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5,5'-Dibromo-2,2'-bithiophene

CAS No.
4805-22-5
Chemical Name:
5,5'-Dibromo-2,2'-bithiophene
Synonyms
M8230;2T-2Br;2TH-2Brb;SPECS AC-776/41252583;2,5'-DibroMobithiophene;2,2'-Bi(5-bromothiophene);5,5'-DibroMo-2,2'-dithienyl;5,5'-dibromo-2,2'-dithiophene;5,5'-Dibromo-2,2'-bithiophene;5,5'-Dibromo-2,2'-bithiophene
CBNumber:
CB5223848
Molecular Formula:
C8H4Br2S2
Molecular Weight:
324.06
MDL Number:
MFCD00219110
MOL File:
4805-22-5.mol
MSDS File:
SDS
Last updated:2026-01-13 11:21:20
Product description Number Pack Size Price
5,5′-Dibromo-2,2′-bithiophene 99% 515493 1g $86.5
5,5′-Dibromo-2,2′-bithiophene 99% 515493 5g $291
5,5'-Dibromo-2,2'-bithiophene >98.0%(GC) D2755 1g $47
5,5'-Dibromo-2,2'-bithiophene >98.0%(GC) D2755 5g $128
5,5’-Dibromo-2,2-bithiophene D425025 2.5g $970
More product size

5,5'-Dibromo-2,2'-bithiophene Properties

Melting point 144-146 °C(lit.)
Boiling point 318.6±37.0 °C(Predicted)
Density 1.951±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to crystal
color White to Light yellow to Light orange
Water Solubility Slightly soluble in water.
InChI InChI=1S/C8H4Br2S2/c9-7-3-1-5(11-7)6-2-4-8(10)12-6/h1-4H
InChIKey SXNCMLQAQIGJDO-UHFFFAOYSA-N
SMILES C1(C2SC(Br)=CC=2)SC(Br)=CC=1
CAS DataBase Reference 4805-22-5(CAS DataBase Reference)
UNSPSC Code 12352103
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS02
Signal word  Danger
Hazard statements  H315-H319-H225
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36/37-24/25
WGK Germany  3
HS Code  29349990
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

5,5'-Dibromo-2,2'-bithiophene price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 515493 5,5′-Dibromo-2,2′-bithiophene 99% 4805-22-5 1g $86.5 2023-06-20 Buy
Sigma-Aldrich 515493 5,5′-Dibromo-2,2′-bithiophene 99% 4805-22-5 5g $291 2023-06-20 Buy
TCI Chemical D2755 5,5'-Dibromo-2,2'-bithiophene >98.0%(GC) 4805-22-5 1g $47 2025-07-31 Buy
TCI Chemical D2755 5,5'-Dibromo-2,2'-bithiophene >98.0%(GC) 4805-22-5 5g $128 2025-07-31 Buy
TRC D425025 5,5’-Dibromo-2,2-bithiophene 4805-22-5 2.5g $970 2021-12-16 Buy
Product number Packaging Price Buy
515493 1g $86.5 Buy
515493 5g $291 Buy
D2755 1g $47 Buy
D2755 5g $128 Buy
D425025 2.5g $970 Buy

5,5'-Dibromo-2,2'-bithiophene Chemical Properties,Uses,Production

Chemical Properties

white to light yellow shiny flakes or

Uses

It is an active pharmaceutical ingredient and an OLED (organic light-emitting diode) intermediate.

Uses

A termination reagent for polymer ization

Synthesis

2,2'-BITHIOPHENE

492-97-7

5,5'-Dibromo-2,2'-bithiophene

4805-22-5

Using 2,2'-bithiophene (5.40 g, 32.4 mmol) as starting material, the reaction was stirred with N-bromosuccinimide (NBS, 11.57 g, 64.8 mmol, 2 eq.) in a solvent mixture of chloroform/acetic acid (1:1 v/v, 300 mL) for 4 hours at 70 °C. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane (50 mL) and saturated aqueous sodium carbonate solution (100 mL). The organic phase was separated and the aqueous phase was extracted with dichloromethane (3 x 50 mL). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a light yellow solid. The solid was washed with acetone to give the pure product 5,5'-dibromo-2,2'-bithiophene (1a, 10.42 g, 98% yield). To further improve the purity, it was recrystallized from tetrahydrofuran (THF). The structure of the product was confirmed by the following characterization data: 1H NMR (DMSO-d6, 600 MHz) δ: 7.23-7.22 (d, J = 3.9 Hz, 2H), 7.15-7.14 (d, J = 3.9 Hz, 2H); 13C NMR (DMSO-d6, 100 MHz) δ: 136.86, 131.60, 136.86, 131.60, 135.22, 110.84 125.22, 110.84; MS (ESI+): m/z = 324.05; UV-Vis (DMSO) λmax = 325 nm; IR (ATR): 3069 cm-1 (Ar-H stretching), 1683 cm-1 (conjugated C=C stretching), 1416 cm -1 (R1-C=C-R2 cis stretching), 1293 cm-1 (C=C bending). Elemental analysis results: calculated C 29.65, H 1.24, S 19.79; measured C 30.03, H 1.40, S 18.13.

References

[1] Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 8, p. 2566 - 2568
[2] Journal of the Chinese Chemical Society, 2018, vol. 65, # 7, p. 828 - 834
[3] Tetrahedron Letters, 2010, vol. 51, # 1, p. 205 - 208
[4] Tetrahedron Letters, 2015, vol. 56, # 2, p. 368 - 373
[5] Helvetica Chimica Acta, 1996, vol. 79, # 3, p. 755 - 766

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View Lastest Price from 5,5'-Dibromo-2,2'-bithiophene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5,5'-Dibromo-2,2'-bithiophene  pictures 2025-11-18 5,5'-Dibromo-2,2'-bithiophene
4805-22-5
US $1.10 / g 1g 99.00% 100 Tons Dideu Industries Group Limited
5,5'-Dibromo-2,2'-bithiophene pictures 2025-09-25 5,5'-Dibromo-2,2'-bithiophene
4805-22-5
US $200.00-1.00 / KG 1KG 99%, 99.5% Sublimated g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
5,5'-Dibromo-2,2'-bithiophene pictures 2022-08-31 5,5'-Dibromo-2,2'-bithiophene
4805-22-5
US $0.00 / g 10g 99% 10kg Zhengzhou Gecko Scientific Inc.

5,5'-Dibromo-2,2'-bithiophene Spectrum

SPECS AC-776/41252583 5,5'-dibromo-2,2'-dithiophene 5,5''-DIBROMO-2,2''-BITHIOPHENE: 99.8% 2,2'-Bi(5-bromothiophene) 5,5'-Dibromo-2,2'-bithiophene,99% 2-broMo-5-(5-broMothiophen-2-yl)thiophene 2,5'-DibroMobithiophene 5,5'-DibroMo-2,2'-dithienyl IN1547, 5,5'-Dibromo-2,2'-bithiophene 2TH-2Brb 2,2'-Bithiophene,5,5'-dibromo- 5,5'-Dibromo-2,2'-bithiophene 99% 2,2'-Bithiophene, 5,5'-dibroMo- 5,5'-DibroMo-2,2'-bithienyl 5,5'-DibroMo-2,2'-bithiophenyl 5,5'-dibromo-2,2'-bisthiophene 5,5'-Dibromo-2,2'-bithiophene> 5,5'-Dibromo-2,2'-bithiophene ISO 9001:2015 REACH M8230 2T-2Br 5,5'-Dibromo-2,2'-bithiophene 5,5'-Dibromo-2,2'-bithiophene 4805-22-5 C8H4S2Br2 C8H4Br2S2 Thiophenes Heterocyclic Building Blocks Halogenated Heterocycles Building Blocks Reagents for Conducting Polymer Research Thiophene Derivatives (for Conduting Polymer Research) Thiophene Series Heterocyclic Building Blocks Organic Electronics and Photonics Synthetic Tools and Reagents Thiophene Monomers and Building BlocksHeterocyclic Building Blocks ThiophenesBuilding Blocks Heterocycles Halogenated Heterocycles Functional Materials Reagents for Conducting Polymer Research Thiophene Derivatives (for Conduting Polymer Research) Thiophen Thiophenes