N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine

Basic Information

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CAS Number

666175-40-2

Molecular Formula

C22H20N2

Molecular Weight

312.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Melting Point

147-150 °C

Boiling Point

516.1±45.0 °C(Predicted)

Density

1.193±0.06 g/cm3(Predicted)

SMILES

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CNC1=CC=C2C=CC=CC2=[C@]1[C@]3=C4C=CC=CC4=CC=C3NC

InChI

InChI=1S/C22H20N2/c1-23-19-13-11-15-7-3-5-9-17(15)21(19)22-18-10-6-4-8-16(18)12-14-20(22)24-2/h3-14,23-24H,1-2H3

InChIKey

PXDKDUXMEHPNCO-UHFFFAOYSA-N

LogP

5.743400000000005

pKa

4.89±0.40(Predicted)

Topological Polar Surface Area

24.06 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

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

H413 May cause long lasting harmful effects to aquatic life
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

(R)-N,Nμ-Dimethyl-1,1μ-binaphthyldiamine
(S)-N,Nμ-Dimethyl-1,1μ-binaphthyldiamine
(S)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (S)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ--diamine
(1S)-N,N'-Dimethyl-[1,1'-binaphthalene]-2,2'-diamine
(S)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-biphthyl, (S)-N,Nμ-Dimethyl-1,1μ-biphthalene-2,2μ--diamine
(S)-N,N'-Dimethyl-1,1'-binaphthyldiamine,99%e.e.
(S)-[1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl
(S)-N2,N2'-Dimethyl-[1,1'-binaphthalene]-2,2'-diamine
(S)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (S)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ--diamine
(1S)-N,N'-DIMETHYL-[1,1'-BINAPHTHALENE]-2,2'-DIAMINE
(S)-N,N′-Dimethyl-1,1′-binaphthyldiamine
(S)-N,N'-Dimethyl-1,
N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine
(S)-N,N
2,2'-bis(N-methylamino)-1,1'-binaphthyl

MDL Number

MFCD10566977

FAQ

What are the physical and chemical properties of N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine (CAS: 666175-40-2)?

N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine is a crystalline compound with a molecular weight of approximately 306.3 g/mol. It has a low solubility in water but is soluble in organic solvents like ethanol and dichloromethane. Chemically, it is stable but can react with strong acids. It has a high melting point and is known for its strong coordination ability.

How is N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine (CAS: 666175-40-2) typically synthesized?

N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine is usually synthesized through nucleophilic substitution reactions, typically using 1,1'-binaphthalene-2,2'-diamine as the starting material. The reaction involves the substitution of the amino groups with dimethylamine. Common catalysts include H2SO4, and the yield can range from 70% to 85%.

What industries use N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine (CAS: 666175-40-2)?

N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine is used in various industries, including pharmaceuticals for its antioxidant and photostability properties, and in the semiconductor industry for its use as a dopant. It also finds applications in sensor technology and as a component in certain polymer formulations.

What precautions should be taken when handling N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine (CAS: 666175-40-2)?

When handling N,N'-Dimethyl-1,1'-binaphthalene-2,2'-diamine, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be handled in a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate techniques and materials, and proper disposal methods should be followed. Always refer to the Safety Data Sheet (SDS) for detailed information and guidelines.