CAS 536-66-3 4-Isopropylbenzoic Acid (HCID 10820)

Overview

P-cumic acid is a cumic acid that consists of benzoic acid substituted by an isopropyl group at position 4. It has a role as a plant metabolite. It is a conjugate acid of a p-cumate.

Names & identifiers

Preferred name: 4-Isopropylbenzoic Acid
IUPAC: 4-propan-2-ylbenzoic acid
English name: 4-Isopropylbenzoic acid
Molecular formula: C10H12O2
Molecular weight: 164.2

Names & synonyms

4-Isopropylbenzoic acid536-66-3Cuminic acidCUMIC ACIDp-Isopropylbenzoic acid4-(1-Methylethyl)benzoic acid4-(propan-2-yl)benzoic acidBenzoic acid, 4-(1-methylethyl)-4-propan-2-ylbenzoic acid6LP0WTM1JBNSC-1907DTXSID6060210

Show more names

p-cumicacip-Cuminic acidCuminicAcid>RARECHEM AL BO 0601p-isopropyl-benzoicaci4-Lsopropylbenzoic acid

RefChem:579534DTXCID6041476CHEBI:23412208-642-5p-cumic acidBenzoic acid, p-isopropyl-4-Isopropyl benzoic acidMFCD00002564

Database identifiers

CAS: 536-66-3
PubChem CID: 10820
DTXSID: DTXSID6060210
ChEMBL: CHEMBL116158
ChEBI: CHEBI:28122
UNII: 6LP0WTM1JB
EC Number: 208-642-5
Nikkaji: J6.354A

Properties

Computed structural properties

XLogP: 3.4
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 155

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

LogP · 2 items

3.40

3.24

Solubility0.151 mg/mL at 25 °C

Melting Point117 - 118 °C

Physical DescriptionSolid

Ionization Efficiency · 6 items

Negative

0.05

10.5

Agilent XCT

Electrospray ionization

ammonia (10nM)

Physicochemical properties

Melting point: 117 · 117-120 °C (lit.)
Boiling point: 271.8 °C · 271.8°C
Density: 4 · d4 1.162
refractive index: 1.5198 · 1.5198 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: alcohol: soluble(lit.)
form: Crystalline Powder
pka: 4.35 · 4.35±0.10(Predicted)
color: White
Odor: Very faint, green-woody-spicy odor, resembling sap from wood, yet overall dry
Water Solubility: sparingly soluble
Merck: 14 · 14,2618
InChI: 1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)
InChIKey: CKMXAIVXVKGGFM-UHFFFAOYSA-N
SMILES: CC(C)c1ccc(cc1)C(O)=O
CAS DataBase Reference: 536 · 536-66-3(CAS DataBase Reference)
FDA UNII: 6 LP0WTM1JB · 6LP0WTM1JB
NIST Chemistry Reference: 4 · Benzoic acid, 4-(1-methylethyl)-(536-66-3)
EPA Substance Registry System: 4 · 4-Isopropylbenzoic acid (536-66-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 26 · 26-36-36/37/39
WGK Germany: 3 · 3
RTECS: 3850500 · DH3850500
TSCA: TSCA listed
HS Code: 29163990 · 29163990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: Benzoic acid, 4-(1-methylethyl)-

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: DH3850500
hs_code: 29163990
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-36-36/37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

General Manufacturing InformationBenzoic acid, 4-(1-methylethyl)-: ACTIVE

Applications · 1 item

Uses4-Isopropylbenzoic acid (cuminic acid) was used in the synthesis of three new triorganotin carboxylates bearing methyl, butyl and phenyl substituents at tin, respectively. The products were fully characterized by spectroscopic and thermal techniques, with regard to the coordination number of tin atom, in solution and in the solid state.