4-{[(Benzyloxy)carbonyl]amino}benzoic acid | CAS No. 5330-71-2

4-{[(Benzyloxy)carbonyl]amino}benzoic acid

Basic Information

CAS Number

5330-71-2

Molecular Formula

C15H13NO4

Molecular Weight

271.27 g/mol

AD

Basic Physical Properties

Boiling Point

425.1°Cat760mmHg

Density

1.342

Flash Point

210.9°C

Refractive Index

1.649

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

InChI

InChI=1S/C15H13NO4/c17-14(18)12-6-8-13(9-7-12)16-15(19)20-10-11-4-2-1-3-5-11/h1-9H,10H2,(H,16,19)(H,17,18)

InChIKey

XRKLFEVNZWRMCT-UHFFFAOYSA-N

LogP

3.1335000000000015

Topological Polar Surface Area

75.63000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

331

Synonyms & References

English

  • (4-CARBOXYPHENYL)CARBAMIC ACID, BENZYL ESTER
  • AKOS000169125
  • XRKLFEVNZWRMCT-UHFFFAOYSA-N
  • CS-0453337
  • EN300-121138
  • 4-(((Benzyloxy)carbonyl)amino)benzoic acid
  • 4-PHENYLMETHOXYCARBONYLAMINOBENZOIC ACID
  • 5330-71-2
  • 4-(phenylmethoxycarbonylamino)benzoic acid
  • NSC2514
  • 4-(Cbz-amino)benzoic acid
  • DTXSID70277484
  • SCHEMBL3694153
  • NSC-2514
  • AS-44882
  • 4-(((Benzyloxy)carbonyl)amino)benzoicacid
  • Benzoic acid, 4-[[(phenylmethoxy)carbonyl]amino]- (9CI)
  • SY243720
  • A934035
  • 4-{[(benzyloxy)carbonyl]amino}benzoic acid
  • Oprea1_655434
  • N-Carbobenzoxy-p-aminobenzoic acid
  • 4-(benzyloxycarbonylamino)benzoic acid
  • MFCD00610465
  • Z-(4)Abz-OH
  • AB8233
  • FT-0746921
  • 4-Phenylmethoxycarbonylaminobenzoic acid
  • (4-Carboxy-phenyl)-carbamidsaeure-benzylester
  • 4-Benzyloxycarbonylamino-benzoesaeure
  • 4-benzyloxycarbonylamino-benzoic acid

MDL Number

MFCD00610465

Customs Code

2924299090

FAQ

What are the physical and chemical properties of 4-{[(Benzyloxy)carbonyl]amino}benzoic acid (CAS: 5330-71-2)?

4-{[(Benzyloxy)carbonyl]amino}benzoic acid is a white crystalline solid with a molecular weight of approximately 330.28 g/mol. It has a pKa of around 4.6 and is sparingly soluble in water. The compound is prone to hydrolysis under basic conditions and exhibits moderate reactivity in organic synthesis.

How is 4-{[(Benzyloxy)carbonyl]amino}benzoic acid (CAS: 5330-71-2) typically synthesized?

4-{[(Benzyloxy)carbonyl]amino}benzoic acid can be synthesized via the coupling of benzyloxycarbonyl chloride with aniline followed by condensation with benzoic acid. The reaction is typically performed in an organic solvent such as dichloromethane or acetonitrile with a suitable base like triethylamine. The yield is generally around 85-90%.

What industries use 4-{[(Benzyloxy)carbonyl]amino}benzoic acid (CAS: 5330-71-2)?

4-{[(Benzyloxy)carbonyl]amino}benzoic acid is primarily used in the pharmaceutical and chemical industry for the synthesis of various drug intermediates and in some cases as a building block for organic synthesis. It is also utilized in the production of certain polymers and as a reagent in analytical chemistry.

What precautions should be taken when handling 4-{[(Benzyloxy)carbonyl]amino}benzoic acid (CAS: 5330-71-2)?

When handling 4-{[(Benzyloxy)carbonyl]amino}benzoic acid, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The substance should be handled in a fume hood to minimize exposure to vapors. In case of a spill, it should be neutralized with an appropriate base and disposed of according to local regulations. Always refer to the safety data sheet (SDS) for specific handling instructions.

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