1,3,5-trimethyl-1H-pyrazole-4-carboxylic acid

An aromatic carboxylic acid, C7H10N2O2, 154.169 g/mol.

verified recordOrganic — aromatic carboxylic acid

Identifiers

Molecular formula: C₇H₁₀N₂O₂
Molecular weight: 154.169 g/mol
Exact mass: 154.074228 g/mol
IUPAC name: 1,3,5-trimethylpyrazole-4-carboxylic acid
SMILES: Cc1nn(C)c(C)c1C(=O)O
InChI: InChI=1S/C7H10N2O2/c1-4-6(7(10)11)5(2)9(3)8-4/h1-3H3,(H,10,11)
InChIKey: NOIOGQJFLIPRBI-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Calculated properties

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

Molecular weight: 154.17 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 154.074227566 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 0.6calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 55.1 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 172calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 1calculated · reference compound database
H-bond acceptors: 3calculated · reference compound database
logP: 0.7351calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 55.12 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: 3calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 39.6413 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.4286calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.6485calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon7 atoms · 54.5% by mass
O Oxygen2 atoms · 20.8% by mass
N Nitrogen2 atoms · 18.2% by mass
H Hydrogen10 atoms · 6.5% 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: 21
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.
Aromatic ring (five-membered)
A flat five-membered ring with delocalised electrons, such as furan, thiophene or pyrrole.

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 1,3,5-trimethyl-1H-pyrazole-4-carboxylic acid yet.

Other names for it

The systematic name on this record is 1,3,5-trimethylpyrazole-4-carboxylic acid.

The sources also call it DTXSID60353049, RefChem:412651, DTXCID60304112, 1,3,5-trimethylpyrazole-4-carboxylic acid, MFCD00159648, trimethyl-1H-pyrazole-4-carboxylic acid, 1H-Pyrazole-4-carboxylic acid, 1,3,5-trimethyl-, Cambridge id 5264152, SDCCGMLS-0064499.P001, trimethylpyrazole-4-carboxylic acid, F2169-0533.

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-Dihydro-4-methyl-5-(1-oxopropyl)-2H-imidazol-2-one

C7H10N2O2

(3,5-Dimethyl-1H-pyrazol-1-yl)acetic acid

C7H10N2O2

(4H,6H,7H-pyrazolo(3,2-c)(1,4)oxazin-2-yl)methanol

C7H10N2O2

1,3-Dihydro-4-(1-oxobutyl)-2H-imidazol-2-one

C7H10N2O2

1,5-Dimethyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

C7H7F3N2O2

1,3,5-Trimethylpyrazole-4-boronic acid

C6H11BN2O2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as 1,3,5-trimethyl-1H-pyrazole-4-carboxylic 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.