Basic information
- Standard SMILES
CC(C)(C)c1ccc(C(=O)O)cc1- InChIKey
KDVYCTOWXSLNNI-UHFFFAOYSA-N- Molecular formula
- C11H14O2
- Average molar mass
- 178.23 g/mol
- Monoisotopic mass
- 178.09937969
Overview
4-t-Butylbenzoic acid is an alkylbenzene.
Names & identifiers
- Preferred name
- 4-tert-Butylbenzoic acid
- IUPAC
- 4-tert-butylbenzoic acid
- English name
- 4-tert-Butylbenzoic acid
- Molecular formula
- C11H14O2
- Molecular weight
- 178.23
Names & synonyms
4-tert-Butylbenzoic acid98-73-7P-TERT-BUTYLBENZOIC ACIDTBBABenzoic acid, 4-(1,1-dimethylethyl)-4-t-butylbenzoic acidBenzoic acid, p-tert-butyl-Benzoic acid, 4-tert-butyl-DTXSID004070343Z7T3VN0RNSC-4802DTXCID8020703
Show more names
PTBBA4-tbbaC11H14O2p-tert-bbabutylbenzoicacidAKOS BBS-00003714p-tert-butylbenzoicRARECHEM AL BO 06934-tert-Butylbenzoic
RefChem:100513202-696-34-(tert-butyl)benzoic acid4-tert-Butyl-benzoic acidp-t-Butylbenzoic acidNSC 48024-(1,1-dimethylethyl)benzoic acidMFCD00002563
Database identifiers
- CAS
98-73-7- PubChem CID
- 7403
- DTXSID
DTXSID0040703- ChEMBL
CHEMBL93746- ChEBI
CHEBI:34443- UNII
- 43Z7T3VN0R
- EC Number
- 202-696-3
- Nikkaji
- J35.624G
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 183
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzoic Acid Derivatives
SpringerMaterials PropertiesBoiling point
PesticidesBiocide
LogP3.59
Density1.142 @ 20°C
Color/FormNEEDLES FROM DILUTE ALCOHOL
SolubilityINSOL IN WATER; VERY SOL IN ALCOHOL & BENZENE
Flash Point158 °C
Melting Point164.5-165.5 °C
Vapor Pressure0.000636 [mmHg]
Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)
Physical Description
Dry Powder; Liquid
Colorless or white solid; [CHEMINFO] Beige chips or powder; [MSDSonline]
Physicochemical properties
- Melting point
- 162 · 162-165 °C(lit.)
- Boiling point
- 280 °C · 280°C
- Density
- 1.045 g/cm3 · 1.045 g/cm3 (30°C)
- bulk density
- 340 kg/m3 · 340kg/m3
- vapor pressure
- 0.01 hPa · <0.01 hPa (20 °C)
- refractive index
- 1.5201 · 1.5201 (estimate)
- Flash point
- 180 °C · 180 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 12.6 g/l · 12.6g/l
- pka
- 4.38 · 4.38(at 25℃)
- form
- Solid
- color
- White to Off-White
- PH
- 3.9 · 3.9 (H2O, 20℃)(saturated solution)
- Water Solubility
- 0.07 g/L · 0.07 g/L (20 ºC)
- BRN
- 607545 · 607545
- Henry's Law Constant
- 3.5 · 3.5×101 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- Cosmetics Ingredients Functions
- PERFUMINGFRAGRANCE
- InChI
- 1S/C11H14O2/c1-11(2,3)9-6-4-8(5-7-9)10(12)13/h4-7H,1-3H3,(H,12,13)
- InChIKey
- KDVYCTOWXSLNNI-UHFFFAOYSA-N
- SMILES
- CC(C)(C)c1ccc(cc1)C(O)=O
- LogP
- 3.4 at · 3.4 at 21℃
- CAS DataBase Reference
- 98 · 98-73-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 43 Z7T3VN0R · 43Z7T3VN0R
- NIST Chemistry Reference
- Benzoic acid, p-tert-butyl-(98-73-7)
- EPA Substance Registry System
- p-tert-Butylbenzoic acid (98-73-7)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H360F-H372-H412
- Precautionary statements
- 202 · P202-P260-P264-P273-P301+P312-P308+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn,N,T
- Risk Statements
- 20 · 20/22-62-51/53-48/20/21/22-24
- Safety Statements
- 22 · 22-24/25-61-45-36/37/39-28A
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 4708000 · DG4708000
- Autoignition Temperature
- 510 °C · >510 °C
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29163900 · 29163900
- Storage Class
- 6.1 D · 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
- Hazard Classifications
- 4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 3Repr. 1BSTOT RE 1
- Hazardous Substances Data
- 98 · 98-73-7(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: 473 - 735 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P264, P270, P280, P301+P317, P318, P319, P330, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 1% (6 of 575) of reports.
Danger
H302 (87.7%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: Benzoic acid, 4-(1,1-dimethylethyl)-
Hazard Traits - Reproductive Toxicity
Benzoic acid, 4-(1,1-dimethylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 4-(1,1-dimethylethyl)- 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: 20-12-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/12153
4-t-Butylbenzoic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzoic acid, 4-(1,1-dimethylethyl)-: Environment tier I assessment
Hazards Summary
The TLV is based on testicular damage seen in acute and subacute animal studies. [ACGIH] A mild skin irritant; [HSDB] Toxic to the liver, kidneys, and peripheral nervous system in animals exposed to doses as low as 106 mg/m3 of dust over 7-11 days; [CHEMINFO] An irritant; Can be absorbed through skin; Effects in high-dose animal studies include convulsions, spastic paralysis with or without sensory change, and renal tubular damage; [MSDSonline] Danger of skin absorption; [MAK]
Hazard Classes and Categories
Acute Tox. 4 (87.7%)
Acute toxicity - category 4
Acute toxicity (Oral) - Category 4
Acute toxicity (Oral) - Category 4
Acute toxicity (Oral) - Category 4
Repr. 1B
Safety & protection
Exposure Control and Personal Protection2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]
Threshold Limit Values (TLV)0.1 [mg/m3], inhalable fraction and vapor
Protective Action Criteria (PAC)
4.0 [mg/m3]
14 [mg/m3]
84 [mg/m3]
Toxicology
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Human Toxicity ExcerptsACUTE EFFECTS ON SKIN: MILD IRRITANT /FROM TABLE/
Non-Human Toxicity ExcerptsP-TERT-BUTYLBENZOIC ACID INHIBITED FATTY ACID FORMATION AND GLUCOSE FORMATION IN ISOLATED RAT HEPATOCYTES. IT DECR HEPATOCYTE COENZYME A, ACETYL COENZYME A & CITRATE CONCN.
Probable Routes of Human ExposureOCCUPATIONAL EXPOSURE TO P-TERT-BUTYLBENZOIC ACID, HAD NO APPARENT CLIN OR EPIDEMIOL EFFECT ON TESTICULAR FUNCTION OF 90 WORKERS EXPOSED TO VARYING LEVELS. NO ADVERSE EFFECTS WERE SEEN IN HEPATIC, RENAL FUNCTION OR HEMATOPOIESIS.
Toxicity DataLC50 (rat) > 1,900 mg/m3/4h
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DG4708000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29163900
- Toxicity
- LD50 orally in Rabbit: 473 - 735 mg/kg
- risk_code
- 20/22-62-51/53-48/20/21/22-24
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,N,T
- safety_code
- 22-24/25-61-45-36/37/39-28A
- hazard_class
- 6.1
- Storage Class
- 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
- packing_group
- III
- Hazard statements
- H302-H360F-H372-H412
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Repr. 1BSTOT RE 1
- Autoignition Temperature
- >510 °C
- Precautionary statements
- P202-P260-P264-P273-P301+P312-P308+P313
- Hazardous Substances Data
- 98-73-7(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Absorption, Distribution and Excretion...NOT ABSORBED THROUGH SKIN /FROM TABLE/
Uses & manufacturing
Uses
Used to modify alkyd resins, to regulate polymerization of polyesters, and to inhibit corrosion; Used as an additive in cutting oils; [CHEMINFO]
Metal Machining [Category: Heat or Machine]
U.S. Production2023: 850,000 - <1,000,000 lb
Consumer UsesDispersing agent
Industry UsesCorrosion inhibitor
Household ProductsCosmetics product ingredient: 4-tert-butylbenzoic acid
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Benzoic acid, 4-(1,1-dimethylethyl)-: ACTIVE
Applications
Description4-tert-Butylbenzoic acid is obtained by the liquid-phase air oxidation of 4-tert-butyltoluene (prepared from toluene and isobutylene). It is a modifier for alkyd resins and a polymerization regulator for polyesters. It is also used as an additive in cutting oils and as a corrosion inhibitor. It is hydrogenated to afford the fragrance 4- tert-butylbenzaldehyde.
UsesCorrosion inhibitor in cooling fluids
Uses4-tert-Butylbenzoic acid was used as a potent yeast sirtuin (Sir2p) inhibitor.
General Description4-tert-Butylbenzoic acid was determined in water samples by means of liquid chromatography-electrospray ionisation mass spectrometry (LC-ESI-MS).
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: 4-t-Butylbenzoic acid is an alkylbenzene.
Related reactions
61 records
Linked notes
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