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4,4'-Sulphonylbis(2,6-dibromophenol)
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Name

4,4'-Sulphonylbis(2,6-dibromophenol)

 EINECS 254-551-9
CAS No. 39635-79-5 Density 2.363 g/cm3
PSA 82.98000 LogP 6.06140
Solubility N/A Melting Point N/A
Formula C12H6Br4O4S Boiling Point 539.4 °C at 760 mmHg
Molecular Weight 565.859 Flash Point 280 °C
Transport Information N/A Appearance white powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 39635-79-5 (4,4'-Sulphonylbis(2,6-dibromophenol)) Hazard Symbols N/A
Synonyms

3,3',5,5'-TetrabromobisphenolS;3,5,3',5'-Tetrabromobisphenol S;4,4'-Dihydroxy-3,5,3',5'-tetrabromodiphenylsulfone;4,4'-Sulfonylbis(2,6-dibromophenol);Bis(3,5-dibromo-4-hydroxyphenyl)sulfone;Bis(4-hydroxy-3,5-dibromophenyl) sulfone;EB 400S;FG 400S;Flame Cut160R;NFPP;Tetrabromobisphenol S;

Article Data 8

4,4'-Sulphonylbis(2,6-dibromophenol) Synthetic route

80-09-1

4,4'-sulfonediphenol

39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane; 2-methyl-propan-1-ol; water at 25 - 37℃; for 7.58333h; Temperature;99.5%
With bromine; acetic acid at 85℃; for 2h;72%
With bromine; iron Bromination;45.7%
With bromine; acetic acid at 85℃;
With bromine
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

627-18-9

1-bromo-3-propanol

2,6-dibromo-4-((3,5-dibromo-4-(3-hydroxypropoxy)phenyl)sulfonyl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;65%
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

106-95-6

allyl bromide

122438-83-9

4-((4-(allyloxy)-3,5-dibromophenyl)sulfonyl)-2,6-dibromophenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃; for 3h;64%
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

540-51-2

2-bromoethanol

2,6-dibromo-4-[3,5-dibromo-4-(2-hydroxyethoxy)benzene-1-sulfonyl]phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;56%
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

106-95-6

allyl bromide

42757-54-0

TBBP-S-dially ether

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Alkylation; Heating;54%
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

79-11-8

chloroacetic acid

[2,6-dibromo-4-(3,5-dibromo-4-carboxymethoxy-benzenesulfonyl)-phenoxy]-acetic acid

Conditions
ConditionsYield
With sodium hydroxide for 4h; Heating;
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

tetrabromobisphenol-S-bis-(2,3-dibromopropyl ether)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54 percent / K2CO3 / dimethylformamide / Heating
2: 97 percent / bromine / CCl4; CH2Cl2 / 0 °C
View Scheme
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

107-05-1

3-chloroprop-1-ene

42757-54-0

TBBP-S-dially ether

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium bromide In water
With cetyltrimethylammonim bromide; sodium bromide; sodium hydroxide In 2-methyl-propan-1-ol; water at 65℃; for 9h; Temperature;
110-85-0

piperazine

67-56-1

methanol

39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

A

1297592-22-3

C4H10N2*C12H6Br4O4S

B

1297592-20-1

C9H20N4*C12H6Br4O4S

Conditions
ConditionsYield
at 130℃; for 72h;
110-85-0

piperazine

39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

1297592-22-3

C4H10N2*C12H6Br4O4S

Conditions
ConditionsYield
In methanol Grinding/kneading;

4,4'-Sulphonylbis(2,6-dibromophenol) Specification

The IUPAC name of Tetrabromobisphenol S is 2,6-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)sulfonylphenol. With the CAS registry number 39635-79-5, it is also named as 4,4'-Sulphonylbis(2,6-dibromophenol). The product's categories are Catalysts and Additives; Flame Retardants, and the other registry number is 99290-18-3. Besides, it is white powder, which should be stored in cool and dry place. In addition, its molecular formula is C12H6Br4O4S and molecular weight is 565.86.

The other characteristics of this product can be summarized as: (1)EINECS: 254-551-9; (2)ACD/LogP: 7.16; (3)# of Rule of 5 Violations: 2; (4)ACD/LogD (pH 5.5): 4.04; (5)ACD/LogD (pH 7.4): 3.02; (6)ACD/BCF (pH 5.5): 123.82; (7)ACD/BCF (pH 7.4): 11.7; (8)ACD/KOC (pH 5.5): 142.05; (9)ACD/KOC (pH 7.4): 13.42; (10)#H bond acceptors: 4; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 4; (13)Polar Surface Area: 60.98 Å2; (14)Index of Refraction: 1.716; (15)Molar Refractivity: 94.22 cm3; (16)Molar Volume: 239.3 cm3; (17)Polarizability: 37.35×10-24cm3; (18)Surface Tension: 69.7 dyne/cm; (19)Density: 2.363 g/cm3; (20)Flash Point: 280 °C; (21)Enthalpy of Vaporization: 84.74 kJ/mol; (22)Boiling Point: 539.4 °C at 760 mmHg; (23)Vapour Pressure: 3.02E-12 mmHg at 25 °C.

Preparation of Tetrabromobisphenol S: this chemical can be prepared by Bisphenol S and Bromine.



This reaction needs Carbon tetrachloride, water and Sodium sulfite.

Uses of Tetrabromobisphenol S: this chemical can be used as additive-type flame retardant for polyethylene, polypropylene and polystyrene. It is also used as reactive flame retardant for epoxy resin and polycarbonate. Furthermore, it can react with 3-Bromo-propene to get TBBP-S-dially ether.



This reaction needs K2CO3 and Dimethylformamide by heating. The yield is 54 %.

People can use the following data to convert to the molecule structure.
(1)SMILES: Brc1cc(cc(Br)c1O)S(=O)(=O)c2cc(Br)c(O)c(Br)c2
(2)InChI: InChI=1/C12H6Br4O4S/c13-7-1-5(2-8(14)11(7)17)21(19,20)6-3-9(15)12(18)10(16)4-6/h1-4,17-18H
(3)InChIKey: JHJUYGMZIWDHMO-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C12H6Br4O4S/c13-7-1-5(2-8(14)11(7)17)21(19,20)6-3-9(15)12(18)10(16)4-6/h1-4,17-18H
(5)Std. InChIKey: JHJUYGMZIWDHMO-UHFFFAOYSA-N

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