295035

1,3-Butadien

≥99%

• Synonym(e): Bivinyl, Vinylethylene, alpha,gamma-Butadiene
• Lineare Formel: CH₂=CHCH=CH₂
• CAS-Nummer: 106-99-0
• Molekulargewicht: 54.09
• Beilstein: 605258
• EG-Nummer: 203-450-8
• MDL-Nummer: MFCD00008659
• UNSPSC-Code: 12142100
• PubChem Substanz-ID: 24857754
• NACRES: NA.22

Eigenschaften

• Dampfdichte: 1.9 (15 °C, vs air)
• Qualitätsniveau: 100
• Dampfdruck: 1863 mmHg ( 21 °C)
• Assay: ≥99%
• Selbstzündungstemp.: 788 °F
• Enthält: p-tert-butylcatechol as inhibitor
• Expl.-Gr.: 12 %
• bp: −4.5 °C (lit.)
• mp (Schmelzpunkt): −109 °C (lit.)
• Löslichkeit: water: soluble 0.5 g/L at 20 °C
• Dichte: 0.62 g/mL at 20 °C (lit.)
• Lagertemp.: 2-8°C
• SMILES String: C=CC=C
• InChI: 1S/C4H6/c1-3-4-2/h3-4H,1-2H2
• InChIKey: KAKZBPTYRLMSJV-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

May contain up to 4% dimer impurity.

1,3-Butadiene (BD) is a simplest conjugated diene. It is a colorless gas that turns to liquid easily. The vapor phase conversion of ethanol in the presence of Cr-Ba/MCM-41 (mesoporous silica molecular sieve) catalyst reported a yield of 25% of BD. It is also formed as a coproduct of ethylene production. Mechanism of Diels-Alder reaction of 1,3-butadiene with ethylene has been investigated.

Anwendung

1,3-Butadiene can undergo a four-component coupling reaction with aryl Grignard reagents, and alkyl fluorides in the presence of nickel catalyst to form 1,6-octadiene carbon compound substituted with alkyl and aryl groups at the 3- and 8-positions.

1,3-Butadiene is a useful diene for Diels Alder reaction.
It may be used in the synthesis of the following:

• 1-Silyl-substituted 1,3-butadienes, by [RuHCl(CO)(PCy₃)₂]-catalyzed silylative coupling of terminal (E)-1,3-dienes with vinylsilanes.
• Synthetic rubber and thermoplastic resins.
• Disilylated dimers by reacting with chlorosilanes.
• Octa-2,7-dien-1-ol via palladium catalyzed-hydrodimerization.

Biochem./physiol. Wirkung

Umweltkarzinogen. Induziert kardiale Hämangiosarkome bei Mäusen.

1,3-Butadiene has been reported to induce hemangiosarcomas of the heart, malignant lymphomas, alveolar-bronchiolar neoplasms, squamous cell neoplasms of the forestomach in males and female mice. It also induced acinar cell carcinomas of the mammary gland, granulosa cell neoplasms of the ovary, and hepatocellular neoplasms in female mice. Carcinogenicity induced by inhaled 1,3-butadiene has been investigated in C57BL/6 x C3H F1 mice.

Verpackung

Packaged in Sure/Pac^™ carbon steel cylinders with 1/4" NPTM brass needle valve

Rechtliche Hinweise

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC

Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

Sicherheitshinweise

• Piktogramme: GHS02,GHS04,GHS08
• Signalwort: Danger
• H-Sätze: H220,H280,H340
• P-Sätze: P202 - P210 - P280 - P308 + P313 - P377 - P410 + P403
• Gefahreneinstufungen: Flam. Gas 1A - Muta. 1B - Press. Gas Liquefied gas
• Lagerklassenschlüssel: 2A - Gases
• WGK: WGK 3
• Flammpunkt (°F): -104.8 °F - closed cup
• Flammpunkt (°C): -76 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)