Isobutylene

Base Information

• Chemical Name: Isobutylene
• CAS No.: 115-11-7
• Molecular Formula: C4H8
• Molecular Weight: 56.1075
• Hs Code.: 29012330
• European Community (EC) Number: 204-066-3
• ICSC Number: 1027
• UN Number: 1055
• UNII: QA2LMR467H
• DSSTox Substance ID: DTXSID9020748
• Nikkaji Number: J2.465A
• Wikipedia: Isobutylene
• Wikidata: Q776976,Q83033885
• RXCUI: 2099712
• Mol file: 115-11-7.mol

Synonyms:2-methyl propene;2-methylpropene;isobutene;isobutylene

Chemical Property of Isobutylene

Chemical Property:

• Appearance/Colour: colorless flammable gas
• Vapor Pressure: 3278 mm Hg ( 37.7 °C)
• Melting Point: - 140 °C
• Refractive Index: 1.3811
• Boiling Point: - 6.9 °C(lit.)
• Flash Point: - 80 °C
• PSA: 0.00000
• Density: 0.627 g/cm³
• LogP: 1.58240
• Water Solubility.: 263mg/L(25 oC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 56.062600255
• Heavy Atom Count: 4
• Complexity: 23
• Transport DOT Label: Flammable Gas

Purity/Quality:

99.9% ^*data from raw suppliers

Isobutene (ca. 8% in Dichloromethane) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+
• Hazard Codes: F+
• Statements: 12
• Safety Statements: 9-16-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CC(=C)C
• Inhalation Risk: On loss of containment this substance can cause serious risk of suffocation when in confined areas.
• Effects of Short Term Exposure: Rapid evaporation of the liquid may cause frostbite. The substance may cause effects on the central nervous system. Exposure at high levels could cause unconsciousness.
• Physical properties: Colorless gas with a coal gas-like odor. The odor threshold concentration is 10 ppmv Nagata and Takeuchi (1990). This gas can be liquefied under pressure. The substance has low solubility in water, soluble in organic solvent, easy to polymerize. It is nonexplosive; however, it forms explosive mixtures with air. Containers holding isobutylene under pressure may explode if heated. The boiling point and freezing point of isobutylene are -6.9°C (19.6°F) and -141°C (-221°F), respectively. Isobutylene is extremely flammable. It is stable under recommended storage conditions and no decomposition may occur if stored and applied as directed.
• Uses: Isobutylene is used as a monomer for the production of various polymers such as butyl rubber, polybutene and polyisobutylene. The most important application of butyl rubber is the manufacture of tyres for cars and other vehicles. Other applications of butyl rubber, polybutene and poyisobutylene are lubricants (motor oils), adhesives, sealants and coatings. Another major use of isobutylene is the production of methyl-tert-butyl ether (MTBE) and ethy-tert-butyl ether (ETBE) which are gasoline blending components for cleaner burning fuels. Isobutylene is also used for the production of anti-oxidants, fragrances and gas odorization products. Primarily used to produce diisobutylene, trimers, butyl rubber, and other polymers; also to produce antioxidants for foods, packaging, food supplements, and for plastics: Hatch, Pet. Refin. 39, No. 6, 207 (1960).

Technology Process of Isobutylene

There total 1553 articles about Isobutylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

tert-butyl(tetraethyldiamido)phosphite → tetraethyldiamidochlorophosphate (1794-24-7) + isobutene (115-11-7,15220-85-6)

Guidance literature:

With tetrachloromethane; at -10 ℃;

Reference yield:

tertiary butyl chloride (507-20-0) + sodium p-nitrophenoxide dihydrate (10424-18-7,42083-62-5,63317-67-9,66924-59-2) + tert-butyl alcohol (75-65-0) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

at 110 ℃;

Reference yield:

4,4-dimethyl-azetidin-2-one (4879-95-2) → 2,2-dimethylaziridine (2658-24-4) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + ethane (74-84-0) + Isobutane (75-28-5,40921-86-6) + carbon monoxide (201230-82-2) + isobutene (115-11-7,15220-85-6)

Guidance literature:

at 149.9 ℃; under 28.5 Torr; Product distribution; Quantum yield; Mechanism; Irradiation; mercury-photosensitized decomposition; other pressures (640 - 5000 Pa), different light intensities;

DOI:10.1246/bcsj.63.2911

upstream raw materials:

tetrahydrofuran

t-butyl bromide

(E)-3-Ureido-but-2-enoic acid ethyl ester

2,2-dimethyl-oxetane

Downstream raw materials:

3-tert-butylthiophene

2-tert-butylthiophene

2,5-di-tert-butylthiophene

tert-butyl alcohol

Refernces

• 1、 Chen, Chunhong,Fan, Zhanxi,Ge, Yiyao,Ma, Qinglang,Mao, Shanjun,Qi, Guodong,Tan, Chaoliang,Wang, Yong,Wang, Zhe,Xu, Jun,Zhang, Xiao. "General Synthesis of Ordered Mesoporous Carbonaceous Hybrid Nanostructures with Molecularly Dispersed Polyoxometallates". . p. 15556 - 15562. Retrieved 2021.
• 2、 Hu, Haiqiang,Ke, Ming,Zhang, Ka,Liu, Qiang,Yu, Pei,Liu, Yang,Li, Changchun,Liu, Wen. "Designing ferrierite-based catalysts with improved properties for skeletal isomerization of n -butene to isobutene". . p. 31535 - 31543. Retrieved 2017.
• 3、 Inoue, Tomoya,Asakura, Kiyotaka,Iwasawa, Yasuhiro. "Catalytic Behavior of Pt/SbOx for Selective Oxidation of i-C4H10 and i-C4H8 in Stationary and Nonstationary Conditions". . p. 184 - 190. Retrieved 1997.
• 4、 Luo, Yajun,Wei, Chunling,Miao, Changxi,Yue, Yinghong,Hua, Weiming,Gao, Zi. "Isobutane Dehydrogenation Assisted by CO2 over Silicalite-1-Supported ZnO Catalysts: Influence of Support Crystallite Size". . p. 703 - 708. Retrieved 2020.
• 5、 Ryabova, R. S.,Osipova, G. F.,Travin, S. O.. "Kinetic scheme of homogeneous acid-catalyzed transformation of isopentenols". . p. 840 - 843. Retrieved 1995.
• 6、 Arif,Dellinger,Taylor. "Rate coefficients of hydroxyl radical reaction with dimethyl ether and methyl tert-butyl ether over an extended temperature range". . p. 2436 - 2441. Retrieved 1997.
• 7、 Natarayan, Srinivasan,Wright, Paul A.,Thomas, John Meurig. "Catalytic Isomerisation of But-1-ene to 2-Methylpropene over Solid Acids: Comparison between DAF-1 and other Shape-selective Magnesium-containing Aluminophosphates and Aluminosilicates". . p. 1861 - 1863. Retrieved 1993.
• 8、 Bunnett, Joseph F.,Migdal, Cyril A.. "Kinetics, Products, and Mechanisms of Reaction of tert-Butyl Chloride with Sodium Methoxide in Methanol and Dimethyl Sulfoxide/Methanol Solvents". . p. 3037 - 3041. Retrieved 1989.
• 9、 Martin-Sanchez, Nicolas,Soares,Pereira, Manuel F.R.,Sanchez-Montero, M.Jesus,Figueiredo, José L.,Salvador, Francisco. "Oxidative dehydrogenation of isobutane catalyzed by an activated carbon fiber cloth exposed to supercritical fluids". . p. 71 - 77. Retrieved 2015.
• 10、 Lick,Gavernet,Bruno-Blanch,Ponzi. "Alternative synthetic strategies for new drug candidates. The thermolysis reaction of N-(benzyl)-N′-(tert-butoxycarbonyl)sulfamide to yield benzylsulfamide". . p. 30 - 34. Retrieved 2010.