4,4'-ビピリジル

4,4'-Bipyridine

HCID 11107
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基本情報

CAS
123333-55-1
標準SMILES
c1cc(-c2ccncc2)ccn1
InChIKey
MWVTWFVJZLCBMC-UHFFFAOYSA-N
分子式
C10H8N2
平均分子量
156.18 g/mol
単同位体質量
156.06874826

概要

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

名称と識別子

優先名称
4,4'-Bipyridine
IUPAC
4-pyridin-4-ylpyridine
現地名
4,4'-ビピリジル
英語名
4,4'-Bipyridine
分子式
C10H8N2
分子量
156.18

名称と別名

4,4'-Bipyridine553-26-44,4'-DIPYRIDYL4,4'-Bipyridyl4-(4-Pyridyl)pyridine4,4'-Dipyridinegamma,gamma'-Bipyridylgamma,gamma'-DipyridylDTXSID2027200X4O2OD61CBNSC-404423DTXCID107200
名称をさらに表示
4,4'-ビピリジル4,4′-ジピリジル4,4'-ビピリジン, 無水４，４Vビピリジル4・4'-ビピリジル4,4'-ジピリジル4,4'-ビピリジン4，4’-ビピリジル4,4'‐ビピリジル4,4′‐ジピリジル4,4′‐ビピリジル4,4′‐ビピリジル水和物標準品4,4'-ビピリジル (無水)4,4'-ビピリジン, 98%4,4′-ビピリジル4,4′-ビピリジンγ,γ′-ジピリジン4,4-BIPYRIDINE4'-Bipyridine4,4''-BipyridineGAMMA,GAMMA-DIPYRIDYL'LGC' (1608)
CHEBI:30985RefChem:506524209-036-3628-542-94,4-Bipyridyl4-pyridin-4-ylpyridine4,4-Dipyridyl4,4'-Dipyridyl hydrate

データベース識別子

CAS
123333-55-1、37275-48-2、553-26-4
PubChem CID
11107
DTXSID
DTXSID2027200
ChEMBL
CHEMBL1374568
ChEBI
CHEBI:30985
UNII
X4O2OD61CB
EC Number
209-036-3、628-542-9
Nikkaji
J45.972K

物性

構造計算による物性

XLogP
1.4
極性表面積
25.8 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
1
重原子数
12

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Pyridines
SpringerMaterials PropertiesSchoenflies notation
LogP1.33
Vapor Pressure0.0000556 [mmHg]
Physical DescriptionSolid; [IUCLID] White crystalline solid with a pungent odor; [Alfa Aesar MSDS]
Collision Cross Section135.5 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID2027200]

物理化学的性質

融点
109 · 109-112 °C(lit.)
沸点
305 °C · 305 °C(lit.)
比重(密度)
1.2814 · 1.2814 (rough estimate)
屈折率
1.6057 · 1.6057 (estimate)
闪点
304 · 304-305°C
貯蔵温度
30 °C · Store below +30°C.

化学的性質

化学的特性off-white to tan powder

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301+H311 (35.4%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 79 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

危険有害性情報

Regulatory Information · 3 件

Chemical: 4,4'-Bipyridine

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

4,4'-Bipyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Skin lesions of the face, neck, and arms reported in 30 employees in a manufacturing plant; Histological evaluation revealed a progression from keratosis to Bowen's disease, and squamous cell carcinoma in 6 cases; A study of 246 employees at 28 factories during 1984-1985 showed 34% with hyperpigmented macules and 20% with marked hyperkeratotic lesions; Not irritating to rabbit skin; Not sensitizing in guinea pig maximization test; Changes in the lung, some changes in kidney and spleen, lachrymation, swelling around eyes, and occasional convulsions observed in oral lethal-dose studies of rats; Histopathological changes to liver and kidney reported in skin irritation study of rats; Dermal LD50 (rabbit) = 400-800 mg/kg; [IUCLID] Causes lacrimation, somnolence, and dyspnea in oral lethal-dose studies of rats; [RTECS] Generally not irritating to skin; Toxic by ingestion and skin absorption; [Alfa Aesar MSDS] See 2,3'-Bipyridine and 2,2'-Bipyridine.

Hazard Classes and Categories · 3 件

Acute Tox. 3 (98.7%)

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 3

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin

安全データ

wgk
3
tsca
TSCA listed
rtecs
DW1760000
ridadr
UN 2811 6.1/PG 3
毒性
LD50 orally in Rabbit: 172 mg/kg
PRTR法
第二種指定化学物質

化学と産業

用途と製造

Uses · 2 件

Formed as a pyrolysis product in tobacco smoke and also from the degradation of the herbicide paraquat; [Reference #1]

Smoking cigarettes [Category: Food & Drugs]

General Manufacturing Information4,4'-Bipyridine: ACTIVE
応用分野 · 4 件

用途4,4'-ビピリジンは、メチルビオローゲン、またはパラコートとして知られる化合物、1,1'-ジメチル-4,4'-ビピリジニウムの原料となる。4,4'-ビピリジンの窒素原子上に置換基を導入した化合物は「ビオロゲン（ビオローゲン）」の慣用名で総称される。

用途有機合成原料、無電解メッキ添加物。

使用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.

一般的な説明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.

調製方法 · 1 件

純化方法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.]

上流・下流製品情報

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明

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

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