(R,R)-2,3-butanediol

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

What is the (R,R)-2,3-butanediol?

The molecule (R,R)-2,3-butanediol presents a molecular formula of C4H10O2 and its IUPAC name is (2R,3R)-butane-2,3-diol.

Butanediol, also known as butylene glycol or 1,4-butanediol, is an organic compound with the chemical formula CH3CH(OH)CH2OH. It is a clear, colorless liquid with a slightly sweet taste. Butanediol is produced industrially from acetylene and formaldehyde..

Butanediol is used as a solvent and in the manufacture of plastics, resins, and elastomers. It is also used as an antifreeze, a desiccant, and a plasticizer. Butanediol is a central nervous system depressant and can cause drowsiness and dizziness..

Butanediol is not considered to be a hazardous substance by the U.S. Environmental Protection Agency (EPA). However, it is considered a flammable liquid and should be kept away from heat and open flames..

3D structure

Cartesian coordinates

Geometry of (R,R)-2,3-butanediol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(R,R)-2,3-butanediol OWBTYPJTUOEWEK-QWWZWVQMSA-N chemical compound 2D structure molecule svg
(R,R)-2,3-butanediol

 

Molecule descriptors

 
IUPAC name(2R,3R)-butane-2,3-diol
InChI codeInChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1
InChI KeyOWBTYPJTUOEWEK-QWWZWVQMSA-N
SMILESC[C@@H](O)[C@@H](C)O

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.

  • (+/-)-2,3-BUTANEDIOL
  • (-)-(2R,3R)-2,3-BUTANEDIOL
  • (-)-(2R,3R)-Butanediol
  • (-)-(r,r)-2,3-butanediol
  • (-)-2,3-butanediol
  • (2R, 3R)(-)-2,3-butanediol
  • (2R, 3R)-(-)-2,3-butanediol
  • (2R,3R)-(-)-2,3-Butanediol
  • (2R,3R)-(-)-2,3-butandiol
  • (2R,3R)-2,3-butanediol
  • (2R,3R)-butane-2,3-diol
  • (2R,3R)-butane-2,3-diol;(2R,3R)-2,3-Butanediol
  • (2R,3R)-rel-2,3-Butanediol
  • (2r,3r)-butanediol
  • (R,R)-(-)-2,3-Butanediol
  • (R,R)-(-)-2,3-Butylene Glycol
  • (R,R)-(-)-2,3-Dihydroxybutane
  • (R,R)-(-)-Butane-2,3-diol
  • (R,R)-2,3-Butylene glycol
  • (R,R)-2,3-butanediol
  • (R,R)-Butane-2,3-diol
  • (r,r)-2,3 butanediol
  • 2,3-BUTANEDIOL, (+/-)-
  • 2,3-BUTANEDIOL, (2R,3R)-
  • 2,3-BUTANEDIOL, (2R,3R)-(-)-
  • 2,3-BUTANEDIOL, (2R,3R)-REL-
  • 2,3-BUTANEDIOL, (R*,R*)-(+/-)-
  • 2,3-BUTANEDIOL, (R-(R*,R*))-
  • 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM
  • 2,3-BUTYLENE GLYCOL DL-THREO-FORM
  • 2,3-Butanediol #
  • 2,3-Butanediol, (-)-
  • 2,3-Butanediol, (R*,R*)-
  • 2,3-Butanediol, (R*,R*)-(+-)-
  • 2,3-Butanediol, [R-(R*,R*)]-
  • 2,3-Butanediol, threo-
  • 24347-58-8
  • 347B588
  • 6510BGK6C5
  • 6982-25-8
  • A817243
  • AC-26496
  • AS-57289
  • BBL101946
  • BP-30189
  • BU3
  • C03044
  • C91323
  • CS-W016670
  • D(-)-2,3-butanediol
  • D-(-)-2,3-Butanediol
  • D-2,3-BUTANEDIOL
  • DB-009316
  • DL-2,3-Butanediol
  • HY-W015954
  • J-500969
  • J-506903
  • L-(-)-2,3-Butanediol
  • Levo-2,3-Butanediol
  • MFCD00064267
  • NSC-15829
  • NSC-249246
  • NSC15829
  • OR02B2286A
  • Q27102161
  • STL555743
  • THREO-2,3-BUTANEDIOL
  • rel-(2R,3R)-2,3-Butanediol
  • s3333

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC901616
  • UNII-6510BGK6C5
  • UNII-OR02B2286A
  • AKOS015907648
  • AKOS016015450
  • DTXSID801026532
  • DTXSID801031371
  • CHEBI:16982
  • EINECS 246-186-9

Physico-Chemical properties

IUPAC name(2R,3R)-butane-2,3-diol
Molecular formulaC4H10O2
Molecular weight90.121
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity23.67
LogP-0.3
Topological polar surface area40.5

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.