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Oxirane,2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bis- (1675-54-3)

Identification
Name:Oxirane,2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bis-
Synonyms:Propane,2,2-bis[p-(2,3-epoxypropoxy)phenyl]- (6CI,8CI);2,2-Bis(4-glycidyloxyphenyl)propane;2,2-Bis(4-hydroxyphenyl)propane diglycidylether;2,2-Bis(4'-glycidyloxyphenyl)propane;2,2-Bis(p-glycidyloxyphenyl)propane;2,2-Bis(p-hydroxyphenyl)propane diglycidyl ether;2,2-Bis[4-(2,3-epoxypropoxy)phenyl]propane;2,2-Bis[4-(2,3-epoxypropyloxy)phenyl]propane;2,2-Di(4-glycidyloxyphenyl)propane;4,4'-Bis(2,3-epoxypropoxy)diphenyldimethylmethane;4,4'-Isopropylidenediphenoldiglycidyl ether;BADGE;Bis(4-hydroxyphenyl)dimethylmethane diglycidyl ether;Bis(phenol) A diglycidal ether;Bisphenol Adiglycidyl ether;DGEBA;Dian diglycidyl ether;Diglycidylbisphenol A;Diomethanediglycidyl ether;NSC 5022;
CAS:1675-54-3
EINECS: 216-823-5
Molecular Formula: C21H24O4
Molecular Weight: 340.45
InChI: InChI=1/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3/t19-,20-/m1/s1
Molecular Structure: (C21H24O4) Propane,2,2-bis[p-(2,3-epoxypropoxy)phenyl]- (6CI,8CI);2,2-Bis(4-glycidyloxyphenyl)propane;2,2-Bis(4...
Properties
Transport:TX3800000
Melting Point: 40-44 oC
Density:1,17 g/cm3
Refractive index:1.5735
Solubility:insoluble in water
Appearance:colorless or yellowish brown liquid
Specification:

The IUPAC name of Bisphenol A diglycidyl ether is 2-[[4-[2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane. With the CAS registry number 1675-54-3, it is also named as 2,2-Bis(4'-glycidyloxyphenyl)propane. The product's categories are Aromatics Compounds; Bisphenol A type Compounds (for High-Performance Polymer Research); Functional Materials; Oxiranes; Reagent for High-Performance Polymer Research; Simple 3-Membered Ring Compounds; Aromatics; Inhibitors; Intracellular receptor. It is colorless or yellowish brown liquid which is slightly toxic. When heated to decomposition it emits acrid and irritating fumes. So the storage environment should be ventilate, low-temperature and dry. Keep Bisphenol A diglycidyl ether separate from oxidizers and acids.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.71; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 5; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 8; (6)Flash Point: 290 °C; (7)Enthalpy of Vaporization: 86.86 kJ/mol; (8)Boiling Point: 555.9 °C at 760 mmHg; (9)Vapour Pressure: 5.75E-13 mmHg at 25°C; (10)Rotatable Bond Count: 8; (11)Exact Mass: 340.167459; (12)MonoIsotopic Mass: 340.167459; (13)Topological Polar Surface Area: 43.5; (14)Heavy Atom Count: 25; (15)Complexity: 384.

Uses of Bisphenol A diglycidyl ether: It is not only used as an adhesive and anti-corrosion coatings, but also used for casting process. And this chemical is also used in the production of anticorrosive paint and insulated paint. In addition, it can react with cyclohexanone to get C33H44O6. This reaction needs reagent Mg(ClO4)2*2H2O at temperature of 100 °C. The yield is 50%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and skin. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:Oc1ccc(cc1)C(C)(C)c2ccc(O)cc2.C1OC1COCC2CO2
2. InChI:InChI=1/C15H16O2.C6H10O3/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12;1(5-3-8-5)7-2-6-4-9-6/h3-10,16-17H,1-2H3;5-6H,1-4H2

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4gm/kg (4000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
mouse LD50 oral 15600mg/kg (15600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rabbit LD50 oral 1980mg/kg (1980mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rabbit LD50 skin 20gm/kg (20000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rat LD50 intraperitoneal 2200mg/kg (2200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rat LD50 oral 11300uL/kg (11.3mL/kg)   Union Carbide Data Sheet. Vol. 4/21/1967,

Report:

The IUPAC name of Bisphenol A diglycidyl ether is 2-[[4-[2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane. With the CAS registry number 1675-54-3, it is also named as 2,2-Bis(4'-glycidyloxyphenyl)propane. The product's categories are Aromatics Compounds; Bisphenol A type Compounds (for High-Performance Polymer Research); Functional Materials; Oxiranes; Reagent for High-Performance Polymer Research; Simple 3-Membered Ring Compounds; Aromatics; Inhibitors; Intracellular receptor. It is colorless or yellowish brown liquid which is slightly toxic. When heated to decomposition it emits acrid and irritating fumes. So the storage environment should be ventilate, low-temperature and dry. Keep Bisphenol A diglycidyl ether separate from oxidizers and acids.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.71; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 5; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 8; (6)Flash Point: 290 °C; (7)Enthalpy of Vaporization: 86.86 kJ/mol; (8)Boiling Point: 555.9 °C at 760 mmHg; (9)Vapour Pressure: 5.75E-13 mmHg at 25°C; (10)Rotatable Bond Count: 8; (11)Exact Mass: 340.167459; (12)MonoIsotopic Mass: 340.167459; (13)Topological Polar Surface Area: 43.5; (14)Heavy Atom Count: 25; (15)Complexity: 384.

Uses of Bisphenol A diglycidyl ether: It is not only used as an adhesive and anti-corrosion coatings, but also used for casting process. And this chemical is also used in the production of anticorrosive paint and insulated paint. In addition, it can react with cyclohexanone to get C33H44O6. This reaction needs reagent Mg(ClO4)2*2H2O at temperature of 100 °C. The yield is 50%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and skin. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:Oc1ccc(cc1)C(C)(C)c2ccc(O)cc2.C1OC1COCC2CO2
2. InChI:InChI=1/C15H16O2.C6H10O3/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12;1(5-3-8-5)7-2-6-4-9-6/h3-10,16-17H,1-2H3;5-6H,1-4H2

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4gm/kg (4000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
mouse LD50 oral 15600mg/kg (15600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rabbit LD50 oral 1980mg/kg (1980mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rabbit LD50 skin 20gm/kg (20000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rat LD50 intraperitoneal 2200mg/kg (2200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2219, 1981.
rat LD50 oral 11300uL/kg (11.3mL/kg)   Union Carbide Data Sheet. Vol. 4/21/1967,

Biological Activity: PPAR γ pure antagonist with micromolar affinity in 3T3-L1 and 3T3-F442A preadipocyte cells; selective over PPAR δ and PPAR α . Antagonizes the ability of rosiglitazone to stimulate transcriptional activity of PPAR γ . Acts as a PPAR γ agonist in an ECV304 cell line. Also produces PPARg-independent apoptosis of tumor cells via several mechanisms. Active in vivo .
Color: Sticky
Usage:A PPAR antagonist
Safety Data
Hazard Symbols Xi: Irritant
 

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