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

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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

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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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