9,9'-Spirobi[fluorene]-2,2'-diamine

Basic Information

View in Editor

CAS Number

67665-45-6

Molecular Formula

C25H18N2

Molecular Weight

346.43 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Physical Properties

Density

1.36

SMILES

View in Editor

C1=CC=C2C(=C1)C3=C(C24C5=CC=CC=C5C6=C4C=C(C=C6)N)C=C(C=C3)N

InChI

InChI=1S/C25H18N2/c26-15-9-11-19-17-5-1-3-7-21(17)25(23(19)13-15)22-8-4-2-6-18(22)20-12-10-16(27)14-24(20)25/h1-14H,26-27H2

InChIKey

GXXFPQGHCPOFSD-UHFFFAOYSA-N

LogP

5.194500000000003

Topological Polar Surface Area

52.04 Å²

Hydrogen Bond Donor/Acceptor

4 / 2

Complexity

523

Synonyms & References

English

FT-0707226
2,2'-diamino-9,9'-spirobifluorene
67665-45-6
GXXFPQGHCPOFSD-UHFFFAOYSA-N
AKOS016014063
D78264
C25H18N2
9,9'-SPIROBI[FLUORENE]-2,7'-DIAMINE
SCHEMBL196364
CS-0155955
DTXSID90572564
9,9'-Spirobi[fluorene]-2,2'-diamine
AS-62147
9,9'-Spirobi[9H-fluorene]-2,2'-diamine
(rac)-2,2'-diamino-9,9'-spirobifluorene
[9,9']Spirobifluoren-2,2'-diyldiamin
[9,9']spirobifluorene-2,2'-diyldiamine
2,2'-diamine-9,9'-spirobifluorene
2.2'-Diamino-9.9'-spirobifluoren
QC-1273
9,9'-Spirobifluorene-2,2'-diamine
AK130295
9,9\\'-spirobi[fluorene]-2,2\\'-diamine
AX8228649
X6624
665S456

MDL Number

MFCD16038515

Customs Code

2921590090

FAQ

What are the physical and chemical properties of 9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6)?

9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6) is a colorless solid with a molecular weight of approximately 218.22 g/mol. It has a crystalline form and good solubility in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). This compound is known for its stability and limited reactivity under normal conditions. It is often used in the synthesis of conjugated polymers and as a building block in various chemical applications.

How is 9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6) typically synthesized?

9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6) is synthesized via a multistep process involving the fluorene core and a diamine. The reaction typically requires conditions that promote the spirocyclization of the fluorene moiety, followed by the coupling of the diamine. Common solvents include DMF, and the use of catalysts such as bis(triphenylphosphine)palladium(0) can enhance the selectivity and yield of the product. This method ensures high purity and a high degree of molecular weight control.

What industries use 9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6)?

9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6) is widely used in the pharmaceutical, polymer, and semiconductor industries. In pharmaceuticals, it serves as a precursor for organic light-emitting diodes (OLEDs) and photovoltaic materials. In polymers, it is used to develop high-performance conjugated polymers for electronic devices. Additionally, it finds applications in sensor technology, where its ability to modulate optical properties makes it valuable for various sensing applications.

What precautions should be taken when handling 9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6)?

When handling 9,9'-Spirobi[fluorene]-2,2'-diamine (CAS: 67665-45-6), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials and disposed of according to local regulations. The material safety data sheet (MSDS) should be consulted for detailed information on safe handling and storage. The compound is generally non-toxic but should be handled with care to avoid skin contact or inhalation of dust.