1,1'-Binaphthalene-2,2'-diamine

Basic Information

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CAS Number

18741-85-0

Molecular Formula

C20H16N2

Molecular Weight

284.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Physical Properties

Melting Point

240.0 to 244.0 deg-C

Boiling Point

480.8℃ at 760 mmHg

Flash Point

293.854℃

Refractive Index

1.6450 (estimate)

Specific Rotation

156 º (c=1, pyridine)

SMILES

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C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)N)N

InChI

InChI=1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2

InChIKey

DDAPSNKEOHDLKB-UHFFFAOYSA-N

LogP

4.824400000000003

Topological Polar Surface Area

52.04 Å²

Hydrogen Bond Donor/Acceptor

4 / 2

Complexity

346

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(+/-)-1,1'-Bi(2-naphthylamine)
1,1'-Bi(2-naphthylamine)
(S)-2,2'-Diamino-1,1'-binaphthyl
79082-81-8
(S)-BINAM
UNII-XI03TW52AO
(r)-binaphthyldiamine
(Ar)-2,2'-diamino-1,1'-binaphthalene
SCHEMBL455943
AMY19833
RAC-BINAM
BINAM
XI03TW52AO
(1,1'-Binaphthalene)-2,2'-diamine, (+)-
DS-1947
(1,1'-Binaphthalene)-2,2'-diamine, (1S)-
AKOS001610329
(+/-)-2,2'-DIAMINO-1,1'-BINAPHTHYL
(S)-2,2'-Diamino-1,1'-binaphthalene
AKOS015999158
(S)-2,2 inverted exclamation mark -Diamino-1,1 inverted exclamation mark -binaphthalene
1-(2-azanylnaphthalen-1-yl)naphthalen-2-amine
FT-0637744
(R)-(+)-2,2'-Diamino-1,1'-binaphthalene
(S)-(-)-2,2-Diamino-1,1-Binaphthalene
HY-W007978B
(R)-(+)-1,1'-Bi(2-naphthylamine)
DTXSID70196328
1,1 inverted exclamation marka-Binaphthyl-2,2 inverted exclamation marka-diamine
CS-W007978
(R)-2,2'-diamino-1,1'-dinaphthyl

MDL Number

MFCD00145204

Customs Code

2921590090

FAQ

What are the physical and chemical properties of 1,1'-Binaphthalene-2,2'-diamine (CAS: 18741-85-0)?

1,1'-Binaphthalene-2,2'-diamine is a white crystalline solid with a molecular weight of approximately 268.26 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. The compound is known for its stability in air and at room temperature. It exhibits mild reactivity towards electrophiles and is often used in the synthesis of other organic compounds.

How is 1,1'-Binaphthalene-2,2'-diamine (CAS: 18741-85-0) typically synthesized?

1,1'-Binaphthalene-2,2'-diamine is typically synthesized via the reduction of 1,1'-binaphthalenedione using a hydrogenation catalyst such as palladium on carbon in the presence of a suitable solvent like ethanol. The reaction is conducted under mild conditions and yields a high selectivity toward the diamine product.

What industries use 1,1'-Binaphthalene-2,2'-diamine (CAS: 18741-85-0)?

1,1'-Binaphthalene-2,2'-diamine is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of certain drugs. It is also utilized in the production of polymers and semiconductors due to its unique electronic properties. Additionally, it finds applications in the development of sensors and as a ligand in coordination chemistry.

What precautions should be taken when handling 1,1'-Binaphthalene-2,2'-diamine (CAS: 18741-85-0)?

When handling 1,1'-Binaphthalene-2,2'-diamine, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a laboratory coat. The substance should be stored in a cool, dry place away from direct sunlight. In case of spills, they should be cleaned up using appropriate absorbent materials. Always consult the safety data sheet (SDS) for detailed handling and storage instructions.