1,3-Butadiene
ALDRICH/295035 - ≥99%
Synonym: Bivinyl; Vinylethylene; alpha,gamma-
CAS Number: 106-99-0
Empirical Formula (Hill Notation): C4H6
Molecular Weight: 54.09
EC Number: 203-450-8
MDL Number: MFCD00008659
Linear Formula: CH2=CHCH=CH2
Product Type: Chemical
| assay | ≥99% |
| autoignition temp. | 788 °F |
| bp | −4.5 °C (lit.) |
| contains | p-tert-butylcatechol as inhibitor |
| density | 0.62 g/mL at 20 °C (lit.) |
| expl. lim. | 12 % |
| InChI | 1S/C4H6/c1-3-4-2/h3-4H,1- |
| InChI key | KAKZBPTYRLMSJV-UHFFFAOYSA |
| mp | −109 °C (lit.) |
| Quality Level | 100  |
| SMILES string | C=CC=C |
| solubility | water: soluble 0.5 g/L at 20 °C |
| storage temp. | 2-8°C |
| vapor density | 1.9 (15 °C, vs air) |
| vapor pressure | 1863 mmHg ( 21 °C) |
| Application: | 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. |
| 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-hydrodimerizati |
| 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. |
| Biochem/physiol Actions: | Environmental carcinogen. Induces cardiac hemangiosarcomas in mice. |
| 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. |
| General description: | May contain up to 4% dimer impurity. |
| Legal Information: | Aldrich is a registered trademark of Sigma-Aldrich Co. LLC |
| Legal Information: | Sure/Pac is a trademark of Sigma-Aldrich Co. LLC |
| Packaging: | 1 kg in Sure/Pac™ |
| Packaging: | 100, 400 g in Sure/Pac™ |
| Packaging: | Supplied in a Sure/Pac™ cylinder and has a brass needle valve with a male 1/4" NPTF outlet thread installed. Before using the cylinder, ensure that the valve is closed, then remove the galvanized steel hex cap that seals the outlet valve. Compatible with the following: • Aldrich® Sure/Pac™ station for liquefied gases Z566446 • PTFE Sealing tape Z104388 or Z221880 • Brass hose adapter Z146811 • Aldrich® mini gas regulator Z513539 |
| Symbol |    GHS02,GHS04,GHS08 |
| Signal word | Danger |
| Hazard statements | H220 - H280 - H340 |
| Precautionary statements | P202 - P210 - P280 - P308 + P313 - P377 - P410 + P403 |
| Hazard Codes | F+,T |
| Risk Statements | 45-46-12 |
| Safety Statements | 53-45 |
| RIDADR | UN1010 - class 2 - BUTADIENES, STABILIZED |
| WGK Germany | WGK 3 |
| Flash Point(F) | -104.8 °F - closed cup |
| Flash Point(C) | -76 °C - closed cup |
| Purity | ≥99% |
| bp | −4.5 °C (lit.) |
| mp | −109 °C (lit.) |
| Density | 0.62 g/mL at 20 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12142100 |