Product Name

  • Name

    Bis(cyclohexanone)oxaldihydrazone

  • EINECS 206-729-2
  • CAS No. 370-81-0
  • Density 1.298 g/cm3
  • Solubility Soluble in alcohol. Insoluble in water.
  • Melting Point 210-214 °C(lit.)
  • Formula C14H22N4O2
  • Boiling Point 421.17°C (rough estimate)
  • Molecular Weight 278.354
  • Flash Point
  • Transport Information
  • Appearance white powder
  • Safety 24/25-2
  • Risk Codes 21/22
  • Molecular Structure Molecular Structure of 370-81-0 (Bis(cyclohexanone)oxaldihydrazone)
  • Hazard Symbols HarmfulXn
  • Synonyms Cuprizone;NSC 4283;Oxalic bis(cyclohexylidene)hydrazide;Biscyclohexanoneoxalyldihydrazone;Oxalic acid,bis(cyclohexylidenehydrazide) (6CI,7CI,8CI);Ethanedioicacid, bis(cyclohexylidenehydrazide) (9CI);N'1,N'2-dicyclohexylideneethanedihydrazide;Oxalic Bis(cyclohexylidenehydrazide);
  • PSA 82.92000
  • LogP 2.64080

Synthetic route

oxalic acid hydrazide
996-98-5

oxalic acid hydrazide

cyclohexanone
108-94-1

cyclohexanone

cuprizone
370-81-0

cuprizone

Conditions
ConditionsYield
With hydrogenchloride; ethanol; water
cuprizone
370-81-0

cuprizone

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

tetraethyl [(1,2-dioxoethane-1,2-diyl)bis(hydrazine-2,1-diyl-cyclohexane-1,1-diyl)]bisphosphonate
1415724-74-1

tetraethyl [(1,2-dioxoethane-1,2-diyl)bis(hydrazine-2,1-diyl-cyclohexane-1,1-diyl)]bisphosphonate

Conditions
ConditionsYield
With tetra[tert-butylphthalocyanine]aluminum chloride at 80℃; for 5h; Inert atmosphere;90%
cuprizone
370-81-0

cuprizone

N2,N2-dicyclohexyloxalohydrazide
1222194-69-5

N2,N2-dicyclohexyloxalohydrazide

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1.5h; Inert atmosphere;80%
di(tetra-n-butylammonium) dimolybdate

di(tetra-n-butylammonium) dimolybdate

cuprizone
370-81-0

cuprizone

A

3{(C4H9)4N}(1+)*{Mo4O15(OH)(C14H22N4)}(3-)={Mo4O15(OH)(C14H22N4)}{(C4H9)4N}3

3{(C4H9)4N}(1+)*{Mo4O15(OH)(C14H22N4)}(3-)={Mo4O15(OH)(C14H22N4)}{(C4H9)4N}3

B

{Mo3O8(OCH3)(MoO4)2}(3-)*3{(C4H9)4N}(1+)*0.5CH2Cl2={Mo3O8(OCH3)(MoO4)2}{(C4H9)4N}3*0.5CH2Cl2
120904-99-6

{Mo3O8(OCH3)(MoO4)2}(3-)*3{(C4H9)4N}(1+)*0.5CH2Cl2={Mo3O8(OCH3)(MoO4)2}{(C4H9)4N}3*0.5CH2Cl2

Conditions
ConditionsYield
In dichloromethane addn. of hydrazide deriv. in CH2Cl2 to Mo-complex in CH2Cl2; stirring overnight at room temp.; addn. of diethyl ether; recrystn. (CH2Cl2/MeOH/ether 3:2:1); elem. anal.; after 3 days at room temp.: carbonyl insertion product;A n/a
B 30%
cuprizone
370-81-0

cuprizone

copper(II) sulfate
7758-99-8

copper(II) sulfate

sodium hydroxide
1310-73-2

sodium hydroxide

Na(1+)*Cu(C6H10N2COCONNH2)2(1-)=NaCu(C6H10N2COCONNH2)2

Na(1+)*Cu(C6H10N2COCONNH2)2(1-)=NaCu(C6H10N2COCONNH2)2

Conditions
ConditionsYield
In water ligand added to aq. soln. of CuSO4 with stirring, pH adjusted to 8 by NaOH; EtOH added; elem. anal.;
Cu[1,4,7-triazacyclononane]
64560-64-1

Cu[1,4,7-triazacyclononane]

cuprizone
370-81-0

cuprizone

3C6H15CuN3(2+)*C14H22N4O2

3C6H15CuN3(2+)*C14H22N4O2

Conditions
ConditionsYield
In acetonitrile for 1h;
Cu[1,4,7-triazacyclononane]
64560-64-1

Cu[1,4,7-triazacyclononane]

cuprizone
370-81-0

cuprizone

C6H15CuN3(2+)*C14H22N4O2

C6H15CuN3(2+)*C14H22N4O2

Conditions
ConditionsYield
In acetonitrile for 1h;
Cu[1,4,7-triazacyclononane]
64560-64-1

Cu[1,4,7-triazacyclononane]

cuprizone
370-81-0

cuprizone

C6H15CuN3(2+)*3C14H22N4O2

C6H15CuN3(2+)*3C14H22N4O2

Conditions
ConditionsYield
In acetonitrile for 1h;

Bis(cyclohexanone)oxaldihydrazone Consensus Reports

Reported in EPA TSCA Inventory.

Bis(cyclohexanone)oxaldihydrazone Specification

The Cuprizone, with the CAS registry number 370-81-0 and EINECS registry number 206-729-2, has the systematic name of N'1,N'2-dicyclohexylideneethanedihydrazide. It is a kind of white powder. And the molecular formula of this chemical is C14H22N4O2. What's more, it should be stored 2-8°C. And it is used in spectrometry for determing Cu.

The physical properties of Cuprizone are as followings: (1)ACD/LogP: 0.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.85; (4)ACD/LogD (pH 7.4): 0.85; (5)ACD/BCF (pH 5.5): 2.62; (6)ACD/BCF (pH 7.4): 2.62; (7)ACD/KOC (pH 5.5): 69.33; (8)ACD/KOC (pH 7.4): 69.24; (9)#H bond acceptors: 6; (10)H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 65.34 Å2; (13)Index of Refraction: 1.625; (14)Molar Refractivity: 75.88 cm3; (15)Molar Volume: 214.4 cm3; (16)Polarizability: 30.08×10-24cm3; (17)Surface Tension: 51.9 dyne/cm; (18)Density: 1.29 g/cm3.

You should be cautious while dealing with this chemical. It is harmful in contact with skin and if swallowed. Therefore, you had better take the following instructions: Keep out of the reach of children, and avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(C(=O)N\N=C1\CCCCC1)N/N=C2\CCCCC2
(2)InChI: InChI=1/C14H22N4O2/c19-13(17-15-11-7-3-1-4-8-11)14(20)18-16-12-9-5-2-6-10-12/h1-10H2,(H,17,19)(H,18,20)
(3)InChIKey: DSRJIHMZAQEUJV-UHFFFAOYAY

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