4-Morpholineacetic Acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-Morpholineacetic Acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 4-Morpholineacetic Acid?

The molecule 4-Morpholineacetic Acid presents a molecular formula of C6H11NO3 and its IUPAC name is 2-morpholin-4-ylacetic acid.

Morpholineacetic acid (MAA) is a molecule with the chemical formula C5H11NO2. It is a white, crystalline solid that is soluble in water and organic solvents. MAA is used as a reagent in organic synthesis and as a corrosion inhibitor. It is also used in the manufacture of dyes, plastics, and pharmaceuticals..

MAA is produced by the catalytic hydrogenation of nitroform. The hydrogenation is typically conducted in the presence of a metal catalyst, such as nickel or platinum. MAA can also be prepared by the reduction of nitroform with sodium borohydride or by the ammoxidation of propylene..

MAA is a strong base, with a pKa of 9.5. It reacts with acids to form salts and esters. MAA is used as a neutralizing agent for acids and as a base for the manufacture of amines. It is also used as a catalyst for the ammoxidation of propylene to acrylonitrile..

MAA is a corrosive substance. It is harmful if swallowed, inhaled, or absorbed through the skin. Exposure to MAA can cause irritation of the eyes, skin, and mucous membranes. Inhalation of MAA can cause coughing, wheezing, and shortness of breath. MAA is a fire hazard and should be stored in a cool, dry place..

3D structure

Cartesian coordinates

Geometry of 4-Morpholineacetic Acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


4-Morpholineacetic Acid VIWZVFVJPXTXPA-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-Morpholineacetic Acid


Molecule descriptors

IUPAC name2-morpholin-4-ylacetic acid
InChI codeInChI=1S/C6H11NO3/c8-6(9)5-7-1-3-10-4-2-7/h1-5H2,(H,8,9)

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (4-morpholinyl)acetic acid
  • 2-(4-Morpholinyl)acetic acid
  • 2-(morpholin-4-yl)acetic acid
  • 2-morpholin-4-ylacetic acid
  • 2-morpholinoacetic acid
  • 2H-1,4-Oxazine-4-acetic acid, tetrahydro-
  • 3235-69-6
  • 4-Morpholinacetic acid hydrochloride
  • 4-Morpholine acetic acid
  • 4-Morpholineacetic Acid
  • 4-Morpholinoacetic acid
  • 4-morpholinylacetic acid
  • A18632
  • AB01334603-02
  • AC-2877
  • AM20090469
  • AR3068
  • BB 0219034
  • BBL001428
  • BCP12317
  • CS-M2897
  • DB-027094
  • DB-068616
  • EU-0033256
  • FT-0603884
  • GS-3544
  • J-522714
  • MFCD00504633
  • Morpholin-4-yl acetic acid
  • Morpholin-4-yl-acetic acid
  • Morpholine Acetic Acid
  • Morpholinoacetic acid
  • N-(2-Carboxymethyl)-morpholine
  • N-(Carboxymethyl)morpholine
  • N-morpholinylacetic acid
  • NCGC00342195-01
  • PB47712
  • Q27447758
  • STK397092
  • SY003213
  • morpholin-4-yl-acetic acid, AldrichCPR
  • morpholin-4-ylacetic acid

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1853454
  • AKOS000113609
  • ALBB-000115
  • DTXSID30331394
  • CHEMBL4650660
  • CHEBI:173605
  • SCHEMBL15935

Physico-Chemical properties

IUPAC name2-morpholin-4-ylacetic acid
Molecular formulaC6H11NO3
Molecular weight145.156
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity38.51
Topological polar surface area49.8

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.