5-Bromopyrimidine-2-carbonitrile

HCID 686546CAS 38275-57-9

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: N#Cc1ncc(Br)cn1
InChIKey: VPQICCOHFSGBMA-UHFFFAOYSA-N
Summenformel: C5H2BrN3
Durchschnittliche Molmasse: 183,99 g/mol
Monoisotopische Masse: 182,94320916

Namen und Bezeichner

Bevorzugter Name: 5-Bromopyrimidine-2-carbonitrile
IUPAC: 5-bromopyrimidine-2-carbonitrile
Englischer Name: 5-Bromopyrimidine-2-carbonitrile
Summenformel: C5H2BrN3
Molmasse: 183.99

Namen und Synonyme

5-bromopyrimidine-2-carbonitrile38275-57-95-bromo-2-pyrimidinecarbonitrileDTXSID80350712RefChem:534103DTXCID30301779691-026-75-Bromo-2-cyanopyrimidine5-bromo-pyrimidine-2-carbonitileMFCD029404465-bromo-2-cyano-pyrimidineAAR-RCN-98de6bc7-1

Weitere Namen anzeigen

Favipiravir Impurity 452-Cyano-5-bromopyrimidine5-bromo-pyrimidine-2-carb...5-Bromo-2-cyanopyrimidine, 99%5-Bromo-pyrimidine-2-carbonitiL2-PYRIMIDINECARBONITRILE, 5-BROMO-

SCHEMBL236034CHEMBL1889668VPQICCOHFSGBMA-UHFFFAOYSA-N5-Bromo-pyrimidine-2-carbonitrileBDBM496379SBB065685AKOS006346482AC-2981

Datenbank-Bezeichner

CAS: 38275-57-9
PubChem CID: 686546
DTXSID: DTXSID80350712
ChEMBL: CHEMBL1889668
EC Number: 691-026-7

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,9
Polarare Oberfläche (TPSA): 49,6 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 0
Schwere Atome: 9
Formalladung: 0
Komplexität: 130

Physikochemische Eigenschaften

Siedepunkt: 317.7 · 317.7±34.0 °C(Predicted)
Dichte: 1.86 · 1.86±0.1 g/cm3(Predicted)
storage temp.: 2 · Inert atmosphere,2-8°C
pka: -4.65 · -4.65±0.22(Predicted)
Aggregatzustand: Solid
Farbe: White to yellow
Wasserlöslichkeit: Slightly soluble in water.
InChI: InChI=1S/C5H2BrN3/c6-4-2-8-5(1-7)9-3-4/h2-3H
InChIKey: VPQICCOHFSGBMA-UHFFFAOYSA-N
SMILES: C1(C#N)=NC=C(Br)C=N1
CAS Datenbank: 38275 · 38275-57-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302+H312+H332 (25%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 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 (75%)

Sicherheitsdaten

wgk: WGK 3
tsca: No
ridadr: 3077
hs_code: 29339900
risk_code: 20/21/22-37/38-41-50
hazard_code: Xi,Xn,N
hazard_note: Irritant
safety_code: 26-36/37-39-61
hazard_class: 6.1
packing_group: Ⅲ
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

Verwenden5-Bromo-2-cyanopyrimidine is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Darstellung · 1 Eintrag

synthetische5-Bromopyrimidine-2-carbonitrile is a pharmaceutical intermediate that can be obtained by reacting 5-bromo-2-chloropyrimidine with potassium nitride. It can also be obtained as follow: 5-Bromo-2-chloropyrimidine (7.51 g, 38.83 mmol), dissolved in DMSO (20 mL), is added to a mixture of NaCN (1.9 g, 38.83 mmol) and l,4-diazabicyclo[2,2,2]octane (0.87 g, 7.77 mmol) in DMSO (10 mL) and water (20 mL). The mixture is stirred overnight, and then water (100 mL) is added. The mixture is extracted with ether (3x100 mL). The combined organic layer is dried (Na2SO4), filtered, and concentrated in vacuo to afford 5-Bromopyrimidine-2-carbonitrile as a solid.