Isobutylbenzene
Basic information
- CAS
28729-54-6- Standard SMILES
CC(C)Cc1ccccc1- InChIKey
KXUHSQYYJYAXGZ-UHFFFAOYSA-N- Molecular formula
- C10H14
- Average molar mass
- 134.22 g/mol
- Monoisotopic mass
- 134.10955045
Overview
Isobutylbenzene is an alkylbenzene that is benzene carrying an isobutyl substituent.
Names & identifiers
- Preferred name
- Isobutylbenzene
- IUPAC
- 2-methylpropylbenzene
- English name
- Isobutylbenzene
- Molecular formula
- C10H14
- Molecular weight
- 134.22
Names & synonyms
ISOBUTYLBENZENE538-93-2(2-Methylpropyl)benzene2-Methyl-1-phenylpropaneBenzene, (2-methylpropyl)-2-methylpropylbenzene1-Phenyl-2-methylpropaneBenzene, isobutyl-2-Phenyl-2-methylpropaneDTXSID60271811PhenylisobutaneEINECS 208-706-2
Show more names
Benzene,(2-methylpropyl)-i-Butylbenzene2-Benzylpropaneisobutyl-benzen1-PHENYLISOBUTANE1-ISOBUTYLBENZENEISOBUYTEL BENZENElsobutyl benzene
FI94T26KGBNSC 24848BRN 1852218NSC-248484-05-00-01042 (Beilstein Handbook Reference)ISOBUTYLBENZENE [MI]DTXCID707181CHEBI:43261
Database identifiers
- CAS
28729-54-6、538-93-2- PubChem CID
- 10870
- DTXSID
DTXSID6027181- ChEMBL
CHEMBL195882- ChEBI
CHEBI:43261- UNII
- FI94T26KGB
- EC Number
- 208-706-2
- Nikkaji
- J43.442F
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 78
Experimental & physicochemical properties
Chemical ClassesFlammable agents - 2nd degree
SolventsSolvents -> Aromatic Solvents
SpringerMaterials PropertiesBoiling point
LogP4.68
Vapor Pressure1.93 [mmHg]
Physical Description
Liquid
Liquid; [Merck Index] Colorless liquid with a sweet odor; [Chevron Phillips MSDS]
Physicochemical properties
- Melting point
- -51 °C · -51 °C (lit.)
- Boiling point
- 170 °C/736 · 170 °C/736 mmHg (lit.)
- Density
- 0.853 g/mL · 0.853 g/mL at 25 °C (lit.)
- vapor pressure
- 4.2 mm · 4.2 mm Hg ( 37.7 °C)
- refractive index
- 20 · n20/D 1.486(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 185 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H226: Flammable liquid and vapor [Warning Flammable liquids]
Hazard information
Regulatory Information
Chemical: Benzene, (2-methylpropyl)-
Benzene, (2-methylpropyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, (2-methylpropyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Isobutylbenzene (EC: 208-706-2)
Benzene, (2-methylpropyl)-: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Hazards SummaryNot a skin or eye irritant in rabbits; Not sensitizing in guinea pig maximization test; [IUCLID] May cause irritation; An aspiration hazard by ingestion (may cause lung injury); Toxic by inhalation; [Chevron Phillips MSDS]
DOT Hazard Classification
Isobutylbenzene
Marine pollutant
Chemistry & industry
Uses & manufacturing
UsesUsed in chemical synthesis, as a fuel, and in pharmaceuticals; [IUCLID] Used as a solvent, odorant, and fuel; [Chevron Phillips MSDS]
U.S. Production2023: 8,500,000 - <25,000,000 lb
Consumer UsesIntermediate
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Benzene, (2-methylpropyl)-: ACTIVE
Applications
UsesIsobutylbenzene is used as an intermediate for perfumery and analgesic anti-inflammatory (Ibuprofen). It is also used as an internal standard in the study of increased pigmentation and floral scent levels in Pap1-transgenic petunia.
General DescriptionIsobutylbenzene is synthesized by the isopropylation at the side chain over Na, K and Cs exchanged zeolites.
Preparation methods
PreparationIsobutylbenzene 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.
Upstream & downstream products
Upstream raw materials
Related reactions
66 records
Compound notes
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