propylene oxide

Synonyms: "propylene oxide", "2-methyloxirane", "1,2-epoxypropane", "methyloxirane", "propyleneoxide", "epoxypropane", "propene oxide", "1,2-propylene oxide", "propylene epoxide", "2,3-epoxypropane", "methyloxacyclopropane", "methyl oxirane", "methyl ethylene oxide", "oxyde de propylene", "propylenoxide", "epihydrin", "2-methyl-oxirane", "2-methyl oxirane".

Source: Propylene oxide is a monomer in polymer production andas an intermediate in the synthesis of other substances. It is also used in agriculture as an insecticidal fumigant and sterilant.

Identifiers:

IUPAC Name: 2-methyloxirane
CAS Number: 75-56-9
PubChem ID: 6378
InChiKey: GOOHAUXETOMSMM-UHFFFAOYSA-N
Canonical SMILES: CC1CO1

Structural Properties:

Molecular Formula: C₃H₆O
Molecular Weight: 58.080

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 1
Number of atoms different from hydrogen: 4

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Hardin, B.D., Niemeier, R.W., Sikov, M.R. and Hackett, P.L., 1983. Reproductive-toxicologic assessment of the epoxides ethylene oxide, propylene oxide, butylene oxide, and styrene oxide. Scandinavian journal of work, environment & health, pp.94-102. URL: https://www.jstor.org/stable/40964385.
National Toxicology Program, 1985. NTP Toxicology and Carcinogenesis Studies of Propylene Oxide (CAS no. 75-56-9) in F344/N Rats and B6C3F1 Mice (Inhalation Studies). National Toxicology Program technical report series, 267, p.1. URL: https://ntp.niehs.nih.gov/results/pubs/longterm/ reports/longterm/tr200299/abstracts/tr267/index.html.
Okuda, H., Takeuchi, T., Senoh, H., Arito, H., Nagano, K., Yamamoto, S. and Matsushima, T., 2006. Effects of inhalation exposure to propylene oxide on respiratory tract, reproduction and development in rats. Journal of occupational health, 48(6), pp.462-473. DOI: 10.1539/joh.48.462. URL: https://www.jstage.jst.go.jp/article/joh/48/6/48_6_462/_article/-char/ja/.
Omura, M., Tanaka, A., Mori, K., Hirata, M., Zao, M. and Inoue, N., 1994. Dose-dependent testicular toxicity of propylene oxide in rats induced by repeated intraperitoneal injections. Fukuoka igaku zasshi= Hukuoka acta medica, 85(7), pp.204-210. URL: https://www.ncbi.nlm.nih.gov/pubmed/8070750.