of its amide group, which can engage in hydrogen bonding with water molecules.
Solubility in Organic Solvents: 4-acetamidobenzoic acid shows greater solubility in organic solvents such as ethanol and acetone, making it easily accessible for various applications in organic synthesis.
Temperature Dependence: The solubility of this compound may increase with an increase in temperature, a common trait observed in many organic acids.

To summarize, while 4-acetamidobenzoic acid is only moderately soluble in water, its compatibility with organic solvents enhances its utility in laboratory settings. The ability to dissolve in varying mediums underscores the importance of considering both chemical structure and solvent characteristics when predicting solubility behavior.

Interesting facts

Interesting Facts About 4-Acetamidobenzoic Acid

4-Acetamidobenzoic acid, also known as p-aminoacetanilide or simply as acetaminobenzoic acid, is an intriguing compound that bridges the worlds of organic chemistry and pharmacology. Here are some compelling insights into this unique compound:

Antipyrine Analogue: This compound is often studied for its structure as an analogue to antipyrine, which means it shares some similar properties and potential therapeutic uses.
Pharmaceutical Relevance: As a derivative of benzoic acid, 4-acetamidobenzoic acid plays a critical role in medicinal chemistry, serving as a precursor for the synthesis of various pharmaceuticals.
Properties of Amides: The presence of an amide functional group (-NH₂) contributes to the compound's biological activity, influencing how it interacts with biological systems.
Reaction Versatility: This compound is versatile in synthetic chemistry, allowing it to undergo various reactions, including acylation and deamination, to create useful derivatives.
Intermolecular Interactions: The ability to form hydrogen bonds due to its functional groups enhances its solubility in various solvents and its reactivity in different chemical environments.

In the words of famous chemist Robert H. Grubbs, “Chemistry is the art of transformation.” This compound is a perfect example of how a simple modification can lead to valuable applications in medicine and research.

Whether you're delving into the annals of organic chemistry or exploring the vast world of pharmaceuticals, 4-acetamidobenzoic acid proves to be a significant player worth studying.

Synonyms

4-Acetamidobenzoic acid

556-08-1

Acedoben

p-Acetamidobenzoic acid

4-Carboxyacetanilide

Benzoic acid, 4-(acetylamino)-

4-Acetylaminobenzoic acid

p-Acetoaminobenzoic acid

Acedobene

N-Acetyl-p-aminobenzoic acid

p-Acetaminobenzoic acid

p-Acetylaminobenzoic acid

N-Acetyl-PABA

4'-Carboxyacetanilide

Para Acetamido Benzoic Acid

Acedoben [INN]

Acedobenum

Acedoben [INN-Spanish]

Acedobene [INN-French]

Acedobenum [INN-Latin]

Benzoic acid, p-acetamido-

NSC 4002

NSC-4002

EINECS 209-114-7

DTXSID5024392

CHEBI:46171

AI3-16506

04Z20NMK31

para-acetamidobenzoic acid

ACEDOBEN [MART.]

ACEDOBEN [WHO-DD]

DTXCID504392

Acedoben (INN-Spanish)

Acedobene (INN-French)

Acedobenum (INN-Latin)

ACEDOBEN (MART.)

PAcBA

4Carboxyacetanilide

pAcetaminobenzoic acid

4acetamidobenzoic acid

pAcetoaminobenzoic acid

4Acetylaminobenzoic acid

Benzoic acid, pacetamido

NAcetylpaminobenzoic acid

acetyl-p-aminobenzoic acid

Benzoic acid, 4(acetylamino)

Benzoic acid, pacetamido (8CI)

P-(ACETAMINO)BENZOIC ACID

Benzoic acid, p-acetamido-(8CI)

P-(ACETOAMINO)BENZOIC ACID

4-acetamidobenzoic acid, sodium salt

4-AMINOBENZOIC ACID, N-ACETYL

209-114-7

inchi=1/c9h9no3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5h,1h3,(h,10,11)(h,12,13

4-(Acetylamino)benzoic acid

p-Acetylamino benzoic acid

PAAB

Acedoben-d4

MFCD00002534

p-AcetaMinobenzoic A

NCGC00090820-01

4-Acetamidobenzoicacid

4-Acetamidobenzoic acid;N-Acetyl-PABA;4'-Carboxyacetanilide

CAS-556-08-1

4-acetamido benzoic acid

UNII-04Z20NMK31

p-Carboxyacetanilide

4-'Carboxyacetanilide

4-acetamido-benzoic acid

4-Acetylamino-benzoic acid

p-(acetylamino)benzoic acid

Benzoic acid, 4-acetamido-

NCIOpen2_002351

NCIOpen2_002391

NCIOpen2_002646

NCIOpen2_002848

NCIOpen2_007737

NCIOpen2_007777

Oprea1_415903

SCHEMBL24320

4-(acetylamino)-benzoic acid

MLS002415768

4-Acetamidobenzoic acid (4)

4-Acetamidobenzoic acid, 98%

CHEMBL112687

p-Acetaminophenylcarboxylic acid

NSC4002

BDBM239165

HMS1715D16

HMS2269G12

HMS3264F12

Pharmakon1600-01502412

HY-B1250

Para-acetamidobenzoic acid (PAcBA)

STR03473

UWC78668

Tox21_111029

Tox21_200330

AC1876

NSC760374

STL137727

N-(4-Carboxyphenyl)acetic acid amide

AKOS000104745

Tox21_111029_1

CCG-213838

DB04500

FA00388

NSC-760374

NCGC00090820-02

NCGC00090820-03

NCGC00257884-01

SMR000112099

SY028998

A0013

CS-0013043

NS00009420

EN300-17813

8N-772

AB00375897_07

N-Acetyl-p-aminobenzoic acid;4'-Carboxyacetanilide

SR-01000868873

Q2823222

SR-01000868873-2

BRD-K47195926-001-06-6

Z57042001

F9995-0288