2-ブロモチオフェン

2-Bromothiophene

HCID 13851

基本情報

CAS
1003-09-4
標準SMILES
Brc1cccs1
InChIKey
TUCRZHGAIRVWTI-UHFFFAOYSA-N
分子式
C4H3BrS
平均分子量
163.04 g/mol
単同位体質量
161.9138832

名称と識別子

優先名称
2-Bromothiophene
IUPAC
2-bromothiophene
現地名
2-ブロモチオフェン
英語名
2-Bromothiophene
分子式
C4H3BrS
分子量
163.04

名称と別名

2-BROMOTHIOPHENE1003-09-4Thiophene, 2-bromo-2-Thienyl bromideGFF929NUW7NSC 4456NSC-4456EINECS 213-699-4DTXSID40613892Thienyl bromideThiophene, 2bromoRefChem:467332
名称をさらに表示
2-ブロモチオフェン2-チエニルブロミド2ブロモチオフェン臭化2-チエニル2‐ブロモチオフェン2-ブロモチオフェン, 98+%2-BromthiophenS0502DKIIRINDIP-020forTipepidineThienyl bromide2-bromo-thiophen2-Bromothiaphene
DTXCID7032509213-699-4InChI=1/C4H3BrS/c5-4-2-1-3-6-4/h1-3Thiophene, bromo-Bromothiophene2-bromo-thiophene2-bromo thiopheneMFCD00005417

データベース識別子

CAS
1003-09-4、60326-18-3
PubChem CID
13851
DTXSID
DTXSID4061389
UNII
GFF929NUW7
EC Number
213-699-4
Nikkaji
J101.470F

物性

構造計算による物性

XLogP
2.8
極性表面積
28.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
0
重原子数
6

実験および物理化学的性質

Chemical ClassesOther Classes -> Thiophenes
SpringerMaterials PropertiesSchoenflies notation
LogP2.75
Physical DescriptionClear slightly brown liquid with a stench; [Acros Organics MSDS]

物理化学的性質

融点
-10 °C · -10 °C
沸点
149 · 149-151 °C (lit.)
比重(密度)
1.684 g/mL · 1.684 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.586(lit.)
闪点
140 °F · 140 °F
貯蔵温度
2 · 2-8°C

化学的性質

化学的特性colorless to light yellow liquid. Soluble in ether and acetone, insoluble in water.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 78 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/20637

2-Bromothiophene: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; Highly toxic by skin absorption; Harmful by ingestion and inhalation; Oral LD50 (rat) = 200-250 mg/kg; [Acros Organics MSDS] See 3,4-Dibromothiophene.
Hazard Classes and CategoriesFlam. Liq. 3 (100%)

毒性情報

Toxicity DataLC50 (rat) = 1,040 mg/m3/4hr

安全データ

F
8
wgk
3
tsca
TSCA listed
ridadr
UN 2929 6.1/PG 2
hs_code
29349990
risk_code
10-25-41-51/53-36/37/38-23/24-22-20/21/22

化学と産業

用途と製造

General Manufacturing InformationThiophene, 2-bromo-: ACTIVE
応用分野 · 2 件

使用2-Bromothiophene has been used in electrochemical reduction of a number of mono- and dihalothiophenes at carbon cathodes in dimethylformamide containing tetramethylammonium per chlorate by cyclic voltammetry and controlled-potential electrolysis.

一般的な説明2-Bromothiophene undergoes metalation-alkylation reaction with various electrophiles to form various 5-alkylated 2-bromo products. It undergoes coupling with 4-bromo allyl phenyl ether to form allyl phenyl thiophene ether, which is a novel potential dielectric material for organic thin film transistors.

調製方法 · 1 件

製造方法2-Bromothiophene is synthesized by bromination of thiophene, which is achieved through the following steps: dissolve thiophene in acetic acid, and add bromine in glacial acetic acid solution below 10°C. Water was added to the reaction mixture to precipitate an oily liquid. Extract with ether. Add potassium carbonate to the extract to remove acetic acid, dry it, distill off the ether, and then conduct vacuum distillation to collect fractions at 42-46°C (1.73kPa) to obtain 2-bromothiophene with a yield of 55%.

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関連反応

271 件

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