Oxalate (IUPAC: ethanedioate) is the dianion with the formula C2O42−, also written (COO)22−. Either name is often used for derivatives, such as salts of oxalic acid, for example sodium oxalate Na2C2O4, or dimethyl oxalate ((CH3)2C2O4). Oxalate also forms coordination compounds where it is sometimes abbreviated as ox.
Many metal ions form insoluble precipitates with oxalate, a prominent example being calcium oxalate, the primary constituent of the most common kind of kidney stones.
The dissociation of protons from oxalic acid proceeds in a stepwise manner as for other polyprotic acids. Loss of a single proton results in the monovalent hydrogenoxalate anion HC2O4−. A salt with this anion is sometimes called an acid oxalate, monobasic oxalate, or hydrogen oxalate. The equilibrium constant (Ka) for loss of the first proton is 5.37×10−2 (pKa = 1.27). The loss of the second proton, which yields the oxalate ion has an equilibrium constant of 5.25×10−5 (pKa = 4.28). These values imply, in solutions with neutral pH, no oxalic acid and only trace amounts of hydrogen oxalate exist. The literature is often unclear on the distinction between H2C2O4, HC2O4−, and C2O42−, and the collection of species is referred to oxalic acid.
I must leave from fear they send
Journey with the dawn
As I take the winding road
Bow my head forlorn
Now I must go
I'm banished in exile
I wander this land
No faith in the future
I'm in their command
Cross over the mountains
And valleys so wide
I walk as I wonder
With hope by my side
All my friends are far away
How I miss my home
Where do I find peace of mind
Guide me as I roam
I cry for you
I'm banished in exile
To meet their demand
Rejected messiah
They don't understand
I'm searching for something
That's lost in my heart
God knows I'm a sinner
I'm falling apart
If this is my destiny
I've got to believe
The passion inside me
Has left me to bleed
I'm banished in exile
I wander this land
No faith in the future
I'm in their command
Cross over the mountains
And valleys so wide
I walk as I wonder
With hope by my side
If this is my destiny
I've got to believe
This passion inside of me
Has left me to bleed