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
• UNSPSC Code: 12142100
• NACRES: NA.22
• PubChem Substance ID: 24857754
• EC Number: 203-450-8
• Beilstein/REAXYS Number: 605258
• MDL number: MFCD00008659
• Assay: ≥99%

Eigenschaften

• vapor density: 1.9 (15 °C, vs air)
• Quality Segment: 100
• vapor pressure: 1863 mmHg ( 21 °C)
• assay: ≥99%
• autoignition temp.: 788 °F
• contains: p-tert-butylcatechol as inhibitor
• expl. lim.: 12 %
• bp: −4.5 °C (lit.)
• mp: −109 °C (lit.)
• solubility: water: soluble 0.5 g/L at 20 °C
• density: 0.62 g/mL at 20 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C=CC=C
• InChI: 1S/C4H6/c1-3-4-2/h3-4H,1-2H2
• InChI key: KAKZBPTYRLMSJV-UHFFFAOYSA-N

Beschreibung

General description

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.

May contain up to 4% dimer impurity.

Application

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.

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.

Biochem/physiol Actions

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.

Umweltkarzinogen. Induziert kardiale Hämangiosarkome bei Mäusen.

Packaging

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

Legal Information

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

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

Sicherheitshinweise

• pictograms: GHS02,GHS04,GHS08
• signalword: Danger
• pcodes: P202 - P210 - P280 - P308 + P313 - P377 - P410 + P403
• Lagerklasse: 2A - Gases
• flash_point_f: -104.8 °F - closed cup
• flash_point_c: -76 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)
• hcodes: H220,H280,H340,H350
• Hazard Classifications: Carc. 1A - Flam. Gas 1A - Muta. 1B - Press. Gas Liquefied gas