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4,4'-Bipyridine

4,4'-Bipyridine Structure
4,4'-Bipyridine structure
CAS No.
553-26-4
Chemical Name:
4,4'-Bipyridine
Synonyms
4,4-BIPYRIDINE;4-(4-Pyridyl)pyridine;4,4'-Dipyridyl;4,4-DIPYRIDYL;4,4'-Dipyridine;GAMMA,GAMMA'-DIPYRIDYL;4'-Bipyridine;4,4''-Bipyridine;GAMMA,GAMMA-DIPYRIDYL;'LGC' (1608)
CBNumber:
CB1671180
Molecular Formula:
C10H8N2
Molecular Weight:
156.18
MDL Number:
MFCD00006416
MOL File:
553-26-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:45:12
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4,4'-Bipyridine Properties

Melting point 109-112 °C(lit.)
Boiling point 305 °C(lit.)
Density 1.2814 (rough estimate)
refractive index 1.6057 (estimate)
Flash point 304-305°C
storage temp. Store below +30°C.
solubility 4.5g/l
form Powder
pka pK1:3.17(+2);pK2:4.82(+1) (25°C)
color Off-white to beige
Water Solubility slightly soluble
Sensitive Hygroscopic
λmax 300nm(CH3CN)(lit.)
Merck 14,3348
BRN 113176
Henry's Law Constant 3.9×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Stability Stable. Incompatible with strong oxidizing agents, strong acids.
InChI 1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H
InChIKey MWVTWFVJZLCBMC-UHFFFAOYSA-N
SMILES c1cc(ccn1)-c2ccncc2
CAS DataBase Reference 553-26-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII X4O2OD61CB
NIST Chemistry Reference 4,4'-Bipyridine(553-26-4)
EPA Substance Registry System 4,4'-Bipyridine (553-26-4)
UNSPSC Code 12352103
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
PPE Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes  T,Xi
Risk Statements  25-36/37/38-20/21-23/24/25
Safety Statements  26-36/37/39-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  DW1760000
Hazard Note  Irritant
TSCA  TSCA listed
HazardClass  6.1
PackingGroup  III
HS Code  29333999
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Toxicity LD50 orally in Rabbit: 172 mg/kg
NFPA 704
1
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4,4'-Bipyridine price More Price(84)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 289426 4,4′?Dipyridyl 98% 553-26-4 5g $42.3 2026-04-30 Buy
Sigma-Aldrich 8.20158 4,4′-Bipyridine for synthesis 553-26-4 10g $82.8 2026-04-30 Buy
Sigma-Aldrich 289426 4,4′?Dipyridyl 98% 553-26-4 25g $139 2026-04-30 Buy
TCI Chemical B0469 4,4'-Bipyridyl >98.0%(GC)(T) 553-26-4 25g $83 2026-04-30 Buy
TCI Chemical B0469 4,4'-Bipyridyl >98.0%(GC)(T) 553-26-4 100g $252 2026-04-30 Buy
Product number Packaging Price Buy
289426 5g $42.3 Buy
8.20158 10g $82.8 Buy
289426 25g $139 Buy
B0469 25g $83 Buy
B0469 100g $252 Buy

4,4'-Bipyridine Chemical Properties, Uses, Production

Synthesis

In a dry reaction flask, 4-bromopyridine (1.0 mmol), palladium acetate (5.61 mg, 0.025 mmol), indium (57.4 mg, 0.5 mmol), and lithium chloride (63.5 mg, 1.5 mmol) were dissolved in dry N,N-dimethylformamide (2 mL), and the mixture was reacted at 100 °C for 2.5 h under nitrogen protection. After the reaction was complete, the reaction mixture was quenched with saturated sodium bicarbonate aqueous solution, and the aqueous layer was extracted three times with ethyl acetate (3 × 20 mL). The organic layer was separated and washed with 20 mL of water and 20 mL of brine, respectively. The organic phase was dried with anhydrous magnesium sulfate, filtered to remove the drying agent, and the resulting filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-n-hexane = 1:2) to obtain the target molecule 4,4'-bipyridine.

Synthetic route of 4,4'-bipyridine

Figure 4,4'-bipyridine

Chemical Properties

off-white to tan powder

Uses

4,4'-Bipyridine is used in transition-metal complex catalyst chemistry for uniform polymerization, in luminescence chemistry and in spectrophotometric analysis. It plays an important role as a photosensitizer and luminescent material. It is also used as a precursor to paraquat viz. N,N'-dimethyl-4,4'-bipyridinium.

Definition

ChEBI: A bipyridine in which the two pyridine moieties are linked by a bond between positions C-4 and C-4'.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 1655, 1985 DOI: 10.1016/S0040-4039(00)98576-9

General Description

4,4′-Dipyridyl (BPY) is an organic linker mainly used in the preparation of coordination polymers. It is a pyridine derivative in which pyridyl groups can rotate along the carbon-carbon structure. It can be used as a catalyst for photoelectrochemical reduction.

Safety Profile

Poison by ingestion. When heatedto decomposition it emits toxic vapors of NOx.

Purification Methods

It crystallises from water, *benzene/pet ether, ethyl acetate and sublimes in vacuo at 70o. Also purify it by dissolving in 0.1M H2SO4 and twice precipitating by addition of 1M NaOH to pH 8. Then recrystallise it from EtOH. For the dihydrochloride see Viologen below. [Collman et al. J Am Chem Soc 109 4606 1987, Beilstein 23 H 800, 23 III/IV 1371, 23/8 V 28.]

4,4'-Bipyridine synthesis

110-86-1
553-26-4
Synthesis of 4,4'-Bipyridine from Pyridine

4,4'-Bipyridine Preparation Products And Raw materials

Raw materials

Isoalantolactone 4,4'-Bipyridine 1,1'-dioxide sodium pyridine-4-sulfinate 4-chloropyridine 4-Chloropyridinium chloride
1,4-Benzenediacetic acid, 2-nitro- Benzoylcholine Chloride 4-Methyl-2-nitrobenzaldehyde

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Preparation Products

1-Methyl-[4,4']bipiperidinyl Paraquat dichloride 2,2'-Dichloro-[4,4']-bipyridine [4,4''-Bipyridine]-2,2''-diamine 1,1''-[1,2-Phenylenebis(methylene)]bis-4,4'-bipyridinium bishexafluorophosphate
1,1'-Bis[3-(trimethylammonio)propyl]-4,4'-bipyridinium Tetrachloride Dihydrate

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4,4'-Bipyridine Suppliers

Global Suppliers ( 564)
Supplier Tel Email Country ProdList Advantage
Changzhou Zhongji Chemical Co.,Ltd 0519-85156279-811,812 sales@czzjchem.com China 20 58
Shanghai yongzeng technology co., LTD 021-021-021-65281118 15921781258 sales@yongzchem.com China 70 58
JinJin Le Chemical Co., Ltd 18001959627(微信同号) 18001959627 jjlchem2@163.com China 9890 58
Zhangjiagang Free Trade Zone Kailite Chemical Co., Ltd. 18606289633 15862625988 sales@clentchem.com China 244 60
Guangdong Shunao Chemical Reagents Co., Ltd 19928586137 19928586137@163.com China 2939 58
Shandong Qianyuan Polymer Material Co. , Ltd. 18678041314 18765609661 2547772582@qq.com China 987 58
Shanghai Yanze Chemical Co., Ltd. 15345144255 19901447308 260924549@qq.com China 9989 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
Supplier Advantage
Changzhou Zhongji Chemical Co.,Ltd 58
Shanghai yongzeng technology co., LTD 58
JinJin Le Chemical Co., Ltd 58
Zhangjiagang Free Trade Zone Kailite Chemical Co., Ltd. 60
Guangdong Shunao Chemical Reagents Co., Ltd 58
Shandong Qianyuan Polymer Material Co. , Ltd. 58
Shanghai Yanze Chemical Co., Ltd. 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
INTATRADE GmbH 66

Related articles

View Latest Price from 4,4'-Bipyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4,4'-Bipyridine pictures 2026-09-18 4,4'-Bipyridine
553-26-4
 $65.00-495.00 1g 0.98 25kg Shanghai UCHEM Inc.
4,4'-Dipyridine pictures 2026-09-16 4,4'-Dipyridine
553-26-4
 $130.00 1kg 99%min 500kgs Shanghai Yongzeng Technology Co.,Ltd
4,4'-Bipyridine pictures 2026-03-20 4,4'-Bipyridine
553-26-4
 $8.90 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd

4,4'-Bipyridine Spectrum

4,4'-Bipyridine(553-26-4)MS4,4'-Bipyridine(553-26-4)1HNMR4,4'-Bipyridine(553-26-4)13CNMR4,4'-Bipyridine(553-26-4)IR14,4'-Bipyridine(553-26-4)IR24,4'-Bipyridine(553-26-4)IR34,4'-Bipyridine(553-26-4)Raman4,4'-Bipyridine(553-26-4)ESR

553-26-4 (4,4'-Bipyridine) Related Search:

Chromium picolinate Sulfasalazine 4-Aminobutyric acid Pyridine Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
Dipiperidinomethane 2,2'-Bipyridine Morfamquat(dichloride((content>65%) Paraquat methosulfate tris[2,2'-bipyridine]ruthenium dichloride ,tris(2,2’-bipyridine-n,n’)-,dichloride,(oc-6-11)-ruthenium(2+
4,4'-Dinonyl-2,2'-bipyridine Paraquat dichloride 2,2':6',2''-Terpyridine 2,2'-Bipyridine hydrochloride 2,2'-Dipyridyl N,N'-dioxide
4,4'-Diphenyl-2,2'-bipyridine 4,4'-Dipyridyl hydrate 4,4'-bis(1-butylpentyl)-2,2'-bipyridine

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'LGC' (1608) GAMMA,GAMMA-DIPYRIDYL 4, 4'-DIPYRIDINE 4,4'-BIPYRIDYL HYDRATE 4,4,4'-DIPYRIDYL 4-PYRIDIN-4-YLPYRIDINE 4,4’-Bipyridine,dihydrate Bipyridine, 4,4'- gamma,gamma’-bipyridyl gamma,gamma'-Bipyridyl 4,4'Bipyridinyl 4,4'-BIPYRIDINE ANHYDROUS PESTANAL 4,4'-Bipyridyl,98% 4,4'-Bipyridine,98% 4,4'-BIPYRIDINE ANHYDROUS 4,4'-Dipyridyl, anhydrous, 98% 4,4-DIPYRIDYL, 4,4-BIPYRIDINE 4,4''-DIPYRIDINE / 4,4''-DIPYRIDYL 4,4''-DIPYRIDYL, 98%, ANHYDROUS 4,4μ-Bipyridine, 4,4μ-Bipyridyl 4,4'-Dipyridyl ,99% g,g'-Dipyridyl 4,4′-Bipyridyl,4,4′-Bipyridine 4,4'-Bipyridyl dihydrate 4,4'-Dipyridyl 98% 4, 4 - al pyridine 4,4'-Bipyridine SynonyMs 4,4'-Dipyridyl γ,γ'-Dipyridy 4,4'-Dipyridyl≥ 99% (Assay) 4,4'-Bipyridine for synthesis 4,4'-Dipyridyl, 99%, for synthesis 4,4'-Bipyridyl > 4, 4 '- pyridine 4,4,-Bipyridyl, GR 98% 4,4'-Bipyridine (8CI, 9CI, ACI) Metamitron Impurity 7 4,4'-Bipyridine 4,4'-Bipyridyl γ,γ'-Dipyridyl 4,4'-Bipyridyl 4,4'-Bipyridyl (Standard) 4-(4-Pyridyl)pyridine 4,4-DIPYRIDYL 4,4'-Dipyridine 4,4'-Dipyridyl 4,4''-Bipyridine 4,4-BIPYRIDINE 4'-Bipyridine GAMMA,GAMMA'-DIPYRIDYL 553-26-4 53-26-4 -C5H4N22H2O Photochromic Compounds Viologens (Photochromic, Related Compounds) C9 C9 to C46 Carbonyl Compounds Building Blocks