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2,6-Di-tert-butylphenol

Catalog Number
ACM128392
CAS Number
128-39-2
Product Name
2,6-Di-tert-butylphenol
Structure
Category
Plastic Additives
Synonyms
2,6-Di-t-butylphenol
Description
26-Di-tert-butylphenol is an organic compound with the structural formula 2,6-((CH3)3C)2C6H3OH. This colorless solid alkylated phenol and its derivatives are used industrially as UV stabilizers and Antioxidants for hydrocarbon-based products ranging from petrochemicals to plastics. Illustrative of its usefulness, it prevents gumming in aviation fuels.
IUPAC Name
2,6-ditert-butylphenol
Molecular Weight
206.32
Molecular Formula
C14H22O
Canonical SMILES
CC(C)(C)C1=C(C(=CC=C1)C(C)(C)C)O
InChI
InChI=1S/C14H22O/c1-13(2,3)10-8-7-9-11(12(10)15)14(4,5)6/h7-9,15H,1-6H3
InChI Key
DKCPKDPYUFEZCP-UHFFFAOYSA-N
Boiling Point
487 °F at 760 mm Hg (USCG, 1999);253.0 °C;253 °C;253 °C
Melting Point
35-38ºC
Flash Point
118ºC
Density
0.91
Solubility
1.21e-05 M;2.5 mg/l @ 25 °C;Soluble in alcohol and benzene, insoluble in water;Insoluble in water and alkali, soluble in acetone, benzene, carbontetrachloride, ethyl alcohol, diethyl ether, and hydrocarbons.;Solubility in water, g/100ml at 25 °C: 0.04 (very poor)
Appearance
Clear to pale yellow semi soild
Application
2,6-Di-tert-butylphenol is a versatile white solid primarily used as an antioxidant in various applications, including fuels, lubricants, and polymers. It plays a critical role as an oxidation inhibitor and stabilizer, helping to enhance the stability and longevity of fuels, oils, and gasoline. In addition, its utility extends to the plastics and rubber industries, where it is used to improve the material's durability. Beyond these applications, 2,6-Di-tert-butylphenol is a vital synthetic intermediate in producing high molecular weight phenolic antioxidants, which are some of the most efficient antioxidants available today. Furthermore, it also serves as a precursor for synthesizing 4,4'-dihydroxybiphenyl, showcasing its importance in both industrial and chemical synthesis processes.
Color/Form
Light straw, crystalline solid;Colorless solid
Complexity
184
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
EC Number
204-884-0
Exact Mass
206.1670
Formal Charge
0
Hazard Class
9
Heavy Atom Count
15
Hydrogen Bond Acceptor Count
1
Hydrogen Bond Donor Count
1
ICSC Number
1611
Isotope Atom Count
0
Log P
3.98720
MDL Number
MFCD00008820
MeSH Entry Terms
2,6-bis(tert-butyl)phenol;2,6-di-t-butylphenol;2,6-di-tert-butylphenol;2,6-di-tert-butylphenol, potassium salt;2,6-di-tert-butylphenol, sodium salt
Monoisotopic Mass
206.1670
NSC Number
49175
Other Experimental
Flash point = 118 °C
Refractive Index
1.5312
Rotatable Bond Count
2
RTECS Number
SK8265000
Stability
Stable. Incompatible with acid chlorides, acid anhydrides, bases, brass, copper, copper alloys, oxidizing agents.
Storage Conditions
Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed.
Topological Polar Surface Area
20.2 Ų
UNII
21294V58PF
UN Number
2430;3077
Vapor Pressure
<0.01 mm Hg ( 20 °C)
WGK Germany
2
XLogP3
4.9
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