Lithium bis(oxalate)borate supplier

Name
Lithium bis(oxalate)borate
EINECS
CAS No. 244761-29-3
Article Data13
CAS DataBase
Density
Solubility 1015g/L at 20℃
Melting Point >300°C (lit.)
Formula C₄BLiO₈
Boiling Point
Molecular Weight 193.791
Flash Point
Transport Information
Appearance
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Borate(1-),bis[ethanedioato(2-)-kO1,kO2]-, lithium, (T-4)- (9CI);Lithium bis(oxalato)borate;Lithium bis(oxalato)borate(1-);
PSA 105.20000
LogP -2.37800

Synthetic route

: 131543-46-9
Glyoxal

: 14720-30-0
boron fluoridedichloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
In 1,4-dioxane at 30℃; under 0 Torr; for 3h; Flow reactor;	99.2%

: lithium tetrafluoroborate

: silicon dimethyl oxalate

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
In acetonitrile at 43 - 57℃; for 11h; Inert atmosphere;	98.8%

: 409071-16-5
lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
With 1,1,2,2-tetrafluoro-3-(1,1,2,2-tetrafluoroethoxy)propane; 2,3-(4-formylbenzo)-1,4,7,10-tetraoxa-2-cyclododecene; 10-benzyl-1,4,7-trioxa-10-azacyclododecane at 90℃; under 900.09 Torr; for 5h; Inert atmosphere;	93%

: 18294-04-7
bis(trimethylsilyl)ethanedioic acid ester

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
With lithium tetramethanolatoborate In acetonitrile at 45 - 50℃;	92%

: 1310-66-3
lithium hydroxide monohydrate

: 18546-66-2
tris-(triethylsilyl)-borate

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: lithium hydroxide monohydrate; oxalic acid In tetrahydrofuran for 2h; Reflux; Stage #2: tris-(triethylsilyl)-borate at 150℃; for 1h;	83.3%

...Expand

: 1310-66-3
lithium hydroxide monohydrate

: 4325-85-3
tris(trimethylsilyl)borate

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: lithium hydroxide monohydrate; oxalic acid In N,N-dimethyl-formamide at 100℃; for 1h; Stage #2: tris(trimethylsilyl)borate at 120℃; for 6h; Solvent; Temperature;	83.1%

...Expand

: 383189-04-6
tris(dimethylvinylsilyl) borate

: 144-62-7
oxalic acid

: 554-13-2
lithium carbonate

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: oxalic acid; lithium carbonate With 1,2-propylene cyclic carbonate at 200℃; for 1h; Stage #2: tris(dimethylvinylsilyl) borate at 250℃; for 2h;	81.9%

...Expand

: 1310-66-3
lithium hydroxide monohydrate

: 11113-50-1
boric acid

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: lithium hydroxide monohydrate; boric acid; oxalic acid for 1h; Milling; Stage #2: at 240℃; for 6h; Temperature;	79.5%
In water at 80 - 85℃; for 24h; Solvent;	72%

...Expand

: boron trifluoride dimethyl carbonate complex

: 144-62-7
oxalic acid

: lithium fluoride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: boron trifluoride dimethyl carbonate complex; lithium fluoride In dimethyl sulfoxide at 90℃; for 7h; Inert atmosphere; Stage #2: oxalic acid With tetrachlorosilane In dimethyl sulfoxide at 20 - 150℃; for 25h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;	60%

...Expand

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
With lithium hydroxide; boric acid
With lithium hydroxide; boric acid at 179.84℃; for 2h;

: 11113-50-1
boric acid

: 144-62-7
oxalic acid

: 1310-65-2
lithium hydroxide

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
In water evapn. of water from aq. solns. of oxalic acid, boric acid, and LiOH (2:1:1 mol.); refluxed with CH3CN; filtered; dried in vac. oven at 100°C for 2 d;

...Expand

: 17084-13-8
potassium hexafluorophosphate

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
Stage #1: potassium hexafluorophosphate; oxalic acid With tetrachlorosilane for 5h; Stage #2: With thionyl chloride at 45 - 70℃; for 2h;	10 g

: 1310-66-3
lithium hydroxide monohydrate

: 11113-50-1
boric acid

: 144-62-7
oxalic acid

A: 553-91-3
lithium oxalate

B: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
at 110℃; for 6h; Sealed tube;

...Expand

: 11113-50-1
boric acid

: 144-62-7
oxalic acid

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
With lithium hydroxide In ethyl acetate; acetonitrile at 50℃; for 5.5h; Solvent; Reagent/catalyst; Temperature;

: boron

: 144-62-7
oxalic acid

: 7439-93-2
lithium

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
at 80℃; for 4h; Milling;	48.72 g

...Expand

: 79917-90-1
1-butyl-3-methylimidazolium chloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: 1-butyl-3-methylimidazolium bis[oxalato(2-)]-borate

Conditions

Conditions	Yield
In neat (no solvent) at 80℃; for 24h; Temperature;	95%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); storage at room temp. overnight; filtered; solvent evapd.; dried under vac. at 90°C (2 d); detn. by NMR (weak Li signal);	76.8%
In acetonitrile Heating;

: boron trifluoride dimethyl carbonate complex

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: 409071-16-5
lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

Conditions

Conditions	Yield
With lithium fluoride; Diethyl carbonate at 70℃; under 900.09 Torr; for 12h; Reagent/catalyst; Temperature;	95%

: methoxyethyl dimethyl ethyl ammonium chloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: methoxyethyl dimethyl ethyl ammonium bis(oxalato)borate

Conditions

Conditions	Yield
In acetonitrile Heating;	92%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); store at room temp.overnight; filtered; solvent evapd.; dried in vac. oven at 90°C (2 d); detn. by NMR (weak Li signal);	92%

: 56-34-8
tetraethylammonium chloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: tetraethylammonium bis(oxalate)borate

Conditions

Conditions	Yield
In acetonitrile at 20℃;	90.6%

: 4182-80-3
N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C62H92N6(2+)*2C4BO8(1-)

Conditions

Conditions	Yield
Stage #1: N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene With silver nitrate In N,N-dimethyl-formamide at 70℃; for 5h; Inert atmosphere; Stage #2: lithium bis[1,2-oxalato(2-)-O,O'] borate at 20℃; Inert atmosphere;	90%

: 16450-38-7
5-azoniaspiro<4.4>nonane bromide

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: spiro-(1,1')-bipyrrolidinium bis(oxalato)borate

Conditions

Conditions	Yield
In acetonitrile at 20℃;	89.1%

: 940301-94-0
methyl n-butylbis(diethylamino)phosphonium n-butyl sulfate

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: methyl n-butylbis(diethylamino)phosphonium bis(oxalato)borate

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 48h;	87%

: 21324-40-3
lithium hexafluorophosphate

: 109-63-7
boron trifluoride diethyl etherate

: lithium fluoride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

A: 409071-16-5
lithium difluoromono[1,2-oxalato(2-)-O,O'] borate

B: lithium tetrafluoroborate

Conditions

Conditions	Yield
at 70℃; for 9h; Reagent/catalyst; Solvent; Time;	A 86% B 9%

...Expand

: 65039-09-0
1-ethyl-3-methyl-1H-imidazol-3-ium chloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: 1-ethyl-3-methylimidazolium bis(oxalato)borate

Conditions

Conditions	Yield
In neat (no solvent) at 80℃; for 24h; Temperature;	82%
In dichloromethane

: 872-44-6
N,N-dimethylpyrrolidinium iodide

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: 1,1-dimethylpyrrolidinium bis(oxalato)borate

Conditions

Conditions	Yield
In acetonitrile at 20℃;	80.1%

: yttrium(III) chloride

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C2O4(2-)*Li(1+)*3C3H7NO*Y(3+)*2Cl(1-)

Conditions

Conditions	Yield
for 58h; Heating; Inert atmosphere; Schlenk technique; Glovebox;	76%

...Expand

: ethoxymethyl dimethyl ethyl ammonium chloride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: ethoxymethyl dimethyl ethyl ammonium bis(oxalato)borate

Conditions

Conditions	Yield
In acetonitrile Heating;	71.2%
In acetonitrile byproducts: LiCl; onium chloride reacted with excess of Li orthoborate under refluxing for1-3 d; cooled; LiCl filtered off; solvent evapd. at reduced pressure; dried under vac. at 100°C for 1 d; dissolved (CH2Cl2); store at room temp.overnight; filtered; solvent evapd.; dried in vac. oven at 90°C (2 d); detn. by NMR (weak Li signal);	71.2%

: 75-05-8
acetonitrile

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: 1.8C2H3N*C4BO8(1-)*Li(1+)

Conditions

Conditions	Yield
In toluene at 0℃; for 1.33333h; Inert atmosphere;	67%

: 108-32-7
1,2-propylene cyclic carbonate

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C4BO8(1-)*0.43C4H6O3*Li(1+)

Conditions

Conditions	Yield
In toluene	64%

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

A: lithium triborate

B: 553-91-3
lithium oxalate

Conditions

Conditions	Yield
In neat (no solvent) byproducts: CO, CO2; heated at a heating rate of 1°C/min under N2 atm. to 490°Cin alumina crucible; monitored by X-ray diffraction and IR spectroscopy;

: graphite

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C(x)B[OC(O)C(O)O]2

Conditions

Conditions	Yield
In nitromethane Electrochem. Process; electrochem. react. of satd. LiB(OOCCOO)2 soln. in nitromethane at ambient temp. under He/Ar using two-compartment cell with glass-frit separator, working electrode: dried cyclohecane slurry of graphite and inert polymer binder onto Pt mesh;

: graphite

: 7664-39-3
hydrogen fluoride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C41B[OC(O)C(O)O]2F4

Conditions

Conditions	Yield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs; elem. anal.;

...Expand

: graphite

: 7664-39-3
hydrogen fluoride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C120B[OC(O)C(O)O]2F3.1

Conditions

Conditions	Yield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs, elem. anal.;

...Expand

: graphite

: 7664-39-3
hydrogen fluoride

: 244761-29-3
lithium bis[1,2-oxalato(2-)-O,O'] borate

: C110B[OC(O)C(O)O]2F2.9

Conditions

Conditions	Yield
With fluorine In neat (no solvent) C and Li(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) added, fluorine gas added for mins to an overpressure of 1200 Torr,. F2 removed, AHF poured in2. react. tube; rinsing 3 times by recondensing AHF, solube byproducts dissolved, solid dried under vac. for hs, elem. anal.;
With fluorine In water graphite and LiB(O2CCO2)2 loaded into sepd. Teflon tubes, anhydrous HF (AHF) condensed onto the salt, soln. poured onto graphite, F2 added for mins, P=1000-1200 Torr, AHF soln. poured into 2. react. tube, product rinsed 3 times by recondensing AHF; solid dried under vac. hs, elem. anal.;

...Expand

Lithium bis(oxalate)borate Specification

The Lithium bis(oxalate)borate, with the CAS registry number 244761-29-3, is also known as Acetic acid, 2,2'-[(hydroxyborylene)didioxy]bis[2-oxo-, lithium salt (1:3). This chemical's molecular formula is C₄BLiO₈ and molecular weight is 193.79. What's more, its systematic name is called Trilithium 2,2'-[(oxidoboranediyl)didioxy]bis(oxoacetate). This chemical's classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].

Physical properties about Lithium bis(oxalate)borate are: (1) #H bond acceptors: 11; (2) #H bond donors: 3; (3) #Freely Rotating Bonds: 9; (4) Polar Surface Area: 174.38 Å².

You can still convert the following datas into molecular structure:
(1) SMILES: [Li+].[Li+].[Li+].O=C(OOB([O-])OOC(=O)C([O-])=O)C([O-])=O
(2) InChI: InChI=1/C4H2BO11.3Li/c6-1(7)3(10)13-15-5(12)16-14-4(11)2(8)9;;;/h(H,6,7)(H,8,9);;;/q-1;3*+1/p-2
(3) InChIKey: JTIFZKXQGWPTGY-NUQVWONBAS

Product Name

Lithium bis(oxalate)borate

Synthetic route

Lithium bis(oxalate)borate Specification

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