4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical Properties

Melting point:

155-159 °C(lit.)

Boiling point:

289 °C40 mm Hg(lit.)

Density 

0.99 g/cm3 (20℃)

vapor pressure 

0Pa at 25℃

refractive index 

1.4875 (estimate)

Flash point:

289°C/40mm

storage temp. 

Store below +30°C.

solubility 

<0.0001g/l

pka

12.03±0.40(Predicted)

form 

solid

color 

White

Water Solubility 

31.9ng/L at 20℃

BRN 

1916919

Stability:

Stable for 2 years from date of purchase as supplied. Solutions are not stable. Solutions must be made fresh and used within 1 working day.

InChIKey

MDWVSAYEQPLWMX-UHFFFAOYSA-N

LogP

8.9 at 25℃

CAS DataBase Reference

118-82-1(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 4,4'-methylenebis[2,6-bis(1,1-dimethylethyl)-(118-82-1)

EPA Substance Registry System

Phenol, 4,4'-methylenebis[2,6-bis(1,1-dimethylethyl)- (118-82-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-38-37-36

Safety Statements 

26-36

WGK Germany 

1

RTECS 

SL9650000

TSCA 

Yes

HS Code 

29072990

Toxicity

LD50 oral in rat: > 24gm/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4,4'-Methylenebis(2,6-di-tert-butylphenol) Usage And Synthesis

Description

bis-BHT (118-82-1) is a potent antioxidant. Cell permeable.

Chemical Properties

light yellow crystalline

Uses

Antioxidant.

Application

4,4'-Methylenebis(2,6-di-tert-butylphenol), also known as H2-4DBP, could be used as a ligand to react with sets of M(OR)x and MRx. The ligand possesses more flexibility than OBzP or catecholate derivatives, and the para-OH makes it of interest for controlled alcoholysis. This compound has several characteristics, including (i) the ortho position possesses the sterically hindering t-butyl group which will assist in minimizing oligomerization, (ii) the para linkage prevents chelation of the 4DBP ligand to the metal upon coordination, and (iii) may act as a valuable model for complexation behavior of the plastic precursor bisphenol-A [BPA; 4,4' -(propane-2,2-diyl)diphenol] that has become of recent concern[2].

Definition

ChEBI: 4,4'-Methylenebis(2,6-di-tert-butylphenol) is a diarylmethane.

Flammability and Explosibility

Non flammable

References

1) Amorati et al. (2003), Antioxidant activity of 0-bisphenols: the role of intramolecular hydrogen bonding; J. Org. Chem. 68 5198.
[2] T. Boyle, Daniel T Yonemoto, L. Steele. “Synthesis and characterization of 4,4′-methylenebis (2,6-di-tert-butylphenol) derivatives of a series of metal alkoxides and alkyls.” Journal of Coordination Chemistry 65.1(2012): 487–505.

4,4'-Methylenebis(2,6-di-tert-butylphenol)(118-82-1)Related Product Information

• Butyl acetate
• Antioxidant 1098
• 3-tert-Butylphenol
• 4-tert-Butylphenol
• tert-Butanol
• p-Cresol
• tert-Butyl peroxyacetate
• Butyl acrylate
• Antioxidant 1010
• 2-sec-Butylphenol
• 2,4-Di-tert-butylphenol
• 4-Butylphenol
• 4,4'-Thiobis(6-tert-butyl-m-cresol)
• Antioxidant 1520
• 2,6-Di-tert-butylphenol
• 2,2'-Methylenebis(4-methyl-6-tert-butylphenol)
• tert-Butyldimethylsilyl chloride
• Butylated Hydroxytoluene