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Ethylene Glycol

C2H6O2 organic

Properties

StateLiquid at room temperature (viscous)
ColorColorless
SolubilityMiscible with water
Melting Point-12.9 °C
Boiling Point197.3 °C

About Ethylene Glycol

Ethylene glycol is the smallest diol where two adjacent hydroxyls do something genuinely useful — the 1,2-arrangement gives it the bidentate hydrogen-bonding pattern that lowers water's freezing point dramatically, makes it an excellent ligand for cis-diol-protecting acetal chemistry, and makes it the bis-functional monomer that condenses with terephthalic acid to give PET. About 30 million tonnes a year are made by hydrating ethylene oxide, either thermally (high water-to-EO ratios to suppress diethylene and triethylene glycol byproducts) or via the more selective OMEGA process Shell commercialized in 2008, which routes through ethylene carbonate. The freeze-protection chemistry comes from colligative depression: a 50/50 v/v mix with water freezes around -37°C and boils around 108°C at 1 atm, giving the typical green coolant its operating window. The PET application — bottles, polyester fiber, food trays — consumes roughly 60% of global MEG output and is what drives capacity expansion. The other consumer-facing reality is poisoning: the sweet taste and the metabolism to glyoxylic acid and oxalic acid via alcohol dehydrogenase make accidental ingestion (cat or child finding a leaking radiator) a calcium-oxalate kidney emergency, treated with fomepizole or, in a pinch, ethanol.

Where you'll encounter it

If you've ever drained a car radiator in fall and refilled it with the green stuff, that's roughly 4 L of MEG diluted with deionized water and a corrosion inhibitor package. In the polymer plant it's a different scene entirely: tank cars of MEG arrive at PET production sites continuously, fed into esterification reactors at 250–280°C with terephthalic acid, water flashed off the top, and the resulting bis-hydroxyethyl terephthalate polycondensed under vacuum to molten polymer that's spun into fiber or chipped for bottle preforms. In the analytical lab, MEG is the standard mounting medium when you need a clear, viscous, nonvolatile liquid — for example as a heat-transfer fluid in a Dean-Stark setup running above water's boiling point.

Common Uses

  • Antifreeze and engine coolant base fluid (50/50 with water + corrosion inhibitors)
  • Monomer for PET bottle resin and polyester staple fiber
  • Aircraft and runway deicing fluids (Type I and Type II formulations)
  • Heat-transfer fluid in geothermal and HVAC closed loops
  • Cis-diol-protecting acetal formation in synthesis (with TsOH or BF3)
  • Hygroscopic humectant in inks, leather conditioners, and natural-gas dehydration

Safety Information

GHS: H302 harmful if swallowed, H373 may cause damage to kidneys via prolonged exposure. ACGIH TLV-Ceiling 100 mg/m³ aerosol. Oral LD50 in rats ~4700 mg/kg, but in cats and dogs the toxic dose is much lower because feline metabolism handles oxalate poorly — vet ER cases involve doses as small as 1.5 mL/kg. Treatment is fomepizole (Antizol) to inhibit alcohol dehydrogenase, or ethanol IV if fomepizole isn't available. Bittering agents (denatonium benzoate) are mandated in many US states and EU member states to discourage ingestion.

This safety summary is for educational reference only and may not be complete. It is not a substitute for Safety Data Sheets (SDS), medical advice, or professional chemical safety guidance. Always consult appropriate SDS and qualified professionals before handling chemicals.

Constituent Elements

Frequently Asked Questions

What is the molar mass of ethylene glycol?
Ethylene glycol (C2H6O2) is 62.068 g/mol: 2 × 12.011 (C) + 6 × 1.008 (H) + 2 × 15.999 (O). When you formulate a 50/50 v/v coolant, the molality works out to about 8.5 mol/kg of water — well into the regime where ideal-solution freezing-point depression breaks down, which is why coolant freeze tables are empirical rather than calculated from Kf × m.
Why does ethylene glycol antifreeze actually work?
Two hydroxyl groups per molecule mean every MEG disrupts the tetrahedral hydrogen-bond network of water far more than a comparable mass of methanol. At 50% v/v you're forcing water molecules into solvation shells around HOCH2CH2OH, lowering their chemical potential enough to drag the eutectic point down to -37°C. The same hydrogen bonding raises the boiling point above 100°C, giving you headroom under hot-day cooling loads.
Why treat ethylene glycol poisoning with ethanol?
MEG itself isn't very toxic — the kidney damage comes from glycolic acid and oxalic acid, which alcohol dehydrogenase produces from glycolaldehyde downstream of MEG. Ethanol has a much higher affinity for ADH (Km ~10× lower), so saturating ADH with ethanol lets unmetabolized MEG be cleared renally before toxic metabolites accumulate. Fomepizole (4-methylpyrazole) does the same thing more cleanly without making the patient drunk and is the modern standard of care.