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2,2'-Bipyridine

2,2'-Bipyridine Structure
2,2'-Bipyridine structure
CAS No.
366-18-7
Chemical Name:
2,2'-Bipyridine
Synonyms
bpy;BIPY;Bipyridine;2,2-BIPYRIDINE;2,2-BIPYRIDYL;2-(2-Pyridyl)pyridine;2,2'-Bipyridyl;2,2-Bispyridine;2,2’-dipyridine;2-PYRIDIN-2-YLPYRIDINE
CBNumber:
CB5195697
Molecular Formula:
C10H8N2
Molecular Weight:
156.18
MDL Number:
MFCD00006212
MOL File:
366-18-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-29 16:41:17
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2,2'-Bipyridine Properties

Melting point 70-73 °C(lit.)
Boiling point 273 °C(lit.)
bulk density 500kg/m3
Density 1.1668 (rough estimate)
vapor pressure 0.584Pa at 25℃
refractive index 1.4820 (estimate)
Flash point 121 °C
storage temp. room temp
solubility 5.5g/l
form Crystalline Powder
pka pK1:-0.52(+2);pK2:4.352(+1) (20°C)
color White to almost white
PH 7.5 (5g/l, H2O, 25℃)
Odor Characteristic odour
biological source synthetic (organic)
Water Solubility 5.5 g/L 22 ºC
Merck 14,3347
BRN 113089
Henry's Law Constant 1.8×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Incompatible with strong oxidizing agents, most common metals. May be light sensitive.
InChI 1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
InChIKey ROFVEXUMMXZLPA-UHFFFAOYSA-N
SMILES c1ccc(nc1)-c2ccccn2
CAS DataBase Reference 366-18-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 551W113ZEP
NIST Chemistry Reference 2,2'-Bipyridine(366-18-7)
EPA Substance Registry System 2,2'-Bipyridine (366-18-7)
UNSPSC Code 12352100
NACRES NB.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H301+H311
Precautionary statements  P264-P270-P280-P301+P310-P302+P352+P312-P361+P364
Hazard Codes  T,Xi
Risk Statements  25-36/37/38-20/21-23/24/25-21
Safety Statements  36/37-45-36/37/39-26
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  DW1750000
F  8
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 Dermal
Acute Tox. 3 Oral
Hazardous Substances Data 366-18-7(Hazardous Substances Data)
Toxicity LD50 i.p. in mice: 200 mg/kg (Grady)
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
3 0

2,2'-Bipyridine price More Price(131)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 798533 2,2′-Bipyridyl anhydrous, free-flowing, Redi-Dri , ReagentPlus , 99% 366-18-7 50g $155 2026-04-30 Buy
Sigma-Aldrich 798533 2,2′-Bipyridyl anhydrous, free-flowing, Redi-Dri , ReagentPlus , 99% 366-18-7 100g $173 2026-04-30 Buy
Sigma-Aldrich 1.03098 2,2′-Bipyridine GR for analysis (reagent for iron(II) and molybdenum) ACS 366-18-7 25g $237 2026-04-30 Buy
Sigma-Aldrich 1.03098 2,2′-Bipyridine GR for analysis (reagent for iron(II) and molybdenum) ACS 366-18-7 5G $55.1 2022-05-15 Buy
TCI Chemical B0468 2,2'-Bipyridyl >99.0%(T) 366-18-7 25g $49 2026-04-30 Buy
Product number Packaging Price Buy
798533 50g $155 Buy
798533 100g $173 Buy
1.03098 25g $237 Buy
1.03098 5G $55.1 Buy
B0468 25g $49 Buy

2,2'-Bipyridine Chemical Properties,Uses,Production

Chemical Properties

White to light red crystalline powder. Soluble in ethanol, ether, benzene, chloroform and petroleum ether, 1 part of this product is about 200 parts of water.

Uses

A high-affinity chelator of iron. A reagent used for the determination of iron.

Uses

2,2'-bipyridine acts as a bidentate chelating ligand which form complexes with transition metal ions and shows antifungal, antibacterial and antiviral activity. It is used for the colorimetric determination of iron as well as oxidation reduction indicators to confirm the presence of ferrous ion in soils. It forms complexes with ruthenium and platinum, exhibit intense luminescence, which may have practical applications. Copper(I) bipyridine complexes involved in the oxidation of alcohols under aerobic conditions.

Preparation

2,2'-bipyridine is synthesized by the reaction of pyridine with ferric chloride. Take 70g of anhydrous pyridine and mix with 13g of anhydrous ferric chloride, heat and react at 300℃ in a sealed tube for about 35h. After cooling, the reactant solidified into red-black crystals, the sealing tube was opened, and the red-black solution of the solid was washed out with a small amount of hot water. The oily impurities were removed by extraction with ether. After neutralization with sodium bicarbonate, excess pyridine was removed by heating with steam. The mixture was then made strongly basic, and the 2,2'-bipyridine was distilled off with steam.

Application

2,2′-Bipyridine is a very important organic ligand in organic chemistry. Due to its aromatic nature, it can also undergo a range of reduction, oxidation, and C−H bond activation reactions. The corresponding complex can be formed by reacting 2,2′-bipyridine with osmium hexachloride at high temperature overnight.

Definition

ChEBI: 2,2'-bipyridine is a bipyridine in which the two pyridine moieties are linked by a bond between positions C-2 and C-2'. It has a role as a ferroptosis inhibitor and a chelator.

Reactions

A large number of complexes of 2,2'-bipyridine have been described.It binds metals as a chelating ligand, forming a 5-membered chelate ring.

Synthesis Reference(s)

Journal of the American Chemical Society, 100, p. 5567, 1978 DOI: 10.1021/ja00485a053
Synthesis, p. 564, 1986 DOI: 10.1055/s-1986-31705

General Description

2,2′-Bipyridyl, is a symmetrical bipyridine commonly used as a neutral ligand for complexation with metal ions. The molecule is planar with trans-conformation and crystallizes in the monoclinic crystal system.

Biochem/physiol Actions

Metalloprotease inhibitor, high-affinity chelator of iron; may inhibit Fe2+ containing enzymes at 108M.

Safety Profile

Poison by ingestion,subcutaneous, and intraperitoneal routes. Experimentalteratogenic data. Questionable carcinogen withexperimental tumorigenic data. Mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.

Source

2,2'-Bipyridine is a natural product found in Dichilus strictus, Dichilus gracilis, and other organisms with data available.

Purification Methods

2,2'-Bipyridyl crystallises from hexane, or EtOH, or (after charcoal treatment of a CHCl3 solution) from pet ether. Also, it precipitates from a concentrated solution in EtOH by addition of H2O. Dry it in a vacuum over P2O5. It can be further purified by chromatography on Al2O3 or by sublimation. UV (EtOH): at 280nm (log 4.13). max [Airoldi et al. J Chem Soc, Dalton Trans 1913 1986, Beilstein 23 H 199, 23/8 V 16.]

Toxics Screening Level

The initial threshold screening level (ITSL) for 2,2'-bipyridyl is 0.8 μg/m3 based on an annual averaging time.

2,2'-Bipyridine synthesis

29745-44-6
109-73-9
366-18-7
Synthesis of 2,2'-Bipyridine from 2-Pyridinecarboxylicacid chloride and Butylamine

2,2'-Bipyridine Preparation Products And Raw materials

Raw materials

2-Picoline Ferric chloride Anhydrous pyridine 5-Methyl-2,2'-bipyridyl 5,5'-Dimethyl-2,2'-dipyridyl
2-Bromopyridine Neocuproine Triethyoxy-2-thienylsilane 97

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Preparation Products

1,1'-Bis (di-t-butylphosphino)ferrocene palladium dichloride, 1,1'-Bis(di-tert-butylphosphino)ferrocene Tetrahydro-4H-pyran-4-one Tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate 3-(Dimethylcarbamoyl)phenylboronic acid
4-(Dimethylamino)phenylboronic acid 4,4'-Dibromo-2,2'-bipyridine 2,2'-Bipyridine-4-carbaldehyde (2,2'-Bipyridine)dichloropalladium(II)

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2,2'-Bipyridine Suppliers

Global( 838)Suppliers
Supplier Tel Email Country ProdList Advantage
Zhangjiagang Free Trade Zone Kailite Chemical Co., Ltd. 18606289633 15862625988 sales@clentchem.com China 244 60
Jinan Wald Chemical Co., Ltd. 0531-88773586 13210588999 304264064@qq.com China 192 58
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
Shanghai Bojing Chemical Co., Ltd 021-37199966 13681836088 bj@bj-chem.com China 463 58
Xinxiang City Oran Biotechnology Co. Ltd. 0373-6766851 18568539857 alchemic516@163.com China 68 58
JinJin Le Chemical Co., Ltd 18001959627(微信同号) 18001959627 jjlchem2@163.com China 9890 58
Henan Junyuejian Biotechnology Co., LTD 1555-0142250 18661514130 1035729108@qq.com China 620 58
Shanghai Ditao Chemical Technology Co., Ltd. 021-37122200 17717569696 sales@ditaochem.com China 308 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Supplier Advantage
Zhangjiagang Free Trade Zone Kailite Chemical Co., Ltd. 60
Jinan Wald Chemical Co., Ltd. 58
Changzhou Zhongji Chemical Co.,Ltd 58
Shanghai yongzeng technology co., LTD 58
Shanghai Bojing Chemical Co., Ltd 58
Xinxiang City Oran Biotechnology Co. Ltd. 58
JinJin Le Chemical Co., Ltd 58
Henan Junyuejian Biotechnology Co., LTD 58
Shanghai Ditao Chemical Technology Co., Ltd. 58
J & K SCIENTIFIC LTD. 76

Related articles

Related Questions

Ask a question
Q:How to prepare redox indicator using 2,2'-Bipyridine?Walter - Jun 29,2026
A:For preparing redox indicator, add 0.695 g Ferrous sulphate heptahydrate (FeSO4 7H2O) and 1.171 g 2,2'-Bipyridine in 100 mL water. It is used for testing iron(II) and molybdenum, changes from a deep red color in its reduced state to a light blue color in its oxidized state.
Q:Is 2,2-bipyridine bidentate?wipes - May 13,2026
A:Yes, 2,2'-bipyridine is a classic bidentate ligand. It has two nitrogen atoms with lone electron pairs at the 2,2' positions, which can simultaneously coordinate to one central metal ion to form a stable five-membered chelate ring, and it is widely used in coordination chemistry and metal complex synthesis.

View Lastest Price from 2,2'-Bipyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,2'-Bipyridine pictures 2026-09-12 2,2'-Bipyridine
366-18-7
 0.99 RongNa Biotechnology Co.,Ltd
2,2’-Bipyridine pictures 2026-09-11 2,2’-Bipyridine
366-18-7
 $65.00-495.00 1g 0.98 25kg Shanghai UCHEM Inc.
2,2' Dipyridyl pictures 2026-09-11 2,2' Dipyridyl
366-18-7
 $20.00 1KG 99% 200 tons/ year Speranza Chemical Co., Ltd.

2,2'-Bipyridine Spectrum

2,2'-Bipyridine(366-18-7)MS2,2'-Bipyridine(366-18-7)1HNMR2,2'-Bipyridine(366-18-7)13CNMR2,2'-Bipyridine(366-18-7)IR12,2'-Bipyridine(366-18-7)IR22,2'-Bipyridine(366-18-7)IR32,2'-Bipyridine(366-18-7)ESR

366-18-7(2,2'-Bipyridine)Related Search:

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Bicinchoninic Acid Disodium Salt 2,2'-BIQUINOLINE-4,4'-DICARBOXYLIC ACID DIPOTASSIUM SALT TRIHYDRATE 4,4'-DIPHENYL-2,2'-BIPYRIDINE 2,2'-Bipyridine-4,4'-dicarboxylic acid 2,2':6',2''-Terpyridine
2,2'-Bipyridine hydrochloride 4,4'-Bipyridine 4,4'-Dipyridyl hydrate Bipyridine

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2,2'-Bipyridine, ACS, 98.0% min. 2,2-Bipyridyl (2,2-Bipyridine) 2,2'-Bipyridyl ReagentPlus(R), >=99% 2,2'-Bipyridyl Vetec(TM) reagent grade, 98% 2,2'-Bipyridine GR for analysis (reagent for iron(II) and molybdenum) ACS 2,2'-Dipyridyl≥ 99.5% (GC) ,’-Dipyridyl CI-588 'LGC' (1607) A,A'-DIPYRIDYL ALPHA, ALPHA'-BIPYRIDINE ALPHA, ALPHA'-BIPYRIDYL ALPHA,ALPHA'-DIPYRIDYL 2,2-Dipyridyl (2,2-bipyridine) 2,2-Dipyridyl 99.5+ % for analysis BipyridineBIPYwhiteoffwhitextl 2,2'-BIPYRIDYL, REDOX INDICATOR 2,2'-DIPYRIDYL, REAGENTPLUS, >=99% 2,2'-BIPYRIDINE PESTANAL 2,2,-Dipyridyl99+% 2, 2- DIPYRIDYL GR 2-2-BIPYRIDYL GR (2,2-Dipyridyl) 2,2'-Bipyridyl,99% 2,2'-BIPYRIDINE, REAG. 2,2'-BIPYRIDINE REAGENT (ACS) 2,2bipyridine, Bipyridine, Alpha, alphabipyridine, Alpha, alphabipyridyl, 2,2bipyridyl, CI-588, Alpha, alphadipyridyl, 2,2dipyridyl 2,2'-Bipyridine,99+%BIPY 2,2''-BIPYRIDINE BIPY 2,2''-DIPYRIDINE / 2,2''-DIPYRIDYL 2.2-BIPHENYL 99% 2,2''-BIPYRIDYL, GR 99+% 2,2'-Bipyridine, 99+% 2,2'-BIPYRIDINE (2,2'-Bipyridyl) 2'-Bipyridine 2,2-Dipyridyl 99+%, White Crystalline Powder, Reagent Grade α,α'-Dipyridyl, 2,2'-Dipyridyl 2,2'-BIPYRIDINE GR FOR ANALYSIS (REAGENT 2,2'-Bipyridine, ACS, 98% AA-DP alpha,alpha’-dwupirydylu alpha,alpha'-Dipyridine 2,2-Bipyridine, Reagent BIPYRIDINE(2,2'-) 2,2'-Bipyridin 2, 2 - al pyridine 2,2′-Bipyridyl,anhydrous, free-flowing 2,6'-Bipyridine 2,2'-Dipyridyl p.a. -Hydroxyphenyl)-2-butanone-d5 Oxime -Bipyridyl, 2,3&rsquo Isonicoteine (2,3&rsquo Anabaseine (3,4,5,6-Tetrahydro-2,3&rsquo B**2 2'-BIPYRIDYL 6-Bromo-2,2&rsquo Bipyridine test solution(ChP) 2,2'-BIPYRIDINE, TECHNICAL, 97%2,2'-BIPYRIDINE, TECHNICAL, 97%2,2'-BIPYRIDINE, TECHNICAL, 97% 2,2'-BIPYRIDINE, 99%, REAGENT (ACS)2,2'-BIPYRIDINE, 99%, REAGENT (ACS)2,2'-BIPYRIDINE, 99%, REAGENT (ACS)2,2'-BIPYRIDINE, 99%, REAGENT (ACS) 2,2'-Bipyridyl >