MilliporeSigma
All Photos(1)

Documents

295035

Sigma-Aldrich

1,3-Butadiene

≥99%

Sign Into View Organizational & Contract Pricing

Synonym(s):
Bivinyl, Vinylethylene, alpha,gamma-Butadiene
Linear Formula:
CH2=CHCH=CH2
CAS Number:
Molecular Weight:
54.09
Beilstein/REAXYS Number:
605258
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

1.9 (15 °C, vs air)

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
487228145491695904
vibrant-m

295035

1,3-Butadiene

vibrant-m

487228

1,3-Butadiene-d6

vibrant-m

145491

2,3-Dimethyl-1,3-butadiene

vibrant-m

695904

1,3-Butadiene solution

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

solubility

water: soluble 0.5 g/L at 20 °C

solubility

-

solubility

-

solubility

-

mp

−109 °C (lit.)

mp

−109 °C (lit.)

mp

−76 °C (lit.)

mp

-

density

0.62 g/mL at 20 °C (lit.)

density

-

density

0.726 g/mL at 25 °C (lit.)

density

0.682 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

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 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 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.
Environmental carcinogen. Induces cardiac hemangiosarcomas in mice.

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:

Legal Information

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

Hose barb

Product No.
Description
Pricing

Regulator

Product No.
Description
Pricing

also commonly purchased with this product

Product No.
Description
Pricing

signalword

Danger

Hazard Classifications

Flam. Gas 1A - Muta. 1B - Press. Gas Liquefied gas

Storage Class

2A - Gases

wgk_germany

WGK 3

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)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 3

1 of 3

Butadiene sulfone 98%

Sigma-Aldrich

B84505

Butadiene sulfone

Isoprene 99%, contains <1000 ppm p-tert-butylcatechol as inhibitor

Sigma-Aldrich

I19551

Isoprene

Selective catalytic hydrodimerization of 1, 3-butadiene by palladium compounds dissolved in ionic liquids.
Dullius JEL, et al.
Organometallics, 17(5), 815-819 (1998)
Useful diene for the Diels-Alder reaction.
Danishefsky S and Kitahara T.
Journal of the American Chemical Society, 96(25), 7807-7808 (1974)
Nickel-catalyzed coupling reaction of alkyl halides with aryl Grignard reagents in the presence of 1, 3-butadiene: Mechanistic studies of four-component coupling and competing cross-coupling reactions.
Iwasaki T, et al.
Chemical Science (2018)
J E Huff et al.
Science (New York, N.Y.), 227(4686), 548-549 (1985-02-01)
Groups of 50 male and 50 female B6C3F1 mice were exposed 6 hours per day, 5 days per week, for 60 to 61 weeks to air containing 0, 625, or 1250 parts per million 1,3-butadiene. These concentrations are somewhat below
Carcinogenicity of 1,3-butadiene in C57BL/6 x C3H F1 mice at low exposure concentrations.
Melnick RL, et al.
Cancer Research, 50, 6592- 6599 (1990)

Articles

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service