Epibromohydrin

An ether, C3H5BrO, 136.976 g/mol. Boiling point 137 °C, melting point -40 °C, as published.

verified recordOrganic — ether8 measured properties

Identifiers

Molecular formula: C₃H₅BrO
Molecular weight: 136.976 g/mol
Exact mass: 135.952377 g/mol
SMILES: BrCC1CO1
InChI: InChI=1S/C3H5BrO/c4-1-3-2-5-3/h3H,1-2H2
InChIKey: GKIPXFAANLTWBM-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 273 to 277 °F at 760 mmHg (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 137 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-66; 135 °C @760 [mm Hg]measured · reference compound database
Melting Point: -40 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; -40 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-66
Flash Point: 133 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
Solubility: less than 1 mg/mL at 72 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; Soluble in ether, benzene, chloroform and ethanolmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-66
Density: 1.601 at 68 °F (NTP, 1992) - Denser than water; will sinkmeasured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 1.615 g/cu cm at 14 °Cmeasured · Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-66; 1.601 @25 °Cmeasured · reference compound database
Vapor Pressure: 9.9 [mmHg]measured · reference compound database
LogP: log Kow = 0.85measured · Deneer JW et al; Aquatic Toxicol 13: 195-204 (1988); 0.85measured · reference compound database
Refractive Index: Index of refraction = 1.4820 at 20 °Cmeasured · Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton ,FL. 1994., p. V4: 3794

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

logP: 0.7801calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 12.53 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 23.534 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 1calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.3839calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

Br Bromine1 atom · 58.3% by mass
C Carbon3 atoms · 26.3% by mass
O Oxygen1 atom · 11.7% by mass
H Hydrogen5 atoms · 3.7% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 5
Total atoms, hydrogen included: 10
Rings: 1
Aromatic rings: 0
Stereocentres: 1
Formal charge: 0

Functional groups

Ether
An oxygen bridging two carbons.
Halide (C–X)
A halogen atom attached to carbon.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Epibromohydrin yet.

Other names for it

No systematic name is recorded.

The sources also call it 1-Bromo-2,3-epoxypropane, 2-(Bromomethyl)oxirane, Epibromhydrin, Epibromohydrine, (Bromomethyl)oxirane, Oxirane, (bromomethyl)-, 1,2-Epoxy-3-bromopropane, (Bromomethyl)ethylene oxide, 3-Bromo-1,2-epoxypropane, 3-bromopropylene oxide, ALPHA-EPIBROMOHYDRIN, Epibromhydrine.

Structurally related

Nothing structurally close to Epibromohydrin has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Epibromohydrin. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

(6-chloro-1H-indol-3-yl)-spiro[1H-2-benzofuran-3,4'-piperidine]-1'-ylmethanone

used as a reactant

C₂₁H₁₉ClN₂O₂, 366.848 g/mol.

(4-(2,3-Epoxypropoxy)phenylsulfonyl]-3-phenylbenzofuran

formed as a product

C₂₃H₁₈O₅S, 406.459 g/mol.

1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one

used as a reactant

C₆H₅N₃O, 135.126 g/mol.

1'-{[6-Chloro-1-(oxiran-2-ylmethyl)-1H-indol-3-yl]carbonyl}-3H-spiro[2-benzofuran-1,4'-piperidine]

formed as a product

C₂₄H₂₃ClN₂O₃, 422.912 g/mol.

Where these values came from

chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.