2-Brom-3-methylthiophen

2-Bromo-3-methylthiophene

HCID 84314CAS 14282-76-9

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: Cc1ccsc1Br
InChIKey: YYJBWYBULYUKMR-UHFFFAOYSA-N
Summenformel: C5H5BrS
Durchschnittliche Molmasse: 177,06 g/mol
Monoisotopische Masse: 175,92953326

Namen und Bezeichner

Bevorzugter Name: 2-Bromo-3-methylthiophene
IUPAC: 2-bromo-3-methylthiophene
Lokaler Name: 2-Brom-3-methylthiophen
Englischer Name: 2-Bromo-3-methylthiophene
Summenformel: C5H5BrS
Molmasse: 177.06

Namen und Synonyme

2-Bromo-3-methylthiophene14282-76-9Thiophene, 2-bromo-3-methyl-EINECS 238-175-2DTXSID20162194RefChem:85683DTXCID1084685238-175-2YYJBWYBULYUKMR-UHFFFAOYSA-N2-bromo-3-methyl-thiopheneMFCD000597412-Bromo-3-methylthiophene-d3

Weitere Namen anzeigen

2B3MT178.04TH1-Br2-Bromo-3-methylthio2-bromo-3-methyltiophene3-Methyl-2-bromothiopheneThiophene,2-bromo-3-methyl-2-Bromo-3-methylthiophene>2-Bromo-3-methylthiophene 97%

2-bromo-3-methythiopheneSCHEMBL438162-Bromo-3-methylthiophene #BIDD:GT0358SCHEMBL694060SCHEMBL32865382-Bromo-3-methylthiophene, 95%SBB089226

Datenbank-Bezeichner

CAS: 14282-76-9
PubChem CID: 84314
DTXSID: DTXSID20162194
EC Number: 238-175-2
Nikkaji: J149.674C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 28,2 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 7
Formalladung: 0
Komplexität: 65,1

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesOptical coefficient

Physikochemische Eigenschaften

Schmelzpunkt: 25 °C · <25 °C
Siedepunkt: 173 · 173-176 °C (lit.)
Dichte: 1.572 g/mL · 1.572 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.572(lit.)
Flammpunkt: 155 °F · 155 °F
storage temp.: 2 · 2-8°C
Wasserlöslichkeit: Insoluble in water
Löslichkeit: soluble in Chloroform, Ethyl Acetate
Aggregatzustand: liquid
Farbe: Pale yellow
Wichte: 1.58 · 1.580
BRN: 105719 · 105719
InChI: InChI=1S/C5H5BrS/c1-4-2-3-7-5(4)6/h2-3H,1H3
InChIKey: YYJBWYBULYUKMR-UHFFFAOYSA-N
SMILES: C1(Br)SC=CC=1C
CAS Datenbank: 14282 · 14282-76-9(CAS DataBase Reference)
NIST chemische Informationen: 2 · Thiophene, 2-bromo-3-methyl-(14282-76-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)

Sicherheitsdaten

wgk: 3
ridadr: UN 2810
hs_code: 29349990
risk_code: 25-41-43-36/37/38-20/21/22
hazard_code: T,Xi,Xn
hazard_note: Harmful
safety_code: 26-36/37/39-45
hazard_class: 6.1
packing_group: III

Chemie und Industrie

Anwendungen

Verwenden2-Bromo-3-methylthiophene was used in the preparation of poly(3,3′′′-dimethyl-(2,2′:5′,2′:5′,2′′′)tetrathiophene)). It was also used in the preparation of 2-bromo-3-(bromomethyl)thiophene, lachrymatory compound.

Darstellung · 1 Eintrag

synthetische2-Bromo-3-methylthiophene synthesis: To a solution of glacial AcOH (100 mL), acetic anhydride (4.0 g, 0.039 mol), and 3-methylthiophene (9.82 g, 0.100 mol) as a stirred mixture was added NBS (19.6 g, 0.11 mol) in one portion with a slight exotherm to 44 oC. After 20 min the reaction mixture was poured onto ice, neutralized with sodium bisulfite and extracted with ether. The ether layer was washed with water and concentrated to give 11.3 g (64%) of 2-bromo-3-methylthiophene as a tan colored liquid in 88% purity by GC area % analysis: 1H NMR (CDCl3) d 7.1 (d, 1H, J=5.7 Hz), 6.7 (d, 1H, J=5.9 Hz), 2.2 (s, 3H).