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Merck
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주요 문서

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106224

Sigma-Aldrich

3-Bromothiophene

97%

동의어(들):

3-Thienyl bromide

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About This Item

실험식(Hill 표기법):
C4H3BrS
CAS Number:
872-31-1
Molecular Weight:
163.04
Beilstein:
105338
EC Number:
212-821-3
MDL number:
MFCD00005464
UNSPSC 코드:
12352100
PubChem Substance ID:
24846726
NACRES:
NA.22

분석

97%

refractive index

n20/D 1.591 (lit.)

bp

150 °C (lit.)

density

1.74 g/mL at 25 °C (lit.)

작용기

bromo

SMILES string

Brc1ccsc1

InChI

1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H

InChI key

XCMISAPCWHTVNG-UHFFFAOYSA-N

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애플리케이션

3-Bromothiophene can be used as a reactant to synthesize:
  • 3,3-Bithiophene via borylation followed by Suzuki coupling.
  • 3-Alkylthiophenes by NiDPPP++ catalyzed cross-coupling with Grignard reagents.
  • 3-Lithiothiophene by treating with n-butyllithium in hexane.
  • Derivatives of thienylenic α, ω−diformyl−α−oligothiophenes.
  • N-(2-(3-bromothiophen-2-yl)phenyl)methanesulfonamides by coupling at the 2-position with N-arylmethanesulfonamides, mediated by iodobenzene diacetate (178721).

픽토그램

FlameSkull and crossbonesEnvironment
GHS02,GHS06,GHS09

신호어

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Sens. 1 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

125.6 °F - closed cup

Flash Point (°C)

52 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
STBJ6641
STBH9626
STBH6971
STBH6190
STBF6435V

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이미 열람한 고객

Slide 1 of 3

1 of 3

2,3-Dibromothiophene 97%

Sigma-Aldrich

D43905

2,3-Dibromothiophene

2-Ethylhexyl bromide contains 1% potassium carbonate as stabilizer, 95%

Sigma-Aldrich

249416

2-Ethylhexyl bromide

3-Thienylboronic acid ≥95.0%

Sigma-Aldrich

436844

3-Thienylboronic acid

Alexandre Jean et al.
Organic letters, 9(13), 2553-2556 (2007-05-29)
Oxidation of N-aromatic methanesulfonamides with iodobenzene diacetate in the presence of substituted thiophene promotes interesting coupling reactions in moderate to good yields.
Room temperature stable 3-lithiothiophene: a facile synthesis of 3-functional thiophenes.
Wu X, et al.
Tetrahedron Letters, 35(22), 3673-3674 (1994)
Cyclopalladated ferrocenylimine: a highly effective catalyst for the borylation/suzuki coupling reaction
Ning Ma, et al.
Tetrahedron, 63, 4625-4625 (2007)
Synthesis and characterization of 3−hexyl multi−substituted α, ω−diformyl−α−oligothiophenes (n= 3, 6, 8).
Olinga T, et al.
Macromolecular Chemistry and Physics, 198(4), 1091-1107 (1997)
M Zangoli et al.
Nanoscale, 9(26), 9202-9209 (2017-06-27)
We report that nanoparticles prepared from appropriately functionalized polythiophenes once administered to live cells can acquire phototransduction properties under illumination, becoming photoactive sites able to absorb visible light and convert it to an electrical signal through cell membrane polarization. Amine-reactive
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