CAS 513-85-9 2,3-Butanediol - Materials / Alfa Chemistry

NAVIGATION

2,3-Butanediol

PRICE INQUIRY

Catalog Number

ACM513859

CAS Number

513-85-9

Product Name

2,3-Butanediol

Structure

Category

Monomers

Synonyms

Omega-butylene glycol

Description

Liquid;Solid;Solid

IUPAC Name

Butane-2,3-diol

Molecular Weight

90.12

Molecular Formula

C4H10O2

Canonical 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

183-184 °C(lit.)

Melting Point

25 °C(lit.)

Flash Point

185 °F

Purity

97%

Density

1.002 g/mL at 20 °C(lit.)

Solubility

Soluble in water

Appearance

Liquid

Application

2,3-Butanediol serves as a versatile and promising bulk chemical with wide-ranging applications in various industries. It is a viscous, colorless liquid or a colorless to white solid, known for its ability to enhance the octane number of fuels, making it a valuable drop-in fuel option. Its utility extends to the production of printing inks, perfumes, synthetic rubber, fumigants, antifreeze agents, and pharmaceuticals. As an organic compound, 2,3-Butanediol is classified as a vicinal diol (glycol) with hydroxyl groups at C-2 and C-3, existing in three stereoisomers. It plays a critical role as a precursor in manufacturing chemicals like methyl ethyl ketone (MEK), gamma-butyrolactone (GBL), and 1,3-butadiene. Furthermore, it can be converted into methyl-ethyl ketone for use as a solvent and, through combination and hydrogenation reactions, transformed into octane for high-quality aviation fuel. Its capability to undergo dehydration and deoxydehydration processes demonstrates its adaptability in forming other valuable compounds such as butanone and butene, emphasizing its importance in the chemical sector.

Storage

Store below +30 °C

Color/Form

Nearly colorless, crystalline solid or liquid

Complexity

30.5

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

EC Number

208-173-6

Exact Mass

90.068079557

Formal Charge

Heavy Atom Count

Hydrogen Bond Acceptor Count

Hydrogen Bond Donor Count

Isotope Atom Count

Log P

-0.92 (LogP);-0.92;log Kow = -0.92;-0.92

MeSH Entry Terms

2,3-butanediol;2,3-butylene glycol;2,3-butylene glycol, (R*,R*)-isomer;2,3-butylene glycol, (R*,R*,)-(+-)-isomer;2,3-butylene glycol, (R*,S*)-isomer;2,3-butylene glycol, (S-(R*,R*))-isomer;2,3-butylene glycol, R-(R*,R*)-isomer;butane-2,3-diol

Monoisotopic Mass

90.068079557

NSC Number

249246

Odor

Odorless

Other Experimental

Hygroscopic;Occurs in 3 isomeric forms: meso- or erythro-, D(-)-threo-, and L(+)-threo-isomers;Sadtler Reference number: 4660 (IR, PRISM); 87 (NMR) /dl-isomer/;1 ppm = 3.68 mg/cu m and 1 mg/L = 272 ppm at 25 °C, 760 mmHg /Butandiols/;Optical Rotation = +11.8 deg at 25 °C/D (2S,3S-2,3-butanediol); -13.16 deg at 25 °C/D (2R,3R-2,3-butanediol);Heat capacity of liquid (constant pressure)= 213.0 J/(mol-K) at 25 °C;Antoine Coefficients: A= 6.07439; B= 2616.746; C= -24.565; Temperature range= 34-182 °C;Hygroscopic crystals from diisopropyl ether. MP: 7.6 °C; BP: 172.7 °C at 742 mm Hg, 86 °C at 16 mm Hg; Index of refraction: 1.4310 at 25 °C/D. Very soluble in diisopropyl ether /DL-threo-2,3-butylene glycol/;Hygroscopic crystals from dry diisopropyl ether. MP: 34.4 °C; BP: 181.7 °C at 742 mm Hg, 89 °C at 16 mm Hg; Density: 0.9939 at 25 °C/4 °C; Index of refraction: 1.4324 at 35 °C/D; Moderatelt soluble in diisopropyl ether /meso-2,3-butylene glycol (erythro-2,3-butylene glycol)/;MP: 19.7 °C; BP: 179-180 °C at 745 mm Hg, 77.5-78 °C at 10 mm Hg; Density: 0.9869 at 25 °C/4 °C; Index of refraction: 1.4315 at 25 °C/D; Optical Rotation: -13.0 deg at 25 °C/D (neat) /D(-)-threo-2,3-butylene glycol/;BP: 179-182 °C at 745 mm Hg; Density: 0.9872 at 25 °C; Index of refraction: 1.4306 at 25 °C/D /L(+)-threo-2,3-butylene glycol/;MASS: 99066 (NIST/EPA/MSDC Mass Spectral Database 1990 version); 181 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /meso-Isomer/;MASS: 99065 (NIST/EPA/MSDC Mass Spectral Database 1990 version): 181 (Atlas of Mass Spectral Data, John Wiley & Sons, New York); IR: 1265 (Coblentz Society Spectral Collection); UV: 5-23 (Philip et al, Organic Electronic Spectral Data, John Wiley & Sons, New York); 1H NMR: 87 (Varian Associates NMR spectra collection) /DL-threo-Isomer/;Henry's Law constant= 2.88X10-8 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant= 2.36X10-11 cu cm/molecule-sec at 25 °C (est)

Refractive Index

n20/D 1.433(lit.)

Rotatable Bond Count

Stability

Stable under recommended storage conditions.

Topological Polar Surface Area

40.5 Å²

Vapor Density

3.1 (Air = 1)

Vapor Pressure

0.21 mmHg;0.243 mm Hg at 25 °C

Viscosity