| Identification | More | [Name]
Isobutylbenzene | [CAS]
538-93-2 | [Synonyms]
1-ISOBUTYLBENZENE
1-PHENYLISOBUTANE
2-METHYL-1-PHENYLPROPANE
ISOBUTYLBENZENE
(2-methyl-1-propyl)benzene
(2-methylpropyl)-benzen
(2-Methylpropyl)benzene
(2-methylpropyl)-Benzene
1-Phenyl-2-methylpropane
2-Methylpropylbenzene
Benzene, isobutyl-
Benzene,(2-methylpropyl)-
benzene,2-methylpropyl-
i-Butylbenzene
isobutyl-benzen
Isobutylbenzene,99%
ISOBUYTEL BENZENE
ISOBUTYLBENZENE, STANDARD FOR GC
Isobutylbenzene, 99.50%
Canadian Atlantic RBCA VPH Surrogate Standard | [EINECS(EC#)]
208-706-2 | [Molecular Formula]
C10H14 | [MDL Number]
MFCD00008936 | [Molecular Weight]
134.22 | [MOL File]
538-93-2.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS LIQUID | [Melting point ]
-51 °C (lit.) | [Boiling point ]
170 °C/736 mmHg (lit.) | [density ]
0.853 g/mL at 25 °C(lit.)
| [vapor pressure ]
4.2 mm Hg ( 37.7 °C)
| [refractive index ]
n20/D 1.486(lit.)
| [Fp ]
131 °F
| [storage temp. ]
Flammables area | [solubility ]
0.01g/l | [form ]
neat | [pka]
>14 (Schwarzenbach et al., 1993) | [color ]
Colorless to Almost colorless | [explosive limit]
0.8-6%(V) | [Water Solubility ]
INSOLUBLE | [Merck ]
14,5134 | [BRN ]
1852218 | [Henry's Law Constant]
(x 10-2 atm?m3/mol):
1.09 at 25 °C (Hine and Mookerjee, 1975) | [Dielectric constant]
2.3（Ambient） | [InChIKey]
KXUHSQYYJYAXGZ-UHFFFAOYSA-N | [LogP]
4.8 at 23℃ and pH6 | [CAS DataBase Reference]
538-93-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, (2-methylpropyl)-(538-93-2) | [EPA Substance Registry System]
538-93-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S60:This material and/or its container must be disposed of as hazardous waste . | [RIDADR ]
UN 3295 3/PG 3 | [WGK Germany ]
3 | [RTECS ]
DA3550000 | [Autoignition Temperature]
802 °F | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29029000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Toluene-->Sodium carbonate-->PROPYLENE-->Potassium-->Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml-->ISOBUTYLMAGNESIUM CHLORIDE-->Isobutyrophenone-->Isobutyl iodide-->2-METHYL-1-PHENYLPROPENE-->1-Chloro-2-methylpropane-->1-Bromo-2-methylpropane-->2-Methyl-1-phenyl-2-propanol-->Cyclohexene, 3-methylene-4-(1-methylethenyl)--->CIS-1-ISOPROPYL-4-METHYLCYCLOHEXANE | [Preparation Products]
2-Butanone-->Terfenadine-->SODIUM 3-4-ISOBUTYLPHENYL)-2,3-EPOXYBUTYURATE-->Ibuprofen-->ETHYL 3-(4-ISOBUTYLPHENYL)-3-METHYL GLYCIDATE-->4'-(2-Methylpropyl)acetophenone-->Butibufen-->4-isobutylaniline-->4-ISO-BUTYLBUTYROPHENONE |
| Hazard Information | Back Directory | [Hazard]
Moderate fire risk. Toxic in high concentration, a skin and eye irritant. | [Chemical Properties]
CLEAR COLOURLESS LIQUID | [Physical properties]
Clear, colorless, liquid with an odor resembling butylbenzene, tert-butylbenzene, ethylbenzene, or
toluene. An odor threshold concentration of 80 μg/kg was reported (quoted, Verschueren, 1983) | [Uses]
Intermediate for perfumery and analgesic anti-inflammatory (Ibuprofen). | [Definition]
ChEBI: Isobutylbenzene is an alkylbenzene that is benzene carrying an isobutyl substituent. | [Preparation]
Isobutylbenzene synthesis: Isobutyrophenone, underwent a Wolff–Kishner reduction using hydrazine hydrate and strong base conditions to synthesize isobutyl benzene. The solvent for this reaction was replaced with the more sustainable solvent glycerol. The glycerol for this reaction was obtained from the synthesis of biodiesel. The reaction was allowed to heat at reflux (149–155 °C) for a period of three hours. An average 51 % yield of isobutyl benzene was obtained from the solar synthesis, compared to a 55 % yield from an in-lab, electrical heating analysis.
 | [Synthesis Reference(s)]
Journal of the American Chemical Society, 73, p. 4343, 1951 DOI: 10.1021/ja01153a092
Synthetic Communications, 26, p. 763, 1996 DOI: 10.1080/00397919608086751
Tetrahedron Letters, 27, p. 6369, 1986 DOI: 10.1016/S0040-4039(00)87811-9 | [General Description]
Isobutylbenzene is synthesized by the isopropylation at the side chain over Na, K and Cs exchanged zeolites. | [Environmental Fate]
Biological. Oxidation of isobutylbenzene by Pseudomonas desmolytica S44B1 and
Pseudomonas convexa S107B1 yielded 3-isobutylcatechol and (+)-2-hydroxy-8-methyl-6-oxononanoic
acid (Jigami et al., 1975).
Chemical/Physical. Complete combustion in air yields carbon dioxide and water vapor.
Isobutylbenzene will not hydrolyze because it has no hydrolyzable functional group. |
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