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Dimethylacetamide

An amide, C4H9NO, 87.122 g/mol. Boiling point 329 to 331 °F at 760 mmHg, melting point -4 °F, as published. Appears in 65 documented reactions.

verified record, Organic — amide, 9 measured properties, 65 documented reactions

Identifiers

Molecular formula
C₄H₉NO
Molecular weight
87.122 g/mol
Exact mass
87.068414 g/mol
IUPAC name
N,N-dimethylacetamide
SMILES
CC(=O)N(C)C
InChI
InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3
InChIKey
FXHOOIRPVKKKFG-UHFFFAOYSA-N

Measured properties

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

Boiling Point
329 to 331 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals
331 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals
Melting Point
-4 °F (NTP, 1992)measured · CAMEO Chemicals
-4 °F (USCG, 1999)measured · CAMEO Chemicals
Density
0.943 at 68 °F (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals
0.937 (USCG, 1999) - Less dense than water; will floatmeasured · CAMEO Chemicals
Solubility
greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)measured · CAMEO Chemicals
SOL IN BENZENEmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
9 mmHg at 140 °F (NTP, 1992)measured · CAMEO Chemicals
2.0 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP
log Kow= -0.77measured · Hazardous Substances Data Bank (HSDB)
-0.77measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point
151 °F (NTP, 1992)measured · CAMEO Chemicals
145 °F (USCG, 1999)measured · CAMEO Chemicals
Viscosity
0.92 cP @ 25 °Cmeasured · Kirk-Othmer Encyclopedia of Chemical Technology. 4th ed. Volumes 1: New York, NY. John Wiley and Sons, 1991-Present., p. V1 (1991) 160
Refractive Index
Index of refraction: 1.4230 @ 20 °C/D; 1.4358 @ 25 °C/Dmeasured · Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 547

Calculated properties

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

Molecular weight
87.12 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
87.068413911 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
-0.8calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
20.3 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
58calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
0calculated · reference compound database
H-bond acceptors
1calculated · reference compound database
logP
0.0945calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
20.31 Ųcalculated · 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
0calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
24.368 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.75calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.4099calculated · 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
6
Total atoms, hydrogen included
15
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

Functional groups

  • Amide

    A carbonyl bonded directly to nitrogen.

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.

Other names for it

The systematic name on this record is N,N-dimethylacetamide.

The sources also call it N,N-DIMETHYLACETAMIDE, Acetamide, N,N-dimethyl-, Acetdimethylamide, DMAc, Dimethyl acetamide, N,N-Dimethyl acetamide, Dimethylamide acetate, N,N-Dimethylethanamide, Dimethylacetone amide, Acetic acid, dimethylamide, Acetyldimethylamine.

Structurally related

Nothing structurally close to Dimethylacetamide has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Dimethylacetamide. 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.

Where these values came from

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.