Name: 2,2'-Thiodi(4-tert-octylphenol)
SKU: 3294-03-9

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Pharmaceutical (20)
Organic Chemicals (12)
Others (9)
Catalyst and Auxiliary (3)
Reagent (1)

Basic Information

Molecular Structure:
CAS No.:	3294-03-9
Name:	2,2'-Thiodi(4-tert-octylphenol)
Article Data:	4

Formula:	C₂₈H₄₂O₂S
Molecular Weight:	442.706
Synonyms:	2,2'-Dihydroxy-5,5'-di-tert-octyldiphenylsulfide;2,2'-Thiobis[4-(1,1,3,3-tetramethyl-butyl)phenol];
EINECS:	221-959-3
Density:	1.057 g/cm³
Melting Point:	133-135 °C
Boiling Point:	524.812 °C at 760 mmHg
Flash Point:	254.339 °C
Risk Codes:	36/37/38
Safety:	26-36/37/39
PSA:	65.76000
LogP:	8.67660

Synthetic route

: 140-66-9
tert-octylphenol

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

Conditions

Conditions	Yield
With sulfur dichloride In hexane at 0 - 20℃;	43.9%

: tetramethoxytitanium

: 67-56-1
methanol

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 775312-45-3
[Ti2(μ-methylato)2(methylato)2(κ3-2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato])2]

Conditions

Conditions	Yield
In methanol byproducts: CH3OH; N2, equimol., Ti compd. added to a soln. of S compd., stirred at room temp. for 12 h; ppt. filtered, washed (methanol), dried (vac.); elem. anal.;	95%

...Expand

: 131063-11-1, 16997-51-6, 19559-06-9
Vanadium (III) chloride-(tris-tetrahydrofuran)

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 75-05-8
acetonitrile

: [V2(μ-2,2'-thiobis(4-(1,1,3,3-tetramethylbutyl)phenolato)-κ3-O,S,O)2Cl2(CH3CN)2]*4CH3CN

Conditions

Conditions	Yield
In toluene byproducts: HCl; (N2, Schlenk) to a soln. of complex in toluene was added thio-compound, the mixt. was stirred at room temp. for 48 h, volatiles were removed in vac., the solid was dissolved in CH3CN, stirred for 3 h; ppt. was filtered off, washed with cold CH3CN, dried under vac.; elem. anal.;	92%

...Expand

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 1686-22-2
vanadium(V) oxytriethoxide

: [V2(μ-OEt)2(2,2'-thiobis(4-(1,1,3,3-tetramethylbutyl)phenolato)-κ3-O,S,O)2(O)2]

Conditions

Conditions	Yield
In toluene byproducts: C2H5OH; (N2, Schlenk) to a soln. of V-compound in toluene was added thio-compound, the mixt. was stirred at room temp. for 2 h; volatiles were removed, the residue was dissolved in hot n-hexane, ppt. was filtered off, washed with n-hexane, dried in vac.; elem. anal.;	91%

: titanium(IV) tetraethanolate

: 64-17-5
ethanol

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 775312-46-4
[Ti2(μ-ethylato)2(ethylato)2(κ3-2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato])2]

Conditions

Conditions	Yield
In ethanol byproducts: ethanol; N2, equimol., Ti compd. added to a soln. of S compd., stirred at room temp. for 12 h; ppt. filtered, washed (methanol), dried (vac.); elem. anal.;	90%

...Expand

: (pentamethylcyclopentadienyl)tetramethyltantalum

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 1058140-57-0
[TaCp*Me2(κ3-2,2'-thiobis(6-tert-octylphenolato)]

Conditions

Conditions	Yield
In toluene byproducts: CH4; (N2); stirring a mixt. of Ta complex and ligand in toluene at 100°C for 8 h; evapn.; elem. anal.;	89%

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 7550-45-0
titanium tetrachloride

: (μ-2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato]-κ2O,O)(μ-2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato]-κ3O,S,O)(2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato]-κ3O,S,O)dichlorodititanium(IV)

Conditions

Conditions	Yield
In hexane byproducts: HCl; under N2; S compd. (1.5 equiv.) added to soln. of TiCl4 in n-hexane, mixt. stirred at room temp. for 48 h; volatiles removed under vac., residue washed with hexane, ppt. filtered off, washed with hexane, dried under vac.; elem. anal.;	86%

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 75-24-1
trimethylaluminum

: 862843-77-4
[Al2(μ-κ3-O,S,O-2,2'-thiobis(4-(1,1,3,3-tetramethylbutyl)phenolato))2Me2]

Conditions

Conditions	Yield
In toluene byproducts: methane; under N2; toluene soln. of AlMe3 added to cooled (273 K) soln. of ligand(1 equiv.) in toluene; warmed to room temp.; stirred for 12 h; filtered; ppt. washed with hexane; dried under vac.; elem. anal.;	84%

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 13499-05-3
hafnium tetrachloride

: 918663-95-3
[Hf(2,2'-thiobis(4-(1,1,3,3-tetramethylbutyl)phenolato)-κ3O,S,O)2]

Conditions

Conditions	Yield
In toluene byproducts: HCl; (N2); addn. of ligand to a suspn. of metal salt in toluene, reflux for 48 h; filtration, evapn. in vac.; elem. anal.;	82%

: 3294-03-9
2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

: 13499-05-3
hafnium tetrachloride

: 1198796-50-7
[Hf2(μ-2,2'-thiobis(4-(1,1,3,3-tetramethyl-butyl)phenolate)-κ3O,S,O)2Cl4]

Conditions

Conditions	Yield
In toluene byproducts: HCl; (N2); to suspn. of HfCl4 in toluene was added thiobisphenol, stirred at room temp. for 48 h; evapd. in vac., elem. anal.;	82%

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Chemistry

Molecular Structure:

Molecular Formula: C₂₈H₄₂O₂S
Molecular Weight: 442.6969
IUPAC Name: 2-[2-Hydroxy-5-(2,4,4-trimethylpentan-2-yl)phenyl]sulfanyl-4-(2,4,4-trimethylpentan-2-yl)phenol
Synonyms of Phenol,2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)- (CAS NO.3294-03-9): EINECS 221-959-3 ; 2,2'-Thiobis(4-(1,1,3,3-tetramethylbutyl)phenol)
CAS NO: 3294-03-9
Classification Code: Anti-infective, topical
Melting point: 133-135°C
Index of Refraction: 1.565
Molar Refractivity: 136.63 cm³
Molar Volume: 418.9 cm³
Surface Tension: 44.6 dyne/cm
Density: 1.05 g/cm³
Flash Point: 254.3 °C
Enthalpy of Vaporization: 82.89 kJ/mol
Boiling Point: 524.8 °C at 760 mmHg
Vapour Pressure: 1.24E-11 mmHg at 25°C

Uses

Phenol,2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)- (CAS NO.3294-03-9) is used as rubber and polymer materials antioxidants. It is used for polyolefin NBR butyl rubber and natural rubber. It also can be used in the manufacture of white sidewall tires, light-colored products and latex products.

Safety Profile

Risk Statements of Phenol,2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)- (CAS NO.3294-03-9): 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.