2,2'-Bipyridine | 366-18-7

2,2'-Bipyridine Properties

Melting point	70-73 °C(lit.)
Boiling point	273 °C(lit.)
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
Odor	Characteristic odour
PH	7.5 (5g/l, H2O, 25℃)
Water Solubility	5.5 g/L 22 ºC
Merck	14,3347
BRN	113089
Stability	Stable. Incompatible with strong oxidizing agents, most common metals. May be light sensitive.
InChIKey	ROFVEXUMMXZLPA-UHFFFAOYSA-N
CAS DataBase Reference	366-18-7(CAS DataBase Reference)
EWG's Food Scores	1
FDA UNII	551W113ZEP
NIST Chemistry Reference
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS)

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

Yes

HazardClass

6.1

PackingGroup

III

HS Code

29333999

Toxicity

LD50 i.p. in mice: 200 mg/kg (Grady)

NFPA 704

	1
3		0

2,2'-Bipyridine price More Price(64)

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	$136	2023-06-20	Buy
Sigma-Aldrich	798533	2,2′-Bipyridyl anhydrous, free-flowing, Redi-Dri , ReagentPlus , 99%	366-18-7	100g	$152	2023-06-20	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
Sigma-Aldrich	1.03098	2,2′-Bipyridine GR for analysis (reagent for iron(II) and molybdenum) ACS	366-18-7	25g	$185	2022-05-15	Buy
TCI Chemical	B0468	2,2'-Bipyridyl >99.0%(T)	366-18-7	25g	$48	2023-06-20	Buy

Product number	Packaging	Price	Buy
798533	50g	$136	Buy
798533	100g	$152	Buy
1.03098	5G	$55.1	Buy
1.03098	25g	$185	Buy
B0468	25g	$48	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.

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 10?8?M.

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.]

2,2'-Bipyridine synthesis

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( 734)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Bojing Chemical Co.,Ltd.	+86-86-02137122233 +8613795318958	bj1@bj-chem.com	China	296	55
Wuhan Bright Chemical Co., Ltd	+86-02785803473 +86-15071395570	alice@brightchemical.com.cn	China	93	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5948	58
Shanghai UCHEM Inc.	+862156762820 +86-13564624040	sales@myuchem.com	China	6076	58
Hebei Fengqiang Trading Co., LTD	+8613373049370	kaia@hbfengqiang.com	China	982	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29767	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21722	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1807	55
Hangzhou FandaChem Co.,Ltd.	+8615858145714	fandachem@gmail.com	China	9365	55
Speranza Chemical Co., Ltd.	+86-86-075521030354 +8618688942810	sophieliu@speranzachem.com	China	632	55

Supplier	Advantage
Shanghai Bojing Chemical Co.,Ltd.	55
Wuhan Bright Chemical Co., Ltd	58
Hebei Yanxi Chemical Co., Ltd.	58
Shanghai UCHEM Inc.	58
Hebei Fengqiang Trading Co., LTD	58
Capot Chemical Co.,Ltd.	60
Henan Tianfu Chemical Co.,Ltd.	55
Shanghai Time Chemicals CO., Ltd.	55
Hangzhou FandaChem Co.,Ltd.	55
Speranza Chemical Co., Ltd.	55

View Lastest Price from 2,2'-Bipyridine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-11-29	2,2' Dipyridyl 366-18-7	US $20.00 / KG	1KG	99%	200 tons/ year	Speranza Chemical Co., Ltd.
2023-10-19	2,2’-Bipyridine 366-18-7	US $65.00-495.00 / g	1g	0.98	25kg	Shanghai UCHEM Inc.
2023-09-12	2,2'-Bipyridine 366-18-7	US $100.00 / bag	1bag	99	5000	Hebei Fengqiang Trading Co., LTD

2,2' Dipyridyl
366-18-7
US $20.00 / KG
99%
Speranza Chemical Co., Ltd.

2,2’-Bipyridine
366-18-7
US $65.00-495.00 / g
0.98
Shanghai UCHEM Inc.

2,2'-Bipyridine
366-18-7
US $100.00 / bag
99
Hebei Fengqiang Trading Co., LTD

2,2'-Bipyridine Spectrum

2,2'-Bipyridine(366-18-7)MS 2,2'-Bipyridine(366-18-7)¹HNMR 2,2'-Bipyridine(366-18-7)¹³CNMR 2,2'-Bipyridine(366-18-7)IR1 2,2'-Bipyridine(366-18-7)IR2 2,2'-Bipyridine(366-18-7)IR3 2,2'-Bipyridine(366-18-7)ESR

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

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CIS-BIS-(2,2'-BIPYRIDINE)DICHLORORUTHENIUM(II) CIS-DICHLOROBIS(2,2'-BIPYRIDINE)RUTHENIUM(II) DIHYDRATE 4,4 -DINOYL-2,2 -DIPYRIDYL 2,2'-DIPYRIDYL-D8,2,2'-DIPYRIDYL-D8, 98 ATOM % D DIPIPERIDINOMETHANE

4,4''-DIPYRIDYL N,N''-DIOXIDE 2,2'-DIPYRIDYL-4,4'-DICARBOXYLIC ACID 2,2'-Biquinoline-4,4-dicarboxylic acid disodium salt Chromium picolinate [Co(H2O)(ClO4)2(N-{3-[3-N-(3-(2-pyridyl)pyrazolylmethyl)-5-tert-butylsalicyl]-5-tert-butyl-2-methoxylbenzyl}-3-pyridylpyrazole)]2

2,2'-BIQUINOLINE-4,4'-DICARBOXYLIC ACID DIPOTASSIUM SALT TRIHYDRATE 4'-(4-METHYLPHENYL)-2,2':6',2''-TERPYRIDINE 4,4'-DIPHENYL-2,2'-DIPYRIDYL,4,4'-DIPHENYL-2,2'-DIPYRIDYL, TECH. 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 2,2’-bipyridin CI-588 'LGC' (1607) 2,2'-DIPYRIDYL 2,2'-BIPYRIDINE 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'Bipyridinyl 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'-Dipyridine 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