2,4-Dicumylphenol
Basic information
- CAS
2772-45-4- Standard SMILES
CC(C)(c1ccccc1)c1ccc(O)c(C(C)(C)c2ccccc2)c1- InChIKey
FMUYQRFTLHAARI-UHFFFAOYSA-N- Molecular formula
- C24H26O
- Average molar mass
- 330.5 g/mol
- Monoisotopic mass
- 330.19836545
Overview
an antihistaminic agent; structure in first source
Names & identifiers
- Preferred name
- 2,4-Dicumylphenol
- IUPAC
- 2,4-bis(2-phenylpropan-2-yl)phenol
- English name
- 2,4-Bis(alpha,alpha-dimethylbenzyl)phenol
- Molecular formula
- C24H26O
- Molecular weight
- 330.46
Names & synonyms
2772-45-42,4-Bis(alpha,alpha-dimethylbenzyl)phenol2,4-Bis(1-methyl-1-phenylethyl)phenol2,4-DicumylphenolPhenol, 2,4-bis(1-methyl-1-phenylethyl)-DTXSID70292419U10Z6U3JPDTXCID909241AH5 phenol cpdRefChem:82218220-466-02,4-bis(2-phenylpropan-2-yl)phenol
Show more names
2,4-Bis(2,4-dibutanol2,4 DI-CUMYLPHENOL2,4-Bis(α,α-dimethyL2,4-bis(α,α-dimethylbenzyl)phenol2,4-Bis(α,α-dimethylbenzyl)phenol2,4-BIS(ALPHA,ALPHA-DIMETHYLBENZYL)
2,4-Di-alpha-cumylphenolMFCD001912422,4-Bis(|A,|A-dimethylbenzyl)phenolAKOS001017927NCGC00247990-02NCGC00247990-03Z56812043CAS-2772-45-4
Database identifiers
- CAS
2772-45-4- PubChem CID
- 76013
- DTXSID
DTXSID7029241- ChEMBL
CHEMBL3183863- UNII
- 9U10Z6U3JP
- EC Number
- 220-466-0
- Nikkaji
- J299.227B
Properties
Computed structural properties
- XLogP
- 7.2
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 412
Experimental & physicochemical properties
Chemical ClassesUV filter
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionOther Solid; Liquid
Collision Cross Section171.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7029241]
Physicochemical properties
- Melting point
- 63 · 63-65 °C(lit.)
- Boiling point
- 206 °C15 · 206 °C15 mm Hg(lit.)
- Density
- 1.063 · 1.063
- refractive index
- 1.638 · 1.6380 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 10.71 · 10.71±0.10(Predicted)
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
This chemical does not meet GHS hazard criteria for 2.4% (1 of 42) of reports.
Warning
H319 (95.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P351+P338, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Phenol, 2,4-bis(1-methyl-1-phenylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2,4-bis(1-methyl-1-phenylethyl)- 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: 08-04-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17219
Phenol, 2,4-bis(1-methyl-1-phenylethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesEye Irrit. 2 (95.2%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2907199090
- risk_code
- 26-27-36/39-36
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 1,000,000 - <8,500,000 lb
Consumer UsesAntioxidant
Industry UsesUV stabilizer
General Manufacturing Information
Plastics Material and Resin Manufacturing
Phenol, 2,4-bis(1-methyl-1-phenylethyl)-: ACTIVE
Applications
UsesUV Stabilizer and Antioxidant Intermediate
Uses2,4-bis(2-Phenylpropan-2-yl)phenol is used as a reagent in ring opening polymerization reactions of cyclic esters. It is an intermediate in the synthesis of Benzotriazole BT (B206990), a low volatile benzotriazole UV light absorber and stabilizer.
Uses2,4-Bis(α,α-dimethylbenzyl)phenol may be used in the preparation of a novel ligand, 2,2′-methylenebis(4,6-di(1-methyl-1-phenylethyl)phenol) (MMPEP-H2).
General Description2,4-Bis(α,α-dimethylbenzyl)phenol is reported to possess antihistaminic activity. Structure of 2,4-bis(α,α-dimethylbenzyl)phenol is reported to have a torsion angle of 129.95(13)° for the C-C bond that connects the benzyl carbon to the phenol ring ortho to the OH group.
Upstream & downstream products
Upstream raw materials
Related reactions
25 records
Compound notes
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