ChemicalBook > CAS DataBase List > 4,4'-Dinonyl-2,2'-bipyridine

4,4'-Dinonyl-2,2'-bipyridine

Product Name
4,4'-Dinonyl-2,2'-bipyridine
CAS No.
142646-58-0
Chemical Name
4,4'-Dinonyl-2,2'-bipyridine
Synonyms
dNbpy;CAS:142646-58-0;4,4 -DINOYL-2,2 -DIPYRIDYL;4,4'-Dinonyl-2,2'-bipyridyl;4,4'-Dinonyl-2,2'-dipyridyl;4,4'-Dinonyl-2,2'-bipyridine;4,4''-Dinonyl-2,2''-dipyridyl;4,4'-Di-n-nonyl-2,2'-bipyridin;4,4'-Di-n-nonyl-2,2'-dipyridyl;2,2'-Bipyridine, 4,4'-dinonyl-
CBNumber
CB2499419
Molecular Formula
C28H44N2
Formula Weight
408.66
MOL File
142646-58-0.mol
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4,4'-Dinonyl-2,2'-bipyridine Property

Melting point:
61-63 °C(lit.)
Boiling point:
522.4±45.0 °C(Predicted)
Density 
0.933±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
5.30±0.30(Predicted)
color 
White to Almost white
InChIKey
VHJFWJXYEWHCGD-UHFFFAOYSA-N
CAS DataBase Reference
142646-58-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
482250
Product name
4,4′-Dinonyl-2,2′-dipyridyl
Purity
97%
Packaging
1g
Price
$71.65
Updated
2025/07/31
Sigma-Aldrich
Product number
482250
Product name
4,4′-Dinonyl-2,2′-dipyridyl
Purity
97%
Packaging
5g
Price
$229
Updated
2025/07/31
TCI Chemical
Product number
D3917
Product name
4,4'-Dinonyl-2,2'-bipyridyl
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$56
Updated
2025/07/31
TCI Chemical
Product number
D3917
Product name
4,4'-Dinonyl-2,2'-bipyridyl
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$194
Updated
2025/07/31
TRC
Product number
D492878
Product name
4,4''-Dinonyl-2,2’-bipyridine
Packaging
50mg
Price
$45
Updated
2021/12/16
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4,4'-Dinonyl-2,2'-bipyridine Chemical Properties,Usage,Production

Chemical Properties

White or off-white powder

Uses

Used in the preparation of an artificial muscle with lamellar structure based on a nematic triblock copolymer. Also use as complex in cyclic voltammetric studies of copper complexes catalyzing atom transfer radical polymerization.

Synthesis

1134-35-6

111-83-1

142646-58-0

Diisopropylamine (28.0 mL, 0.160 mol, 2.66 eq.) was dissolved in anhydrous tetrahydrofuran (THF, 60 mL) under argon protection. The reaction system was cooled to 0 °C, n-butyllithium (107.0 mL, 0.160 mol, 2.66 eq.) was added slowly dropwise and stirred at this temperature for 1 hour. Subsequently, anhydrous THF (300 mL) solution of 4,4'-dimethyl-2,2'-bipyridine (11.0 g, 0.060 mol, 1 eq.) was added drop-wise, the reaction mixture took on an orange color, and stirring was continued for 3 hours. Keeping the reaction system at 0 °C, a solution of anhydrous THF (20 mL) of 1-bromooctane (28.0 mL, 0.160 mol, 2.66 equiv) was added. The reaction mixture was gradually warmed to room temperature and stirred continuously for 12 hours. Upon completion of the reaction, the reaction was first quenched with deionized water (20 mL) and then the mixture was poured into an ice-water mixture and extracted with diethyl ether. The resulting yellow oily product was purified by recrystallization from hexane and subsequently dissolved in dichloromethane (DCM), washed with dilute sodium hydroxide solution, dried over magnesium sulfate, filtered and the solvent was removed under reduced pressure. The final product was dried under high vacuum to afford 4,4'-dinonyl-2,2'-bipyridine (11.02 g, 0.027 mol, 45% yield). The structure of the product was confirmed by 1H NMR (500 MHz, DMSO) and HRMS (ESI): 1H NMR δ 8.85 (s, 1H), 8.83 (s, 1H), 7.28 (s, 1H), 7.27 (s, 1H), 2.68 (t, J = 7.6 Hz, 4H), 1.62 (p, J = 8.2, 6.9 Hz, 4H). 1.32-1.11 (m, 24H), 0.83 (t, J = 6.5 Hz, 6H); HRMS (ESI) m/z: [M + H]+ Calculated value 409.358, measured value 409.3581.

References

[1] Dyes and Pigments, 2014, vol. 104, p. 24 - 33
[2] Journal of the American Chemical Society, 1998, vol. 120, # 2, p. 305 - 316

4,4'-Dinonyl-2,2'-bipyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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4,4'-Dinonyl-2,2'-bipyridine Suppliers

Tikslioji sinteze (finesynthesis)
Tel
--
Fax
--
Email
ardan@micro.lt
Country
Lithuania
ProdList
206
Advantage
30
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View Lastest Price from 4,4'-Dinonyl-2,2'-bipyridine manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4,4'-Dinonyl-2,2'-bipyridine 142646-58-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-03
Shanghai UCHEM Inc.
Product
4,4'-Dinonyl-2,2'-bipyridine 142646-58-0
Price
US $30.00-563.00/g
Min. Order
1g
Purity
0.98
Supply Ability
25kg
Release date
2023-10-19
Dideu Industries Group Limited
Product
4,4'-Dinonyl-2,2'-bipyridine 142646-58-0
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-28

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