2-Bromothiophene

CAS No.：1003-09-4

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2-Bromothiophene Basic information

General descriptio Application Product Introduction

Product Name:	2-Bromothiophene
Synonyms:	TIMTEC-BB SBB003931;2 - broMine thiophene;2-bromothiophene:2-thienyl bromide;INDIP-020;Clopidogrel Impurity 74;2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%2-BROMOTHIOPHENE, 98%;2-THIENYL BROMIDE;2-BROMOTHIOPHENE
CAS:	1003-09-4
MF:	C4H3BrS
MW:	163.04
EINECS:	213-699-4
Product Categories:	Heterocycle-oher series;Thiophene&Benzothiophene;Halides;Thiophenes & Benzothiophenes;Thiophenes & Benzothiophenes;Heterocycles;Thiophenes;Sulfur & Selenium Compounds;bc0001
Mol File:	1003-09-4.mol

2-Bromothiophene Chemical Properties

Melting point	-10 °C
Boiling point	149-151 °C (lit.)
density	1.684 g/mL at 25 °C (lit.)
refractive index	n20/D 1.586(lit.)
Fp	140 °F
storage temp.	2-8°C
form	Liquid
color	Clear colorless to slightly brownish
Specific Gravity	1.684
Water Solubility	IMMISCIBLE
Sensitive	Light Sensitive
BRN	104663
InChIKey	TUCRZHGAIRVWTI-UHFFFAOYSA-N
CAS DataBase Reference	1003-09-4(CAS DataBase Reference)
NIST Chemistry Reference	Thiophene, 2-bromo-(1003-09-4)
EPA Substance Registry System	Thiophene, 2-bromo- (1003-09-4)

Safety Information

Hazard Codes	T,N,Xn
Risk Statements	10-25-41-51/53-36/37/38-23/24-22-20/21/22
Safety Statements	26-36/37/39-45-61-16-36
RIDADR	UN 2929 6.1/PG 2
WGK Germany	3
F	8
Hazard Note	Irritant
TSCA	T
HazardClass	6.1
PackingGroup	II
HS Code	29349990

MSDS Information

Provider	Language
2-Bromothiophene	English
ACROS	English
SigmaAldrich	English
ALFA	English

2-Bromothiophene Usage And Synthesis

General descriptio	2-Bromothiophene undergoes metallation-alkylation reaction with various electrophiles to generate various 5-alkylated 2-bromo products. It is coupled with 4-bromoallyl phenyl ether to produce allyl thiophene ether, which is a new type of organic thin film transistor dielectric material.
Application	In dimethylformamide containing tetramethylammonium perchlorate, 2-bromothiophene is electrochemically reduced many mono- and dihalothiophenes on a carbon cathode by cyclic voltammetry and controlled potential electrolysis.
Product Introduction	The 2-Bromothiophene(casno:1003-09-4) is an organic compound with the formula C4H3BrS. The IUPAC name of this chemical is 2-bromothiophene. With the CAS registry number 1003-09-4, it is also named as Bromothiophene. The product's categories are Thiophenes; Halides; Thiophenes & Benzothiophenes; Thiophene & Benzothiophene; Thiophenes & Benzothiophenes. Besides, 2-Bromothiophene(casno:1003-09-4) is a colorless to light yellow transparent liquid, which should be stored in a closed dark and cool place. 2-Bromothiophene(casno:1003-09-4) can be used for organic synthesis and pharmaceutical intermediates.
Chemical Properties	colorless to light yellow liqui
Uses	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.
Synthesis Reference(s)	Journal of the American Chemical Society, 79, p. 5474, 1957 DOI: 10.1021/ja01577a039Synthesis, p. 890, 1988 DOI: 10.1055/s-1988-27740
General Description	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.

2-Bromothiophene Preparation Products And Raw materials

Raw materials

(5-bromothiophen-2-yl)(phenyl)methanol-->2-BROMO-3-IODOTHIOPHENE-->1,2-DIBROMOTETRACHLOROETHANE-->5-BROMOTHIOPHENE-2-BORONIC ACID-->Thiophene(SIV) (9CI)-->3-Thiopheneboronic acid-->Tetrakis(triphenylphosphine)palladium-->2,5-Dibromothiophene

Preparation Products

2-AMIDINOTHIOPHENE HYDROCHLORIDE-->6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE-->5-(METHYLTHIO)THIOPHENE-2-CARBOXYLIC ACID-->2-(5-BROMO-2-THIENYL)-3-CHLOROQUINOXALINE-->5-(METHYLSULFONYL)THIOPHENE-2-CARBOXYLIC ACID-->2-Bromo-5-nitrothiophene-->5-Bromothiophene-2-carbaldehyde-->5-DIMETHYLAMINO-THIOPHENE-2-CARBALDEHYDE-->4,6-DICHLORO-2-(TRIFLUOROMETHYL)QUINOLINE-->2-(METHYLTHIO)THIOPHENE-->2,2':5',2''-TERTHIOPHENE

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