• Name

  2,2'-Thiodi(4-tert-octylphenol)

• EINECS 221-959-3
• CAS No. 3294-03-9
• Article Data4
• CAS DataBase
• Density 1.057 g/cm³
• Solubility
• Melting Point 133-135 °C
• Formula C₂₈H₄₂O₂S
• Boiling Point 524.812 °C at 760 mmHg
• Molecular Weight 442.706
• Flash Point 254.339 °C
• Transport Information
• Appearance
• Safety 26-36/37/39
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols
• Synonyms 2,2'-Dihydroxy-5,5'-di-tert-octyldiphenylsulfide;2,2'-Thiobis[4-(1,1,3,3-tetramethyl-butyl)phenol];
• 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%

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

7550-45-0

titanium tetrachloride

862981-25-7

bis(μ-2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato]-κ3O,S,O)tetrachlorodititanium(IV)

Conditions

Conditions	Yield
In hexane byproducts: HCl; under N2; S compd. (1 equiv.) added to soln. of TiCl4 in n-hexane, mixt.refluxed for 48 h; ppt. filtered off, washed with cold Et2O, dried under vac.; elem. anal.;	80%
In diethyl ether byproducts: HCl; under N2; S compd. (1 equiv.) added to soln. of TiCl4 in Et2O, mixt. refluxed for 48 h; ppt. filtered off, washed with cold Et2O, dried under vac.; elem. anal.;	80%

pentamethylcyclopentadienyl tantalum(V) tetrachloride

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

1058140-53-6

[TaCp*Cl2(κ3-2,2'-thiobis(6-tert-octylphenolato)]

Conditions

Conditions	Yield
With triethylamine In toluene byproducts: triethylammonium chloride; (N2); addn. of amine to a soln. of Ta complex and ligand in toluene, stirring at 100°C for 12 h, cooling to room temp.; filtration, extn. with toluene, evapn., washing with cold pentane, crystn. (pentane); elem. anal.;	79%

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

10026-11-6

zirconium(IV) chloride

1198796-49-4

[Zr2(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 ZrCl4 in toluene was added thiobisphenol, stirred at room temp. for 48 h; evapd. in vac., elem. anal.;	73%

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

10026-11-6

zirconium(IV) chloride

918663-94-2

[Zr(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.;	55%

tetrakis(dimethylamido)titanium(IV)

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

128578-43-8, 863120-93-8

bis(2,2'-thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato]-κ3O,S,O)titanium(IV)

Conditions

Conditions	Yield
In hexane under N2; S compd. added to soln. of Ti complex in hexane, mixt. refluxed for 6 h; volatiles removed under vac., residue dissolved in hexane, stored at room temp. for several d, crysts. sepd.; elem. anal.;	15.8%
In not given

220451-04-7

bis(2-isopropyl-5-methylphenyl)phosphorochloridite

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

C68H92O6P2S

Conditions

Conditions	Yield
With triethylamine In toluene at -10 - 25℃; for 18h;

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

C56H68O6P2S

Conditions

Conditions	Yield
Stage #1: ortho-cresol With triethylamine; phosphorus trichloride In toluene at -15℃; for 2h; Stage #2: 2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol In toluene at -15 - 25℃; for 18h;

3294-03-9

2,2'-thiobis-4,4'-(1,1,3,3-tetramethylbutyl)phenol

555-75-9

aluminum ethoxide

862843-79-6

[Al2(μ-ethoxo)2(κ3-O,S,O-2,2'-thiobis(4-(1,1,3,3-tetramethylbutyl)phenolato))2]

Conditions

Conditions	Yield
In toluene under N2;

2,2'-Thiodi(4-tert-octylphenol) Chemical Properties

2,2'-Thiodi(4-tert-octylphenol) Uses

2,2'-Thiodi(4-tert-octylphenol) Safety Profile