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CAS 106-88-7

1,2-Butylene oxide (1,2-Epoxybutane)

epoxidecarcinogenHAPalkylating agent

1,2-Butylene oxide (1,2-epoxybutane) is a reactive epoxide used as a chemical intermediate in polymer stabilizer and surfactant production — a three-membered ring oxide whose ring strain drives direct alkylation of DNA and proteins, making it a probable carcinogen of concern in industrial settings.

Where It Comes From

1,2-Butylene oxide is produced by the epoxidation of 1-butene with peracids or by chlorohydrin process [1]. It is used as a stabilizer for chlorinated solvents, as a chemical intermediate in surfactant and polyol synthesis, and as a monomer in ring-opening polymerization for polyether production [2]. Like other simple 1,2-epoxides (ethylene oxide, propylene oxide), it forms as an intermediate in the oxidative metabolism of butene in combustion processes [1]. Production scale is significant — it is a volume intermediate chemical in the specialty chemicals sector [2].

How You Are Exposed

Occupational exposure in 1,2-butylene oxide production, chlorinated solvent stabilization, and polyol synthesis [1]. Workers in chemical plants using it as an intermediate face inhalation and dermal exposure [2].

Why It Matters

1,2-Butylene oxide's three-membered epoxide ring opens readily with nucleophilic attack from DNA bases at N-7 guanine and N-3 adenine positions, forming hydroxybutyl DNA adducts [1]. Hemoglobin adducts (N-hydroxybutylvaline) serve as biomarkers. Nasal turbinate tumors and forestomach carcinomas in rodents [2]. EPA Group B2 probable carcinogen [1].

Who Is at Risk

Chemical plant workers in butylene oxide synthesis and polyol production [1].

How to Lower Your Exposure

1. Engineering controls: closed systems, local exhaust ventilation [1]. 2. NIOSH-approved organic vapor respirators [2].

References

  1. [1]IARC (2000). Monographs Volume 77: 1,2-Epoxybutane. https://monographs.iarc.fr/
  2. [2]EPA IRIS: 1,2-Butylene Oxide. https://iris.epa.gov/

Recovery & Clinical Information

Body Half-Life

Rapidly hydrolyzed — blood half-life minutes to hours [1]. Hemoglobin adducts persist for 60-120 days [2].

Testing & Biomarkers

Hemoglobin adducts (N-hydroxybutylvaline) for occupational biomonitoring [1].

Interventions

Remove from exposure [1].

Recovery Timeline

Blood butylene oxide clears rapidly; hemoglobin adducts decline over 60-120 days [1].

Recovery References

  1. [1]IARC (2000). Monographs Volume 77. https://monographs.iarc.fr/
  2. [2]EPA IRIS. https://iris.epa.gov/

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