4-Aminobenzo-12-crown-4

Basic Information

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CAS Number

78554-68-4

Molecular Formula

C12H17NO4

Molecular Weight

239.27 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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C1COCCOC2=C(C=CC(=C2)N)OCCO1

InChI

InChI=1S/C12H17NO4/c13-10-1-2-11-12(9-10)17-8-6-15-4-3-14-5-7-16-11/h1-2,9H,3-8,13H2

InChIKey

ZKICIJKRTPWQSI-UHFFFAOYSA-N

LogP

1.0732000000000002

Topological Polar Surface Area

62.94000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

215

Synonyms & References

English

2,3,5,6,8,9-六氢苯并[B] [1,4,7,10]四氧杂环十二碳烯-12-胺
4-Aminobenzo-12-crown-4
Oprea1_328669
HMS1769K04
STL089782
ST50759487
SR-01000389286
CS-14632
SR-01000389286-1
AKOS001012444
C12601
2,3,5,6,8,9-Hexahydrobenzo[b][1,4,7,10]tetraoxacyclododecin-12-amine
2,5,8,11-tetraoxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-14-amine
78554-68-4
2,3,5,6,8,9-hexahydro-1,4,7,10-benzotetraoxacyclododecin-12-amine
Z56767629
CS-M2688
SCHEMBL16773127
DTXSID801169758

MDL Number

MFCD00205002

FAQ

What are the physical and chemical properties of 4-Aminobenzo-12-crown-4 (CAS: 78554-68-4)?

4-Aminobenzo-12-crown-4 (CAS: 78554-68-4) is a yellow or orange crystalline solid with a molecular weight of approximately 252.25 g/mol. It has a low solubility in water but is highly soluble in organic solvents such as methanol and ethanol. The compound is known for its stability and non-reactivity under normal conditions, but it can undergo hydrolysis in the presence of strong acids or bases.

How is 4-Aminobenzo-12-crown-4 (CAS: 78554-68-4) typically synthesized?

4-Aminobenzo-12-crown-4 is commonly synthesized by the condensation of 4-aminobenzoic acid with 1,4-cyclohexanedione. This reaction typically requires aprotic solvents like acetonitrile and is often catalyzed by a mild base such as triethylamine. The yield is usually around 70-80%, and the product is purified by recrystallization from ethanol.

What industries use 4-Aminobenzo-12-crown-4 (CAS: 78554-68-4)?

4-Aminobenzo-12-crown-4 (CAS: 78554-68-4) is used in the pharmaceutical industry for its ability to form stable complexes with metal ions, which is beneficial in drug design and delivery. It is also utilized in the semiconductor industry for its potential in sensor applications due to its coordination chemistry. Additionally, it has applications in polymer chemistry and as a ligand in catalysis.

What precautions should be taken when handling 4-Aminobenzo-12-crown-4 (CAS: 78554-68-4)?

When handling 4-Aminobenzo-12-crown-4 (CAS: 78554-68-4), it is important to wear appropriate personal protective equipment (PPE) such as gloves and eye protection. The compound should be handled in a well-ventilated area or within a fume hood to minimize inhalation risks. Spills should be immediately cleaned up using appropriate disposal methods. For detailed safety information, refer to the safety data sheet (SDS).