Welcome to LookChem.com Sign In|Join Free

CAS

  • or

79-94-7

Post Buying Request

79-94-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • China Largest factory Manufacturer Supply Highest Quality Tetrabromobisphenol A CAS 79-94-7

    Cas No: 79-94-7

  • USD $ 3.0-10.0 / Kilogram

  • 1 Kilogram

  • 1000 Kilogram/Day

  • Leader Biochemical Group
  • Contact Supplier

79-94-7 Usage

Chemical Properties

Tetrabromobisphenol A is a white to pale cream or pale yellow crystalline with a moderately high molecular weight, low water solubility, and moderately high lipophilicity (as indicated by log Kow). Only about 4% of the particles are <15 μm in diameter, and thus, little (<4%) is expected to be respirable (<10 μm in diameter) and absorbed from the lung after inhalation exposure. Tetrabromobisphenol A (TBBPA) is a brominated flame retardant used in a variety of reactive and additive applications. It is reacted (i.e., covalently bound) with epoxy, vinyl esters, and polycarbonate systems (e.g., high impact polystyrene (HIPS), and is used as an additive in acrylonitrile-butadiene-styrene (ABS) thermoplastic resins (Albemarle, 1999). Its primary application is in printed wire boards (PWBs) as a reactive flame retardant (BSEF, 2012).

Uses

tetrabromobisphenol A is widely used as a reactive flame retardant to produce a bromine-containing epoxy resin and polycarbonate, and as intermediates for the synthesis of other complex flame retardant, also as an additive flame retardant for ABS, HIPS, unsaturated polyester rigid polyurethane foams, adhesives and coatings.

Definition

ChEBI: Tetrabromobisphenol A is a bromobisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups and the phenyl rings are substituted by bromo groups at positions 2, 2', 6 and 6'. It is a brominated flame retardant. It is a brominated flame retardant and a bromobisphenol. It is functionally related to a bisphenol A.

Preparation

Tetrabromobisphenol A is prepared by the bromination of bisphenol A in the presence of a solvent. This reaction may be conducted:in the presence of a hydrocarbon solvent only orwith water, 50 % hydrobromic acid or aqueous alkyl monoethers.when methanol is used as the solvent, methyl bromide is formed as a by-product. The production process is largely conducted in closed systems (WHO/IPCS, 1995).

Application

The main use of TBBPA is as a reactive flame retardant in epoxy resins for printed circuit boards in computers, telecommunications equipment, industrial controls and automotive electronics. Both hydroxyl groups on TBBPA can be reacted with epichlorohydrin under basic conditions to form the diglycidyl ether, which is widely used in epoxy resin formulations. TBBPA is also used in polycarbonate and ether polyester resins and is used as a chemical intermediate for the synthesis of tetra-bromobisphenol A allyl ether, -bis(2-hydroxyethyl ether), -carbonate oligomer, and -diglycidyl ether. TBBPA is also used as a flame retardant in plastics, paper, and textiles, and as a plasticizer in adhesives and coatings. Being covalently bound to the polymer limits exposure to unbound excess chemical used in the manufacturing process.

General Description

White powder. A monomer for flame-retardant epoxy, polyester and polycarboante resins.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Tetrabromobisphenol A is monomer.

Hazard

Moderately toxic by inhalation and skincontact. An eye irritant.

Fire Hazard

Tetrabromobisphenol A is nonflammable.

Flammability and Explosibility

Nonflammable

Environmental Fate

Its physicochemical properties suggest that it will partition to all compartments (i.e., water, sediment, and soil), predominantly to sediment and soil through binding to the organic fraction of a particulate matter. Available environmental fate studies indicated that TBBPA is persistent in water (half-life [t1/2] 182 days), soil (t1/2 182 days), and sediment (t1/2 365 days) (Canada, 2013).It lacks functional groups that are expected to undergo hydrolysis (Canada, 2013). A number of laboratory studies (ECHA, 2013) showed that it can degrade to bisphenol A under aerobic conditions (Canada, 2013). Tetrabromobisphenol A is identified as a persistent, bioaccumulative, and toxic (PBT) compound under the U.S. Environmental Protection Agency s Toxic Release Inventory (EPA, 2013). It was also placed on the State of Washington s Department of Ecology s PBT List (DOC, 2013). However, Environment Canada and Health Canada concluded that TBBPA did not meet their criteria for bioaccumulation (i.e., bioaccumulation factor >5000) (Canada, 2013). This conclusion was based on TBBPA s low bioaccumulation potential from its physicochemical properties (e.g., maximum diameter of 1.3 1.4 nm, ionization at environmentally relevant pH, and variable logKOW), as well as from studies that showed TBBPA is rapidly metabolized and excreted in aquatic and terrestrial organisms (Canada, 2013).

Toxicity evaluation

Tetrabromobisphenol A (TBBPA) is a brominated flame retardant that has been associated with kidney toxicity in newborn rats. TBBPA is similar in structure to the thyroid hormone T4 and has been found to compete with T4 in binding to proteins in the blood which reduce overall blood serum levels of thyroid hormones.Tetrabromobisphenol A is classified as hazard statements (H) H400/H410, which means that it is toxic to aquatic biota, causing long-term changes in these organisms.TBBPA is included on Washington State's PBT (Persistent, Bioaccumulative and Toxic) Rule of chemicals.TBBPA is on the Proposition 65 list because it can cause cancer.A National Toxicology Program two-year bioassay study reported that there was clear cancer development in female rats that were exposed to TBBPA, and some evidence in male mice.

Check Digit Verification of cas no

The CAS Registry Mumber 79-94-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 9 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 79-94:
(4*7)+(3*9)+(2*9)+(1*4)=77
77 % 10 = 7
So 79-94-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H12Br4O2/c1-15(2,7-3-9(16)13(20)10(17)4-7)8-5-11(18)14(21)12(19)6-8/h3-6,20-21H,1-2H3

79-94-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A17395)  3,3',5,5'-Tetrabromobisphenol A, 97%   

  • 79-94-7

  • 100g

  • 284.0CNY

  • Detail
  • Alfa Aesar

  • (A17395)  3,3',5,5'-Tetrabromobisphenol A, 97%   

  • 79-94-7

  • 500g

  • 855.0CNY

  • Detail
  • Alfa Aesar

  • (A17395)  3,3',5,5'-Tetrabromobisphenol A, 97%   

  • 79-94-7

  • 2500g

  • 3767.0CNY

  • Detail
  • Sigma-Aldrich

  • (11223)  3,3′,5,5′-TetrabromobisphenolA  analytical standard

  • 79-94-7

  • 11223-100MG

  • 721.89CNY

  • Detail
  • Aldrich

  • (330396)  3,3′,5,5′-TetrabromobisphenolA  97%

  • 79-94-7

  • 330396-100G

  • 559.26CNY

  • Detail

79-94-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3',5,5'-tetrabromobisphenol A

1.2 Other means of identification

Product number -
Other names FR-1524

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flame retardants
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:79-94-7 SDS

79-94-7Synthetic route

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With potassium tribromide In water; acetonitrile at 30℃; for 0.0833333h;99%
With hydrogenchloride; sodium bromate; sodium dodecyl-sulfate; sodium bromide In tetrachloromethane; water at 10℃; for 4.5h;98.28%
With dihydrogen peroxide; bromine In dichloromethane; water96%
methanolic TBA solution

methanolic TBA solution

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
In water at 30℃; for 12h; Purification / work up;
methanolic TBA solution containing excess bromine

methanolic TBA solution containing excess bromine

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With sodium sulfite In water at 30℃; for 12h; Purification / work up;
With hydrazine In water at 30℃; Purification / work up;
With sulfur dioxide In water Purification / work up;
In water Purification / work up;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl iodide
74-88-4

methyl iodide

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-methoxybenzene)

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-methoxybenzene)

Conditions
ConditionsYield
With potassium carbonate In acetone at 50 - 60℃; Inert atmosphere;96.2%
With potassium carbonate In N,N-dimethyl-formamide Schlenk technique; Inert atmosphere; Reflux;93.3%
With potassium carbonate In acetone Heating;
With potassium carbonate In acetone at 50 - 60℃;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

diethyl phosphorochloridothioate
2524-04-1

diethyl phosphorochloridothioate

C23H30Br4O6P2S2
1138036-74-4

C23H30Br4O6P2S2

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran96%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

epichlorohydrin
106-89-8

epichlorohydrin

2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane
3072-84-2

2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide at 20℃; for 12h;95%
With sodium hydroxide In water at 58℃; under 180.018 Torr; for 9.5h; Temperature; Large scale;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 116h; Autoclave;95%
With hydrogen; triethylamine In ethanol; water at 120℃; under 22502.3 Torr; for 116h; Autoclave;95%
With cadmium selenide; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Irradiation; Sealed tube;87%
With sodium sulfite In water at 130℃; for 12h; Sealed tube; Microwave irradiation; Green chemistry;80%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

phenylthiophosphonic acid dichloride
3497-00-5

phenylthiophosphonic acid dichloride

phenyldithiophosphate(tetrabromobisphenol A)ester

phenyldithiophosphate(tetrabromobisphenol A)ester

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A With magnesium In methanol; 1,2-dichloro-ethane at 40 - 50℃; for 1h; Inert atmosphere;
Stage #2: phenylthiophosphonic acid dichloride In 1,2-dichloro-ethane at 70℃; for 4h; Solvent; Temperature; Reagent/catalyst;
92.1%
ethyl bromide
74-96-4

ethyl bromide

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-ethoxybenzene)

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-ethoxybenzene)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Schlenk technique; Inert atmosphere; Reflux;90.5%
diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

diisopropyl 2-hydroxy-3-bromo-(2-(3-diisopropyl-phosphoryl-4-hydroxy-5-bromophenyl)propan-2-yl)phosphonate
1592980-07-8

diisopropyl 2-hydroxy-3-bromo-(2-(3-diisopropyl-phosphoryl-4-hydroxy-5-bromophenyl)propan-2-yl)phosphonate

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In toluene at 110℃; for 14h; Inert atmosphere;76%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

allyl bromide
106-95-6

allyl bromide

2,6-dibromo-4-(2-{3,5-dibromo-4-[(prop-2-en-1-yl)oxy]-phenyl}propan-2-yl)phenol

2,6-dibromo-4-(2-{3,5-dibromo-4-[(prop-2-en-1-yl)oxy]-phenyl}propan-2-yl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃; for 3h;69%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

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

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

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;65%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2-bromoethanol
540-51-2

2-bromoethanol

2,6-dibromo-4-(2-(3,5-dibromo-4-(2-hydroxyethoxy)phenyl)propan-2-yl)phenol

2,6-dibromo-4-(2-(3,5-dibromo-4-(2-hydroxyethoxy)phenyl)propan-2-yl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;63%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl iodide
74-88-4

methyl iodide

A

tetrabromobisphenol A monomethyl ether
146823-76-9

tetrabromobisphenol A monomethyl ether

B

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-methoxybenzene)

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-methoxybenzene)

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 20 - 60℃; for 2.25h; Reagent/catalyst; Solvent;A 59.1%
B 23.5%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2,2-bis(4-hydroxy-[3,5-3H2]phenyl)propane
583879-77-0

2,2-bis(4-hydroxy-[3,5-3H2]phenyl)propane

Conditions
ConditionsYield
With tritium; palladium on activated charcoal at 160℃; under 300.024 Torr; for 0.5h;50%
With hydrogen; Pd-BaSO4 at 160℃; for 0.25h;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

2-bromoethanol
540-51-2

2-bromoethanol

methyl 2-(2,6-dibromo-4-{2-[3,5-dibromo-4-(2-hydroxyethoxy)phenyl]propan-2-yl}phenoxy)acetate

methyl 2-(2,6-dibromo-4-{2-[3,5-dibromo-4-(2-hydroxyethoxy)phenyl]propan-2-yl}phenoxy)acetate

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A; bromoacetic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h;
Stage #2: 2-bromoethanol In N,N-dimethyl-formamide for 4h;
32%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

allyl bromide
106-95-6

allyl bromide

methyl 2-(4-(2-(4-(allyloxy)-3,5-dibromophenyl)propan-2-yl)-2,6-dibromobenzoxy)acetate

methyl 2-(4-(2-(4-(allyloxy)-3,5-dibromophenyl)propan-2-yl)-2,6-dibromobenzoxy)acetate

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A; bromoacetic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;
Stage #2: allyl bromide In N,N-dimethyl-formamide for 4h;
31%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

hexamethylenetetramine
100-97-0

hexamethylenetetramine

C6H12N4*C15H12Br4O2
1315333-31-3

C6H12N4*C15H12Br4O2

Conditions
ConditionsYield
In methanol at 110℃; for 72h; Autoclave;22%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2,2'-dibromo-6,6'-dinitro-4,4'-isopropylidene-di-phenol
608134-64-1

2,2'-dibromo-6,6'-dinitro-4,4'-isopropylidene-di-phenol

Conditions
ConditionsYield
With nitric acid In diethyl ether at 20℃; for 24h;21%
With acetic acid; sodium nitrite
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

hexamethylenetetramine
100-97-0

hexamethylenetetramine

3C6H12N4*3C15H12Br4O2

3C6H12N4*3C15H12Br4O2

Conditions
ConditionsYield
In methanol at 110℃; for 72h; Autoclave;18%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

acetic anhydride
108-24-7

acetic anhydride

2,2-bis-(4-acetoxy-3,5-dibromo-phenyl)-propane
33798-02-6

2,2-bis-(4-acetoxy-3,5-dibromo-phenyl)-propane

Conditions
ConditionsYield
With sodium acetate
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Allyl chloroformate
2937-50-0

Allyl chloroformate

2,2-bis-(4-allyloxycarbonyloxy-3,5-dibromo-phenyl)-propane
98572-84-0

2,2-bis-(4-allyloxycarbonyloxy-3,5-dibromo-phenyl)-propane

Conditions
ConditionsYield
With sodium hydroxide; acetone at 0 - 10℃;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2-chloro-5,5-bis-chloromethyl-[1,3,2]dioxaphosphinane
52591-28-3

2-chloro-5,5-bis-chloromethyl-[1,3,2]dioxaphosphinane

C25H26Br4Cl4O6P2
38578-49-3

C25H26Br4Cl4O6P2

Conditions
ConditionsYield
With triethylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

5,5-bis-bromomethyl-2-chloro-[1,3,2]dioxaphosphinane
38578-24-4

5,5-bis-bromomethyl-2-chloro-[1,3,2]dioxaphosphinane

C25H26Br8O6P2
38578-61-9

C25H26Br8O6P2

Conditions
ConditionsYield
With triethylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Dimethyl phosphite
868-85-9

Dimethyl phosphite

A

Dimethyl ether
115-10-6

Dimethyl ether

B

C2H8O5P2

C2H8O5P2

C

C16H15Br4O4P

C16H15Br4O4P

D

phosphonic acid monomethyl ester
13590-71-1

phosphonic acid monomethyl ester

Conditions
ConditionsYield
at 160℃; for 6h; Product distribution; Mechanism;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

benzoyl chloride
98-88-4

benzoyl chloride

C29H20Br4O4
24003-21-2

C29H20Br4O4

Conditions
ConditionsYield
With N-cyanodiisobutylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

phenyl chloroformate
1885-14-9

phenyl chloroformate

2.2-Bis-<4-phenoxycarbonyloxy-3.5-dibrom-phenyl>-propan
23950-73-4

2.2-Bis-<4-phenoxycarbonyloxy-3.5-dibrom-phenyl>-propan

Conditions
ConditionsYield
With tributyl-amine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Trichloro-acetic acid 2,6-dibromo-4-{1-[3,5-dibromo-4-(2,2,2-trichloro-acetoxy)-phenyl]-1-methyl-ethyl}-phenyl ester
24003-25-6

Trichloro-acetic acid 2,6-dibromo-4-{1-[3,5-dibromo-4-(2,2,2-trichloro-acetoxy)-phenyl]-1-methyl-ethyl}-phenyl ester

Conditions
ConditionsYield
With 1-Methylpyrrolidine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

C27H18Br4N2O6
54766-70-0

C27H18Br4N2O6

Conditions
ConditionsYield
With sodium carbonate
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl isocyanate
624-83-9

methyl isocyanate

Methyl-carbamic acid 2,6-dibromo-4-[1-(3,5-dibromo-4-methylcarbamoyloxy-phenyl)-1-methyl-ethyl]-phenyl ester
63921-14-2

Methyl-carbamic acid 2,6-dibromo-4-[1-(3,5-dibromo-4-methylcarbamoyloxy-phenyl)-1-methyl-ethyl]-phenyl ester

Conditions
ConditionsYield
In 1,4-dioxane
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

C27H16Br4N4O10
54766-76-6

C27H16Br4N4O10

Conditions
ConditionsYield
With sodium hydroxide

79-94-7Upstream product

79-94-7Relevant articles and documents

Instantaneous, facile and selective synthesis of tetrabromobisphenol a using potassium tribromide: An efficient and renewable brominating agent

Kumar, Lalit,Sharma, Vivek,Mahajan, Tanu,Agarwal

, p. 174 - 179 (2010)

An instantaneous method for the bromination of bisphenol A has been reported using potassium tribromide for the first time as an efficient brominating agent affording the corresponding tetrabromobisphenol A in a reaction time of only 5 - 10 min at ambient temperature in high yields (99%) and purity (>99%), free from reaction byproduct and having very low ionic impurities. Mild reaction conditions and simple workup provide a practical and commercially viable route for the synthesis of the largest selling flame retardant. The generated HBr during the bromination reaction is used either in the preparation of value-added brominated products or is disposed of as waste, causing serious environmental problems. An environmentally acceptable method for an inbuilt recycling of HBr by its neutralisation, thereby generating additional amounts of metal bromide and recovering the solvent from the liquid mixture has been designed and developed. The KBr used for the preparation of potassium tribromide can be recovered, regenerated in additional amounts, and reused without any significant loss.

Electrochemical synthesis of quinones and other derivatives in biphasic medium

Shanmugam,Kulangiappar,Ramaprakash,Vasudevan,Senthil Kumar,Velayutham,Raju

, p. 2294 - 2297 (2017/05/19)

Electrochemical synthesis of quinones has been attempted from phenols, 1,4-dihydroxybenzenes, 1,4-dihydroxynaphthalenes and related compounds using biphasic media. Excellent yields of quinones (98%) or brominated diols have been achieved with good current efficiency. Reuse of the electrolyte without any modification and quantitative conversion of substrate with theoretical amount of current are the advantages of this method.

Supramolecular organic frameworks of brominated bisphenol derivatives with organoamines

Lue, Jian,Han, Li-Wei,Lin, Jing-Xiang,Cao, Rong

experimental part, p. 3551 - 3557 (2012/03/27)

Reactions of two brominated bisphenol derivatives, tetrabromobisphenol-F (TBBPF) and tetrabromobisphenol-A (TBBPA), with various organoamines resulted in six supramolecular organic frameworks (SOFs), formulated as (TBBPF 2-)2·(HPZ+)2· (H 2PZ2+) (1), (TBBPF-)2· (H2PZ2+)·2H2O·2MeOH (2), (TBBPF) · (TBBPF-)· (HDABCO+)·H2O (3), (TBBPF) · (HMTA) (4), (TBBPA) · (HMTA) (5), and (TBBPA) 3· (HMTA)3·H2O (6) (PZ = piperazine; DABCO = diazabicyclo[2.2.2]octane; HMTA = hexamethylenetetramine). Compounds 1-6 were characterized by single-crystal and powder X-ray diffractions. The predominant driving forces in 1-6 are hydrogen bonds (H-bonds), by which the compounds assemble into supramolecular organic frameworks with versatile topological structures. Compound 1 contains TBBPF/PZ in a 2:3 ratio and exhibits 2D (two-dimensional) H-bonded supramolecular 4 4-sql layer structure built by the four-connected {H 2PZ2+} moieties and {TBBPF2-}. Compound 2 shows a 2-fold interpenetrated 3D (three-dimensional) H-bonded networks comprised by TBBPF/PZ in 2:1 ratio with the presence of solvent H2O and MeOH molecules, in which two identical pcu topological nets are recognized by choosing a decamer synthons as nodes. Compound 3 displays H-bonded 4 4-sql layer structure built by 2:1 TBBPF and DABCO, as well as one H2O per formula unit. Compounds 4 and 5 assemble into 1D (one-dimensional) H-bonded zigzag chains via the alternate linkage of HMTA with TBBPF/TBBPA in a similar fashion. Compound 6 generates an interesting hexamer subunit (HMTA ...TBBPA ...HMTA ...TBBPA ...HMTA...TBBPA), which can be viewed as a fragment of three repeating units for a zigzag chain observed in compound 5. A pair of the hexamer subunits is further connected by two water molecules to form an H-bonded molecular oligomer. Importantly, halogen bonds (X-bonds) have been observed in compounds 4-6 that exhibit 1D and 0D H-bonded supramolecular structures.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 79-94-7