1,5-Pentanediol

Synonym(s):1,5-Pentanediol;Pentamethylene glycol

CAS NO.：111-29-5
Empirical Formula: C5H12O2
Molecular Weight: 104.15
MDL number: MFCD00002978
EINECS: 203-854-4
SAFETY DATA SHEET (SDS)
Update Date: 2025-06-24 21:05:35

What is 1,5-Pentanediol?

Chemical properties

clear colorless oily liquid

The Uses of 1,5-Pentanediol

1,5-Pentanediol is used largely as a chemical intermediate. Industrial exposure is likely to be from direct contact.

The Uses of 1,5-Pentanediol

1,5-Pentanediol is used as a reagent in the total synthesis of (+)-Rubriflordilactone A, a nortriterpenoid natural product. 1,5-Pentanediol is also the starting material in the synthesis of Pseudomonic Acid D Sodium (P839520); an antibiotic isolated from Pseudomonas fluorescens.

Definition

ChEBI: Pentane-1,5-diol is a primary alcohol.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1646, 1946 DOI: 10.1021/ja01212a085
Tetrahedron Letters, 21, p. 1501, 1980 DOI: 10.1016/S0040-4039(00)92757-6

Flammability and Explosibility

Not classified

Safety Profile

Mildly toxic by ingestion. A skin and eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. Used as a plasticizer in cellulose products and adhesives, and in brake fluid.

Synthesis

1,5-Pentanediol usually is produced by catalytic hydrogenation of glutaric acid or of its esters, e.g., dimethyl glutarate, although dicarboxylic acid mixtures containing glutaric acid also may be used, giving typically a mixture of 1,4-butanediol, 1,5-pentanediol, and 1,6-hexanediol. A process using alkoxydihydropyrans as raw materials has also been reported. The crude products are purified by distillation.

Solubility in organics

1,5-Pentanediol is soluble in water, alcohols acetone, and relatively insoluble in aliphatic and aromatic hydrocarbons.

Properties of 1,5-Pentanediol

Melting point:	-18 °C
Boiling point:	242 °C (lit.)
Density	0.994 g/mL at 25 °C (lit.)
vapor density	3.59
vapor pressure	<0.01 mm Hg ( 20 °C)
refractive index	n20/D 1.450(lit.)
Flash point:	135 °C
storage temp.	Store below +30°C.
solubility	Methanol (Slightly)
form	Oily Liquid
pka	14.83±0.10(Predicted)
color	Clear colorless
Odor	odorless
PH	7.5 (H2O)
explosive limit	1.3-13.1%(V)
Water Solubility	Miscible
Sensitive	Hygroscopic
Merck	14,7117
BRN	1560130
Dielectric constant	25.300000000000001
CAS DataBase Reference	111-29-5(CAS DataBase Reference)
NIST Chemistry Reference	1,5-Pentanediol(111-29-5)
EPA Substance Registry System	1,5-Pentanediol (111-29-5)

Safety information for 1,5-Pentanediol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.