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872-31-1 - 3-Bromothiophene, 97% - 3-Thienyl bromide - A14022 - Alfa Aesar

A14022 3-Bromothiophene, 97%

Numéro CAS
872-31-1
Synonymes
3-Thienyl bromide

Dimensions Prix ($) Quantité Disponibilité
10g 29,30
50g 121,00
250g 516,00
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3-Bromothiophene, 97%

MDL
MFCD00005464
EINECS
212-821-3

Propriétés chimiques

Formule
C4H3BrS
Poids formulaire
163.04
Point d'ébullition
157-158°
Point d'éclair
63°(145°F)
Densité
1.722
Indice de réfraction
1.5910
Solubilité
Immiscible with water.

Applications

3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, µ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.

Notes

Light sensitive. Incompatible with strong oxidizing agents, strong reducing agents and strong bases.

Références bibliographiques

Intermediate for preparation of 3-substituted thiophenes by the Grignard route: Arkiv. Kemi., 13, 295 (1959). Similarly, used in the synthesis of poly(3-alkylthiophenes) as conducting polymers: J. Org. Chem., 58, 904 (1993). Conditions have been described for the formation of 3-lithiothiophene, previously considered to be stable only under cryogenic conditions. It has been found to be stable in hexane solution at ambient temperature: Tetrahedron Lett., 35, 3673 (1994). Subsequent reaction with electrophiles leads to a variety of 3-substituted thiophenes.

Tang, T.; Lin, T.; Wang, F.; He, C. Origin of Near-Infrared Absorption for Azulene-Containing Conjugated Polymers upon Protonation or Oxidation. J. Phys. Chem. B 2014, 119 (25), 8176-8183.

Skhiri, A.; Beladhria, A.; Yuan, K.; Soule, J.; Salem, R. B.; Doucet, H. Pd-Catalysed Direct Arylation of Heteroaromatics Using (Poly)halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly)halo-Substituted Bi(hetero)aryls. Eur. J. Org. Chem. 2015, 2015 (20), 4428-4436.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H300-H310-H330-H315-H319-H335-H227-H401-H411

Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Combustible liquid. Toxic to aquatic life. Toxic to aquatic life with long lasting effects.

Mentions de prudence: P210-P260-P301+P310-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Rinse mouth. Remove/Take off immediately all contaminated clothing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
105338
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2934.99
TSCA
Yes

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Catalyseurs

Analytique et matériel de laboratoire