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2386-87-0

Basic Information
CAS No.: 2386-87-0
Name: 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate
Molecular Structure:
Molecular Structure of 2386-87-0 (3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate)
Formula: C14H20O4
Molecular Weight: 252.31
Synonyms: 3,4-Epoxycyclohexanecarboxylic acid(3,4-epoxycyclohexylmethyl) ester;3,4-Epoxycyclohexanemethyl3,4-epoxycyclohexanecarboxylate;3,4-Epoxycyclohexylmethyl 3',4'-epoxycyclohexanecarboxylate;7-Oxabicyclo[4.1.0]heptan-4-ylmethyl7-oxabicyclo[4.1.0]heptane-4-carboxylate;UP-632 monomer;3,4-Epoxycyclohexylmethyl- 3,4-epoxycyclohexanecarboxylate;
EINECS: 219-207-4
Density: 1.223 g/cm3
Melting Point: -37 °C(lit.)
Boiling Point: 363.4 °C at 760 mmHg
Flash Point: 160.5 °C
Solubility:
Appearance: Pale Yellow to Colorless Liquid
Hazard Symbols: IrritantXi
Risk Codes: 43
Safety: 36/37
Transport Information:
PSA: 51.36000
LogP: 1.80710
Synthetic route
2611-00-9

3-cyclohexene-1-carboxylic acid 3-cyclohexen-1-ylmethyl ester

2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Conditions
ConditionsYield
With phosphotungstic acid; trioctylmethylammonium acetate; phosphoric acid; dihydrogen peroxide; sodium carbonate In water; toluene at 50℃; for 15h; Inert atmosphere;94%
With 1H-imidazole; tristetrahexylammonium tetrakis(diperoxotungsto) phosphate; dihydrogen peroxide In water; acetonitrile at 49.84℃; under 760.051 Torr; for 24h; Reagent/catalyst; Inert atmosphere;82%
With dihydrogen peroxide; acetonitrile; triethylamine In water at 60℃; for 10h; Conversion of starting material;46%
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

124-38-9

carbon dioxide

C16H20O8

Conditions
ConditionsYield
With tetrabutylammomium bromide In neat (no solvent) at 100℃; for 12h; chemoselective reaction;99%
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

124-38-9

carbon dioxide

C16H20O8

Conditions
ConditionsYield
With calcium iodide In neat (no solvent) at 90℃; under 37503.8 Torr; for 48h; diastereoselective reaction;98%
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

760-93-0

methacryloyl anhydride

3,4-bis(methacryloyloxy)cyclohexanecarboxylic acid 3,4-bis(methacryloyloxy)cyclohexylmethyl ester

Conditions
ConditionsYield
With benzyltrimethylammonium chloride; 4-methoxy-phenol at 100℃; for 24h;81%
96-48-0

4-butanolide

2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Reaxys ID: 11465227

Reaxys ID: 11465227

Conditions
ConditionsYield
at 97 - 100℃; for 3h;
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

poly(bisphenol A-co-epichlorohydrin) glycidyl end-capped

poly(bisphenol A-co-epichlorohydrin) glycidyl end-capped

[poly(bisphenol A-co-epichlorohydrin) glycidyl end-capped]-(3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate) copolymer

[poly(bisphenol A-co-epichlorohydrin) glycidyl end-capped]-(3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate) copolymer

Conditions
ConditionsYield
With CD-1012 near-IR femtosecond irradiation;
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Epon SU-8

Epon SU-8

(Epon SU-8)-(3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate) copolymer

(Epon SU-8)-(3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate) copolymer

Conditions
ConditionsYield
With CD-1010 near-IR femtosecond irradiation;
2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

poly[7-oxa-bicyclo[4.1.0]heptane-3-carboxylic acid 7-oxa-bicyclo[4.1.0]hept-3-ylmethyl ester], photopolymerization; monomer: UVR 6110

poly[7-oxa-bicyclo[4.1.0]heptane-3-carboxylic acid 7-oxa-bicyclo[4.1.0]hept-3-ylmethyl ester], photopolymerization; monomer: UVR 6110

Conditions
ConditionsYield
With (4-iPr-phenyl)-4'-methylphenyliodonium (C6F5)4-gallate Kinetics; Further Variations:; Reagents; UV-irradiation;
108-32-7

1,2-propylene cyclic carbonate

2386-87-0

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Reaxys ID: 11465275

Reaxys ID: 11465275

Conditions
ConditionsYield
Cr3+ catalyst at 75 - 94℃; for 3h;
Raw Materials
2611-00-9
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Reported in EPA TSCA Inventory.

Specification

The 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate, with the CAS registry number 2386-87-0, is also known as 7-Oxabicyclo[4.1.0]hept-3-ylmethyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate.It belongs to the product Epoxide Monomers; Monomers; Polymer Science.Its EINECS number is 219-207-4. This chemical's molecular formula is C14H20O4 and molecular weight is 252.306. What's more,Its systematic name is 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate.3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate may cause damage to health. It is irritating. And it May cause sensitization by skin contact. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

Physical properties about 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate are:
(1)ACD/LogP: 1.593; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 1.59; (4)ACD/LogD (pH 7.4): 1.59; (5)ACD/BCF (pH 5.5): 9.57; (6)ACD/BCF (pH 7.4): 9.57; (7)ACD/KOC (pH 5.5): 175.30; (8)ACD/KOC (pH 7.4): 175.30; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.529; (13)Molar Refractivity: 63.619 cm3; (14)Molar Volume: 206.147 cm3 ; (15)Surface Tension: 42.6389999389648 dyne/cm; (16)Density: 1.224 g/cm3; (17)Flash Point: 160.467 °C; (18)Enthalpy of Vaporization: 60.95 kJ/mol; (19)Boiling Point: 363.438 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C;

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(OCC1CC2OC2CC1)C4CCC3OC3C4;
(2)Std. InChI:InChI=1S/C14H20O4/c15-14(9-2-4-11-13(6-9)18-11)16-7-8-1-3-10-12(5-8)17-10/h8-13H,1-7H2;
(3)Std. InChIKey:YXALYBMHAYZKAP-UHFFFAOYSA-N.

The toxicity data of 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 20mL/kg (20mL/kg)   Personal Communication from T.J. Cawley, Union Carbide Corporation, 39 Old Ridgebury Road, Danbury, CT 08817-0001, Jun. 21, 1993Vol. JUN21, Pg. 1993,
rat LD50 oral 4490mg/kg (4490mg/kg)   American Industrial Hygiene Association Journal. Vol. 24, Pg. 305, 1963.