2,3-Butanediol
Product Information
Molecular Formula
C4H10O2
Molecular Weight
90.12
Description
2,3-Butanediol (CAS# 513-85-9) is occurring naturally in cocoa butter, in the roots of Ruta graveolens, sweet corn, and in rotten mussels. It is used in the resolution of carbonyl compounds in gas chromatography.
Synonyms
butane-2,3-diol
IUPAC Name
butane-2,3-diol
SMILES
CC(C(C)O)O
InChI
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3
InChI Key
OWBTYPJTUOEWEK-UHFFFAOYSA-N
Boiling Point
182 °C
Melting Point
25 °C (lit.)
Flash Point
185.0 °CF
Purity
> 97.0 % (GC)
Density
0.995 g/cm3
Solubility
water, 1.00E+06 mg/L @ 20 °C (exp)
Appearance
Colorless to light yellow clear liquid
Application
Used in resins, as a solvent for dyes, as a blending agent, and as a crosslinking agent for naphthalene-1,5-diisocyanate in the production of specific hard-rubber products.
Storage
Store in a cool, dry place. Keep container closed when not in use.
Refractive Index
n20/D 1.433 (lit.)
Stability
Stable. Combustible. Incompatible with strong oxidizing agents, acid anhydrides, acid chlorides, chloroformates, reducing agents.
LogP
-0.25200
Vapor Pressure
0.24 [mmHg]
Henry's Law Constant
2.88X10-8 atm-cu m/mol at 25 °C (est)
Decomposition
Hazardous decomposition products formed under fire conditions - carbon oxides
Dissociation Constants
pKa = 14.9 at 25 °C; Kb = 0.33 at 25 °C, aqueous HCl
Odor
Odorless
Safety Information
Precautionary Statement
P210, P280, P370+P378, P403, and P501
Signal Word
Warning
Computed Properties
XLogP3
-0.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
90.068079557 g/mol
Monoisotopic Mass
90.068079557 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
6
Formal Charge
0
Complexity
30.5
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
2
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-2837667-A2 | One-component amino resin coating composition | 2014-09-29 |
| EP-2952498-A1 | Dehydration of 2,3-butanediole | 2014-08-11 |
| EP-2808354-A1 | Fast drying, hard elastic, scratch-proof and resistant coating compositions | 2014-08-08 |
| US-2015375053-A1 | Golf ball | 2014-06-30 |
| US-2015375054-A1 | Golf ball | 2014-06-27 |
| US-2015376331-A1 | Polymers, co-polymers, and monomers using co2 as a reagent | 2014-06-26 |
| WO-2015199541-A1 | Fertilizer comprising bacteria and protozoa. | 2014-06-26 |
| WO-2015200852-A2 | Plant-endophyte combinations and uses therefor | 2014-06-26 |
| EP-2960308-A1 | Ink, inkjet recording method, ink cartridge, recorded matter, and inkjet recording device | 2014-06-24 |
| US-2015368492-A1 | Ink, inkjet recording method, ink cartridge, recorded matter, and inkjet recording device | 2014-06-24 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23295224 | 2013-02-25 | Biocatalytic production of alpha-hydroxy ketones and vicinal diols by yeast and human aldo-keto reductases | Chemico-biological interactions |
| 22980827 | 2012-12-15 | Volatile composition of partially fermented wines elaborated from sun dried Pedro Ximénez grapes | Food chemistry |
| 22980845 | 2012-12-15 | Climatic factors directly impact the volatile organic compound fingerprint in green Arabica coffee bean as well as coffee beverage quality | Food chemistry |
| 22832943 | 2012-11-01 | Inhibition of acetate accumulation leads to enhanced production of (R,R)-2,3-butanediol from glycerol in Escherichia coli | Journal of industrial microbiology & biotechnology |
| 22989651 | 2012-11-01 | Enhanced fed-batch fermentation of 2,3-butanediol by Paenibacillus polymyxa DSM 365 | Bioresource technology |
| 22579521 | 2012-10-01 | Thermal expansion of the cryoprotectant cocktail DP6 combined with synthetic ice modulators in presence and absence of biological tissues | Cryobiology |
| 22684326 | 2012-10-01 | Co-production of 3-hydroxypropionic acid and 1,3-propanediol from glycerol using resting cells of recombinant Klebsiella pneumoniae J2B strain overexpressing aldehyde dehydrogenase | Applied microbiology and biotechnology |
| 22714279 | 2012-10-01 | Metabolic engineering of Bacillus subtilis for enhanced production of acetoin | Biotechnology letters |
| 22802446 | 2012-10-01 | Activation of NK cell cytotoxicity by the natural compound 2,3-butanediol | Journal of leukocyte biology |
| 22858472 | 2012-10-01 | Pretreatment based on two-step steam explosion combined with an intermediate separation of fiber cells--optimization of fermentation of corn straw hydrolysates | Bioresource technology |
