Basic information
- Standard SMILES
CC(C)Cc1ccccc1- InChIKey
KXUHSQYYJYAXGZ-UHFFFAOYSA-N- Molecular formula
- C10H14
- Average molar mass
- 134.22 g/mol
- Monoisotopic mass
- 134.10955045
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-methylpropaneDTXSID6027181EINECS 208-706-2FI94T26KGB
Show more names
Benzene,(2-methylpropyl)-i-Butylbenzene2-Benzylpropaneisobutyl-benzen1-PHENYLISOBUTANE1-ISOBUTYLBENZENEISOBUYTEL BENZENElsobutyl benzene
NSC 24848BRN 1852218NSC-24848ISOBUTYLBENZENE [MI]DTXCID707181CHEBI:432614-05-00-01042 (Beilstein Handbook Reference)1Phenylisobutane
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
Vapor Pressure1.93 [mmHg]
Physical Description
Liquid
Liquid; [Merck Index] Colorless liquid with a sweet odor; [Chevron Phillips MSDS]
Kovats Retention Index
1001；997；989.5；997.2；991.3；992.7；994.39；994.48；994；988.86；992.41；994.66；992；995.7；992；990；990；1002；1003；1002
1014.9；1009；998；1004.03；1007.86；1010.66；1008.2；985.5；988.3；989；985.2；985.5；988.3；991；986.7；986.7；982.35；989.8；1008；1010
1250；1270.6；1217；1220；1241.3；1235.9；1215.9；1251；1259；1268；1276；1229.4；1241；1266.7；1216；1216；1204；1228
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.)
- Flash point
- 131 °F · 131 °F
- storage temp.
- Flammables area
- solubility
- Insoluble in water, soluble in ethanol, ether, benzene and acetone.
- pka
- 14 · >14 (Schwarzenbach et al., 1993)
- color
- Colorless to Almost colorless
- explosive limit
- 0.8 · 0.8-6%(V)
- Water Solubility
- 0.01 g/l · 0.01g/l
- Merck
- 14 · 14,5134
- BRN
- 1852218 · 1852218
- Henry's Law Constant
- (x 10-2 atmm3/mol): 1.09 at 25 °C (Hine and Mookerjee, 1975)
- Dielectric constant
- 2.3 · 2.3(Ambient)
- InChI
- 1S/C10H14/c1-9(2)8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3
- InChIKey
- KXUHSQYYJYAXGZ-UHFFFAOYSA-N
- SMILES
- CC(C)Cc1ccccc1
- LogP
- 4.8 at · 4.8 at 23℃ and pH6
- CAS DataBase Reference
- 538 · 538-93-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 94 T26KGB · FI94T26KGB
- NIST Chemistry Reference
- Benzene, (2-methylpropyl)-(538-93-2)
- EPA Substance Registry System
- Isobutylbenzene (538-93-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H336-H410-H226
- Precautionary statements
- 501 · P501-P273-P240-P261-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P391-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P304+P340+P312-P403+P233-P403+P235-P405
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi,N
- Risk Statements
- 10 · 10-36/37/38-50/53
- Safety Statements
- 26 · 26-36-61-60
- RIDADR
- 3295 · UN 3295 3/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 3550000 · DA3550000
- Autoignition Temperature
- 802 °F · 802 °F
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29029000 · 29029000
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1Flam. Liq. 3
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (36.2%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (36.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (35.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H400 (57.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]；H410 (57.8%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
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.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
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)
Status: Active Update: 17-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25013
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
Hazard Classes and Categories
Flam. Liq. 3 (100%)；Skin Irrit. 2 (36.2%)；Eye Irrit. 2 (36.2%)；STOT SE 3 (35.7%)；Aquatic Acute 1 (57.8%)；Aquatic Chronic 1 (57.8%)
Flammable liquids - Category 3；Skin corrosion/irritation - Category 2
Flammable agents - 2nd degree
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity DataLC50 (rat) = 1,032 ppm/4hr
Regulatory 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)
Status: Active Update: 17-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25013
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.)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DA3550000
- ridadr
- UN 3295 3/PG 3
- hs_code
- 29029000
- risk_code
- 10-36/37/38-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07,GHS09
- hazard_code
- Xi,N
- safety_code
- 26-36-61-60
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H315-H319-H336-H410-H226
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Flam. Liq. 3
- Autoignition Temperature
- 802 °F
- Precautionary statements
- P501-P273-P240-P261-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P391-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P304+P340+P312-P403+P233-P403+P235-P405
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；2022: 8,500,000 - <25,000,000 lb；2021: 8,500,000 - <25,000,000 lb；2020: 8,500,000 - <25,000,000 lb
Consumer UsesIntermediate
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing；Pharmaceutical and Medicine 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
Downstream products
Additional notes
DefinitionChEBI: Isobutylbenzene is an alkylbenzene that is benzene carrying an isobutyl substituent.
Related reactions
66 records
Linked notes
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