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2-tert-Butyl-1,1,3,3-tetramethylguanidine

C9H21N3, 171.288 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic compound400 documented reactions

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
C₉H₂₁N₃
Molecular weight
171.288 g/mol
Exact mass
171.173548 g/mol
IUPAC name
2-tert-butyl-1,1,3,3-tetramethylguanidine
SMILES
CN(C)C(=NC(C)(C)C)N(C)C
InChI
InChI=1S/C9H21N3/c1-9(2,3)10-8(11(4)5)12(6)7/h1-7H3
InChIKey
YQHJFPFNGVDEDT-UHFFFAOYSA-N

Both are open without an account.

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
171.28 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
171.173547683 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
18.8 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
153calculated · 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
1.2641calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
18.84 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
54.562 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.8889calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.4035calculated · 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
12
Total atoms, hydrogen included
33
Rings
0
Aromatic rings
0
Stereocentres
0
Formal charge
0

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

400 documented reactions involve 2-tert-Butyl-1,1,3,3-tetramethylguanidine, each with a written procedure and a source across 8 classes. A few from each are shown.

Buchwald–Hartwig amination

Buchwald–Hartwig amination · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Suzuki–Miyaura coupling

Suzuki–Miyaura coupling · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Buchwald–Hartwig thioetherification

Buchwald–Hartwig thioetherification · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Sonogashira coupling

Sonogashira coupling · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Buchwald–Hartwig etherification

Buchwald–Hartwig etherification · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Palladium-catalysed enolate arylation

Palladium-catalysed enolate arylation · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Mizoroki–Heck reaction

Mizoroki–Heck reaction · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Buchwald–Hartwig phosphination

Buchwald–Hartwig phosphination · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

Buchwald–Hartwig amination

Buchwald–Hartwig amination · as a reagent

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

All 8 buchwald–hartwig amination recordsAll 6 suzuki–miyaura coupling recordsAll 1 buchwald–hartwig thioetherification recordsAll 4 sonogashira coupling recordsAll 7 buchwald–hartwig etherification recordsAll 4 palladium-catalysed enolate arylation recordsAll 5 mizoroki–heck reaction recordsAll 5 buchwald–hartwig phosphination records

Other names for it

The systematic name on this record is 2-tert-butyl-1,1,3,3-tetramethylguanidine.

The sources also call it DTXSID10393758, RefChem:89401, DTXCID00344618, 2-(tert-Butyl)-1,1,3,3-tetramethylguanidine, Guanidine, N''-(1,1-dimethylethyl)-N,N,N',N'-tetramethyl-, MFCD01862972, N''-TERT-BUTYL-N,N,N',N'-TETRAMETHYLGUANIDINE, Tetramethyl-2-tert-butylguanidine, 2-Tert-butyl-1,1,3,3-tetramethyl-guanidine, N''-(1,1-dimethylethyl)-N,N,N',N'-tetramethylguanidine, Barton base.

Structurally related

The structural neighbours could not be read just now. That is a failed lookup rather than a finding.

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.