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18-Env-B5 Industrial & Hazardous Waste Management · May 2018

Question 14 of 14: Vacuum Extraction Candidacy from Octanol-Water Partition Coefficients

Nivaar worked solution (AI-drafted; not reviewed by a licensed engineer)

Notes on this paper

Reference texts: LaGrega, Buckingham & Evans, Hazardous Waste Management, 2nd ed.; Nemerow & Dasgupta, Industrial and Hazardous Waste Treatment, 2nd ed.; Metcalf & Eddy, Wastewater Engineering: Treatment and Resource Recovery, 5th ed.; Davis & Cornwell, Introduction to Environmental Engineering, 6th ed.; Cooper & Alley, Air Pollution Control: A Design Approach; CCME, Guidelines for the Management of Biomedical Waste in Canada (1992); Ontario Environmental Protection Act, R.S.O. 1990, c. E.19 and O. Reg. 347 (Waste Management – General); Transportation of Dangerous Goods Act, 1992 (Canada) and Regulations; Canadian Environmental Protection Act (CEPA), 1999.

Question 14: Vacuum Extraction Candidacy from Octanol-Water Partition Coefficients (5 marks)

Question text not reproduced: the examination questions are © Engineers and Geoscientists BC. Open the official past paper (linked at the top of this page) to read the question, then follow the worked solution below.

Given.

Compoundlog $K_{ow}$
Polychlorinated biphenyl (PCB) congeners6.01
Vinyl chloride1.38
Ethyl benzene3.15
Phenol1.46
2-Butanone (MEK)0.26

Find. Which of the five compounds are reasonable candidates for vacuum extraction (soil vapor extraction, SVE) from the vadose zone, based on their octanol-water partition coefficients.

Approach. $K_{ow}$ is a measure of a compound's hydrophobicity, and correlates directly with how strongly it sorbs to soil organic carbon ($K_{oc}\approx0.41\,K_{ow}$): a low $K_{ow}$ means the compound stays weakly bound to the soil and remains available to volatilize into the extracted soil-gas stream, while a high $K_{ow}$ means it partitions strongly onto soil organic matter and resists vapor-phase removal. Published SVE-feasibility screening (EPA, LaGrega et al.) generally treats log $K_{ow}\lesssim3$ as favourable and log $K_{ow}\gtrsim4$ as a poor candidate on sorption grounds alone — but SVE also requires genuine volatility (a high vapor pressure/Henry's constant), which $K_{ow}$ does not directly measure, so each compound is checked against both criteria.

  1. Rank by log $K_{ow}$ (increasing hydrophobicity/sorption tendency). 2-Butanone (0.26) < Vinyl chloride (1.38) < Phenol (1.46) < Ethyl benzene (3.15) < PCB congeners (6.01).
  2. Screen against the log $K_{ow}\lesssim3$ favourable threshold. 2-Butanone, vinyl chloride and phenol all fall below the threshold on sorption grounds; ethyl benzene sits right at the borderline; PCB congeners (6.01) are far above it.
  3. Cross-check volatility (the criterion $K_{ow}$ alone does not capture). Vinyl chloride is a gas at room temperature (very high vapor pressure) — a classic, highly effective SVE target. 2-Butanone (MEK) is a volatile industrial solvent — also volatilizes readily under vacuum. Ethyl benzene is a BTEX aromatic with moderate-to-good volatility and is routinely and successfully targeted by SVE in practice, despite its borderline $K_{ow}$. Phenol, despite its LOW $K_{ow}$, has a comparatively low vapor pressure and very high water solubility — it does not partition readily into the vapor phase, so it is in practice a POOR SVE candidate despite passing the sorption screen; this is the key illustration that $K_{ow}$ alone is necessary but not sufficient. PCB congeners are both strongly sorbed (very high $K_{ow}$) and essentially non-volatile — a clear non-candidate for vacuum extraction by either criterion.
Final results
Compoundlog $K_{ow}$SVE (vacuum extraction) candidate?
2-Butanone (MEK)0.26Yes — low sorption, genuinely volatile
Vinyl chloride1.38Yes — low sorption, highly volatile (gas)
Phenol1.46No — low sorption but poor volatility/high solubility
Ethyl benzene3.15Yes (borderline $K_{ow}$, but volatile BTEX aromatic)
PCB congeners6.01No — strongly sorbed, essentially non-volatile
Check: candidacy is assessed here using published qualitative volatility knowledge for each named compound alongside the given $K_{ow}$ values, since the source supplies only $K_{ow}$ (a sorption/hydrophobicity metric) and not a Henry's constant or vapor pressure for any compound; this is stated explicitly because $K_{ow}$ alone would otherwise incorrectly flag phenol as a good SVE candidate.
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