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Pivalic acid

C5H10O2, 102.133 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — carboxylic acid9 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula
C₅H₁₀O₂
Molecular weight
102.133 g/mol
Exact mass
102.06808 g/mol
IUPAC name
2,2-dimethylpropanoic acid
SMILES
CC(C)(C)C(=O)O
InChI
InChI=1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7)
InChIKey
IUGYQRQAERSCNH-UHFFFAOYSA-N

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point
325 to 327 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals
163.8 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
91 to 95 °F (USCG, 1999)measured · CAMEO Chemicals
35.5 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
0.905 at 122 °F (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals
0.905 at 50 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
Very soluble in ethanol, ethyl ethermeasured · Hazardous Substances Data Bank (HSDB)
1 g dissolves in 40 ml water; freely sol in alcohol, ethermeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
1.82 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
0.5 mm Hg at 25 °C (ext)measured · Hazardous Substances Data Bank (HSDB)
LogP
log Kow = 1.48measured · Hazardous Substances Data Bank (HSDB)
1.48measured · Human Metabolome Database (HMDB)
Flash Point
147.2 °F (USCG, 1999)measured · CAMEO Chemicals
64 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity
4.2 mm²/s at 37.8 °Cmeasured · reference compound database
Refractive Index
Index of refraction: 1.3931 at 36.5 °C/Dmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 1295

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

Molecular weight
102.13 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
102.068079557 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
1.5calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
37.3 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
78calculated · 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
1.1171calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
37.3 Ųcalculated · 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
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
27.0908 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.8calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.4972calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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

Structure

Heavy atoms, hydrogen excluded
7
Total atoms, hydrogen included
17
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Carboxylic acid

    A carbon double-bonded to oxygen and bonded to an –OH group; acidic.

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 Pivalic acid yet.

Other names for it

The systematic name on this record is 2,2-dimethylpropanoic acid.

The sources also call it Trimethylacetic acid, 2,2-DIMETHYLPROPANOIC ACID, 2,2-Dimethylpropionic acid, Neopentanoic acid, tert-Pentanoic acid, Propanoic acid, 2,2-dimethyl-, Versatic 5, Kyselina pivalova, alpha,alpha-Dimethylpropionic acid, 2,2-dimethyl-propanoic acid, DTXSID8026432.

Structurally related

Nothing structurally close to Pivalic acid has a page here yet.

Where these values came from

compound record.

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.