(3-Bromophenyl)acetic acid

An aromatic carboxylic acid, C8H7BrO2, 215.046 g/mol.

verified recordOrganic — aromatic carboxylic acid1 measured properties

Identifiers

Molecular formula: C₈H₇BrO₂
Molecular weight: 215.046 g/mol
Exact mass: 213.962942 g/mol
IUPAC name: 2-(3-bromophenyl)acetic acid
SMILES: O=C(O)Cc1cccc(Br)c1
InChI: InChI=1S/C8H7BrO2/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4H,5H2,(H,10,11)
InChIKey: KYNNBXCGXUOREX-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.

LogP: 2.37measured · SangsterLogP

Calculated properties

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

Molecular weight: 215.04 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 213.96294 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 2.4calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 37.3 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 147calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 1calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 2.0762calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 37.3 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 2calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 45.4818 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.125calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.8193calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon8 atoms · 44.7% by mass
Br Bromine1 atom · 37.2% by mass
O Oxygen2 atoms · 14.9% by mass
H Hydrogen7 atoms · 3.3% 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: 11
Total atoms, hydrogen included: 18
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Carboxylic acid
A carbon double-bonded to oxygen and bonded to an –OH group; acidic.
Halide (C–X)
A halogen atom attached to carbon.
Aromatic ring
A flat six-membered ring with delocalised electrons.

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 (3-Bromophenyl)acetic acid yet.

Other names for it

The systematic name on this record is 2-(3-bromophenyl)acetic acid.

The sources also call it 3-Bromophenylacetic acid, Benzeneacetic acid, 3-bromo-, EINECS 217-522-1, DTXSID0075152, RefChem:400000, DTXCID3035927, 2-(3-bromophenyl)acetic acid, M-BROMOPHENYLACETIC ACID, MFCD00004330, 3-bromo-phenylacetic acid, 3-bromophenyl acetic acid.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

1,3-Benzodioxole, 5-(bromomethyl)-

C8H7BrO2

(3-Bromophenyl)acetyl chloride

C8H6BrClO

(3-Aminophenyl)acetic acid

C8H9NO2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as (3-Bromophenyl)acetic acid. 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.

1,2-Diaminocyclohexane

used as a reactant

C₆H₁₄N₂, 114.192 g/mol.

1,4-Dioxane