Oxalate chloride

An oxalate chloride or oxalato chloride is a mixed anion compound contains both oxalate and chloride anions.

Related compounds include oxalate fluorides[1] and oxalate bromides.[2]

Production

Oxalate chlorides may be produced by treating an oxalate salt with concentrated hydrochloric acid, or with a metal oxide dissolved in oxalic acid and hydrochloric acid solutions that are evaporated.[3]

List

name formula crystal space group cell volume density comment ref
Novgorodovaite Ca2(C2O4)Cl2•2H2O monoclinic I2/m a=6.936 b=7.382 c=7.443 β=94.3° loses water over 205°C; refract: α=1.500 β=1.545 γ=1.568 2V=71° (−) [4][5][6]
Ca2(C2O4)Cl2•7H2O triclinic P1 a = 7.3928 b = 8.9925 c = 10.484 α = 84.070 β = 70.95 γ = 88.545° 655.3 looses water at 25°C to 2H2O; refract: α=1.571 β=1.648 γ=1.718 2V=87° (−) [4][7]
Ca4(C2O4)3Cl2•8H2O dubious [4]
octakis(ethyl(dimethyl)ammonium) dodecakis(μ-oxalato)-tetrachloro-tetra-chromium-tetra-manganese [NH(CH3)2(C2H5)]8[Mn4Cl4Cr4(C2O4)12] monoclinic P21 a=13.8321 b=17.1042 c=20.4209 β=91.874° [8]
octakis(diethyl(methyl)ammonium) dodecakis(μ-oxalato)-tetrachloro-tetra-chromium-tetra-manganese [NH(CH3)(C2H5)2]8[Mn4Cl4Cr4(C2O4)12] monoclinic P21 a=14.1863 b=17.3479 c=20.4140 β=91.937° [8]
DABCO=1,4-diazabicyclo[2.2.2]octane; (DABCO-H+)2(DABCO-2H2+)[MnII(CH3OH)(Cl)CrIII(oxalate)3]2−2(CH3OH) triclinic P1 a=8.093 b=9.070 c=19.574 α=83.471° β=89.875° γ=86.765° [9]
tetrakis(methylammonium) tetrakis(μ-oxalato)-octachloro-tetra-iron(iii) pentahydrate (MeNH3)2[Fe2(ox)2Cl4]·2.5H2O monoclinic P21/c a 10.7832 b 13.913 c 13.0578 β 104.060° [10]
methylammonium (μ-hydroxo)-bis(μ-oxalato)-dichloro-di-iron(iii) trihydrate MeNH3[Fe2(OH)(ox)2Cl2]·2H2O monoclinic Cc a=8.945 b=14.936 c=12.408 β=108.531° [10]
methylammonium oxonium bis(μ-oxalato)-(μ-oxo)-dichloro-di-iron(iii) dihydrate (H3O)(MeNH3)[Fe2O(ox)2Cl2]·3H2O orthorhombic Fdd2 a=14.914 b=23.507 c=9.261 [10]
DMF = dimethylformamide Fe2(C2O4)Cl4(DMF)4 triclinic P1 a=8.3919 b=8.7834 c=11.2881 α=70.248° β=71.993° γ=64.423° [11]
(dimim)2[Fe2Cl4(μ-ox)] ionic liquid [12]
L2=1,4-bis(imidazol-1-ylmethyl)benzene

bis(1,1'-(1,4-Phenylenebis(methylene))bis-1H-imidazol-3-ium) (μ2-oxalato)-tetrachloro-bis(oxalato)-di-iron(iii)

(H2-L2)2{Fe2(C2O4)3Cl4} triclinic P1 a=10.6758 b=10.7457 c=10.8774 α=113.219° β=109.138° γ=99.294° Z=1 1020.8 1.624 emerald [13]
tetramelaminium trioxalatoferrate(III) chloride dihydrate (C3H7N6)4{Fe(C2O4)3}Cl·2H2O monoclinic P21/c a=11.597 b=22.299 c=13.655 β=94.344° Z=4 3521 1.698 green [14]
methylammonium (μ-aqua)-tris(μ-chloro)-(μ-oxalato)-iron(iii)-potassium K(MeNH3)[Fe(ox)Cl3(H2O) monoclinic P21/m a=8.725 b=7.508 c=9.026 β=112.421° [10]
diethylmethylammonium [NH(CH3)(C2H5)2][FeCl2(C2O4)] monoclinic P21/c a=8.5125 b=10.775 c=14.9703 β=104.798° Z=4 1327.6 1.516 yellow; proton conductor [15]
bis(Tetramethylammonium) bis(μ2-oxalato)-tetrachloro-di-iron(iii) Me4N[FeIII(ox)Cl2] monoclinic P21/c a=7.9441 b=8.6093 c=17.8251 β=91.869 [16]
hexakis(Triethylammonium) hexakis(μ2-oxalato)-dodecachloro-hexa-iron(iii) Et3NH[FeIII(ox)Cl2] triclinic P1 a=10.9609 b=14.4602 c=14.5780 α=85.006° β=78.845° γ=83.0191 [16]
Triethylammonium (μ2-oxalato)-dichloro-iron(iii) Et3NH[FeIII(ox)Cl2] orthorhombic Fdd2 a=13.5878 b=37.972 c=10.8210 [16]
bis(Tetra-n-butylammonium) bis(μ2-oxalato)-tetrachloro-di-iron(iii) n-Bu4N[FeIII(ox)Cl2] monoclinic P21/c a=8.8836 b=15.1939 c=17.968 β=91.556° [16]
[Fe(oxalato)Cl2]3(3,5-dimethylpyrazole)2(3,5- dimethylpyrazolium)2 monoclinic C2/c a=19.527 b=11.867 c=19.429 β=115.66° Z=4 4058.20 1.684 green [17]
BETS = Bis(ethylenedithio)tetraselenafulvalene κ-BETS2[FeIII(C2O4)Cl2] black; metallic; [18]
bis(2-(5,6-dihydro[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-5,6-dihydro[1,3]dithiolo[4,5-b][1,4]dithiin-1-ium) bis(μ-oxalato)-tetrachloro-di-iron(iii) [BEDT-TTF][Fe(C2O4)Cl2] triclinic P1 a=8.896 b=11.401 c=11.427 α=112.062° β=103.775° γ=100.328° [19]
BEDT-TTF = Bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF)[Fe(C2O4)Cl2](CH2Cl2) monoclinic P21/c a=8.858 b=11.012 c=14.932 β=103.39° [20]
tris(ethylenediamine)cobalt(III)chloride oxalate trihydrate [Co(en)3]Cl(C2O4)·3H2O monoclinic C2/c a = 19.932 b = 9.3344 c = 19.088 β = 96.846° Z = 8 [21]
dpyam=di-2-pyridylamine; (μ2-Oxalato)-bis(di-2-pyridylamine)-dichloro-di-copper(ii) Cu2(dpyam)2(μ-C2O4)(Cl)2 triclinic P1 a=7.4122 b=8.6586 c=9.8002 α=87.900° β=72.022° γ=71.845° [22]
L = 3,5-dimethyl-1H-pyrazole Cu2(C2O4)(L)2Cl2(MeOH)2 triclinic P1 a=7.244 b=8.039 c=8.848 α=92.16° β=92.73° γ=96.21° [23]
bpy=bipyridine [Fe(bpy)3]2[NbO(C2O4)3]Cl·11H2O [24]
[Fe(bpy)3]2[NbO(2O4)3]Cl·12H2O orthorhombic P212121 a=14.975 b=21.708 c=22.351 Z=4 7266 1.530 dark red [24]
[Co(bpy)3]2[NbO(C2O4)3]Cl·11H2O monoclinic P21/c a=23.548 b=13.631 c=22.812 β=101.04 7187 1.536 orange red [24]
[Co(bpy)3]2[NbO(C2O4)3]Cl·12H2O orthorhombic P212121 a=15.103 b=22.075 c=22.386 Z=4 7463 1.495 brown [24]
[Ni(bpy)3]2[NbO(C2O4)3]Cl·11H2O monoclinic P21/c a=23.875 b=13.265 c=23.115 β=101.69 Z=4 7169 1.539 pink [24]
[Ni(bpy)3]2[NbO(C2O4)3]Cl·12H2O orthorhombic P212121 15.058 b=22.039 c=22.398 Z=4 7433 1.500 dark pink [24]
[Cu(bpy)3]2[NbO(C2O4)3]Cl·12H2O orthorhombic P212121 a=15.035 b=22.267 c=22.538 Z=4 7545 1.487 blue [24]
[Zn(bpy)3]2[NbO(C2O4)3]Cl·11H2O monoclinic P21/c 24.070 b=13.332 c=23.168 β=102.19 Z=4 7267 1.530 pink [24]
[Zn(bpy)3]2[NbO(C2O4)3]Cl·12H2O [24]
tris(Tetraethylammonium) tetrakis(μ3-sulfido)-(oxalato-O,O')-trichloro-cyano-tri-iron-molybdenum (Et4N)5{[C2O4)MoFe3S4Cl2]2(μ-CN)(μ-S)} monoclinic P21/n a=10.331 b=22.580 c=19.083 β=91.97° double cubane structure [25]
2-Oxalato)-dichloro-bis(η6-p-cymene)-di-ruthenium [Ru2(μ-η4-C2O4)Cl26-p-PriC6H4Me)2] monoclinic P21/n a=7.571 b=8.998 c=16.528 β=95.52° Z=2 1120.73 yellow [26]
chloro-(oxalato)-tris(pyridine)-rhodium mer-[Rh(C2O4)Cl(py)3] orthorhombic P212121 a=9.9999 b=12.0930 c=14.9368 Z=4 1806.2 1.705 yellow [27]
CHLOROPENTAAMMINECHROMIUM(III) BIS(OXALATO)PALLADATE [Cr(NH3)5Cl][Pd(C2O4)2] triclinic a = 3.225 b = 10.290 c = 11.390 α = 116.5° β = 97.9° γ = 91.2° 334.5 [28]
C(NH2)3Cd(C2O4)Cl(H2O)·H2O triclinic P1 a=6.8136 b=7.4890 c=10.0515 α=84.082° β=77.806° γ=88.813° band gap 3.76 eV [29]
SnC2O4Cl2 [30]
SnC2O4Cl2 . CuBr2 1/4EtOH green [30]
SnC2O4Cl2 . CuCl2 . H2O green [30]
SnC2O4Cl2 . CoBr2 1/8EtOH rose colour [30]
(Et4N)2C2O4 . SnCl2F2 . 2H2O: white [30]
(Me4N)2Sn(C2O4)Cl2 white [30]
(Et4N)2Sn(C2O4)Cl2 .(Et4N)2C2O4(SnCl4)2 . EtOH white [30]
Sn(C2O4)2 . 2[SnCl4 . (Pyridine)2] white [30]
(Et4N)2SnCl6 . (Et4N)2C2O4 . 2SnC2O4(OH)2 white [30]
(NH4)2Sb(C2O4)Cl3 orthorhombic P212121 a=8.6961 b=8.7844 c=13.5956 Z=4 1038.57 2.253 [31]
K2Sb(C2O4)Cl3 orthorhombic P212121 a=8.3966 b=8.6023 c=13,6342 Z=4 984.80 2.660 [31]
Rb2Sb(C2O4)Cl3 orthorhombic P212121 a=8.6769 b=8.8485 c=13.8014 Z=4 1059.64 3.053 birefringence 0.22@546 nm;NLO 2.1 × KH2PO4 [31]
Ba2Mn2Cl2(C2O4)3·4H2O monoclinic C2/c a=22.916 b=8.248 c=9.904 β=99.53° [32]
Ba2Fe2Cl2(C2O4)3·4H2O monoclinic C2/c a=22.798 b=8.297 c=9.849 β=99.90° [32]
Ba2Co2Cl2(C2O4)3·4H2O monoclinic C2/c a=22.675 b=8.230 c=9.757 β=100.00° purple [33][32]
BaCd(C2O4)1.5Cl(H2O)2 monoclinic C2/c a=23.101 b=8.253 c=10.040 β 99.14° band gap 4.53 eV [29]
La(C2O4)Cl monoclinic P21/n a=8.489 b=16.19 c=5.880 β=104.14° [34][35]
La(C2O4)Cl·3H2O [36]
Ce(C2O4)Cl [1]
Ce(C2O4)Cl·3H2O [36]
Pr(C2O4)Cl·3H2O stable to 163°C [36][1]
Nd(C2O4)Cl·3H2O stable to 167°C; dec 510° to NdOCl [36][1][37]
Sm(C2O4)Cl·3H2O stable to 174°C; dec at 347° to EuC2O4 [36][1]
Eu(C2O4)Cl·3H2O stable to 178°C [36][1]
Gd(C2O4)Cl·3H2O [36][38]
(Et4N)2Sn(C2O4)Cl2 . (Et4N)2C2O4(SnCl4)2 . EtOH [30]
[(Me4N)2C2O4SnCl4]2 . [(Me4N)2Sn(C2O4)2Cl2]2 . Sn(WO4)2 [30]
[Pt(HC2O4)Cl3]2− [39]
[Pt(HC2O4)(C2O4)Cl]2− [39]
K2[Pt(C2O4)Cl2]·H2O triclinic P1 a=7.136 b=7.308 c=10.130 α=86.75° β=74.58° γ=54.28° Z=2 457.7 3.27 [40][39]
[Pt(NH3)5Cl][Cr(C2O4)3] · 4H2O orthorhombic Pccn a=38.901 b=13.7267 c=14.9141 [41]
[Pt(NH3)5Cl][Fe(C2O4)3] · 4H2O orthorhombic Pccn a=39.0123 b=13.7232 c=14.8990 [41]
[Pt(NH3)5Cl][Co(C2O4)3] · 2H2O monoclinic P21 a=8.5158 b=12.6409 c=8.5726 β=105.000° [41]
lead chloride oxalate Pb2Cl2(C2O4) monoclinic C2/m a=5.9411 b=5.8714 c=9.4212 β=95.232° Z=2 327.26 5.82 dec 350°C to Pb, Pb5O2Cl6 and Pb3O2Cl2 [42]
Th4Cl4(C2O4)6•20H2O
Plutonium(III) oxalato chloride ?Pu(C2O4)Cl·3H2O blue; biaxial (−) [43]
Am(C2O4)Cl·3H2O monoclinic P21/n a=5.852 b=15.823 c=8.351 β=104.243° [44]

References

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  • v
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  • e
Salts and covalent derivatives of the chloride ion
HCl He
LiCl BeCl2 B4Cl4
B12Cl12
BCl3
B2Cl4
+BO3
C2Cl2
C2Cl4
C2Cl6
CCl4
+C
+CO3
NCl3
ClN3
+N
+NO3
ClxOy
Cl2O
Cl2O2
ClO
ClO2
Cl2O4
Cl2O6
Cl2O7
ClO4
+O
ClF
ClF3
ClF5
Ne
NaCl MgCl2 AlCl
AlCl3
Si5Cl12
Si2Cl6
SiCl4
P2Cl4
PCl3
PCl5
+P
S2Cl2
SCl2
SCl4
+SO4
Cl2 Ar
KCl CaCl
CaCl2
ScCl3 TiCl2
TiCl3
TiCl4
VCl2
VCl3
VCl4
VCl5
CrCl2
CrCl3
CrCl4
MnCl2
MnCl3
FeCl2
FeCl3
CoCl2
CoCl3
NiCl2 CuCl
CuCl2
ZnCl2 GaCl
GaCl3
GeCl2
GeCl4
AsCl3
AsCl5
+As
Se2Cl2
SeCl2
SeCl4
BrCl Kr
RbCl SrCl2 YCl3 ZrCl3
ZrCl4
NbCl3
NbCl4
NbCl5
MoCl2
MoCl3
MoCl4
MoCl5
MoCl6
TcCl3
TcCl4
RuCl2
RuCl3
RuCl4
RhCl3 PdCl2 AgCl CdCl2 InCl
InCl2
InCl3
SnCl2
SnCl4
SbCl3
SbCl5
Te3Cl2
TeCl2
TeCl4
ICl
ICl3
XeCl
XeCl2
XeCl4
CsCl BaCl2 * LuCl3 HfCl4 TaCl3
TaCl4
TaCl5
WCl2
WCl3
WCl4
WCl5
WCl6
ReCl3
ReCl4
ReCl5
ReCl6
OsCl2
OsCl3
OsCl4
OsCl5
IrCl2
IrCl3
IrCl4
PtCl2
PtCl4
AuCl
(Au[AuCl4])2
AuCl3
Hg2Cl2
HgCl2
TlCl
TlCl3
PbCl2
PbCl4
BiCl3 PoCl2
PoCl4
AtCl Rn
FrCl RaCl2 ** LrCl3 RfCl4 DbCl5 SgO2Cl2 BhO3Cl Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* LaCl3 CeCl3 PrCl3 NdCl2
NdCl3
PmCl3 SmCl2
SmCl3
EuCl2
EuCl3
GdCl3 TbCl3 DyCl2
DyCl3
HoCl3 ErCl3 TmCl2
TmCl3
YbCl2
YbCl3
** AcCl3 ThCl3
ThCl4
PaCl4
PaCl5
UCl3
UCl4
UCl5
UCl6
NpCl3 PuCl3 AmCl2
AmCl3
CmCl3 BkCl3 CfCl3
CfCl2
EsCl2
EsCl3
FmCl2 MdCl2 NoCl2
  • v
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  • e
Salts of the oxalate ion
(H2C2O4) He
Li2C2O4 BeC2O4 +BO3 +CO3 (NH4)2C2O4
+NO3
O F Ne
Na2C2O4
NaHC2O4
MgC2O4 Al Si +PO4
+PO3
+SO4 +Cl Ar
K2C2O4
KHC2O4
CaC2O4 Sc Ti V CrC2O4 MnC2O4 FeC2O4
Fe2(C2O4)3
+Fe
humboldtine
+NH4 +Na +K +K
CoC2O4 -Ni CuC2O4 Katsarosite Ga2(C2O4)3 Ge As Se Br Kr
Rb2C2O4 SrC2O4 Y2(C2O4)3 Zr Nb(HC2O4)5 Mo Tc Ru Rh Pd Ag2C2O4 CdC2O4 In2(C2O4)3 SnC2O4 Sb Te I Xe
Cs2C2O4 BaC2O4 * Lu2(C2O4)3 Hf Ta W Re Os Ir -Pt Au Hg Tl PbC2O4 Bi Po At Rn
Fr Ra ** Lr Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* La2(C2O4)3 Ce2(C2O4)3 Pr2(C2O4)3 Nd2(C2O4)3 Pm2(C2O4)3 Sm2(C2O4)3 Eu2(C2O4)3 Gd2(C2O4)3 Tb2(C2O4)3 Dy2(C2O4)3 Ho2(C2O4)3 Er2(C2O4)3 Tm2(C2O4)3 Yb2(C2O4)3
** Ac2(C2O4)3 Th(C2O4)2 Pa UO2C2O4 Np(C2O4)2 Pu(C2O4)2 Am Cm2(C2O4)3 Bk2(C2O4)3 Cf2(C2O4)3 Es2(C2O4)3 Fm Md No