1,5-Pentanediol

Preferred IUPAC name: Pentane-1,5-diol

Other names

Pentamethylene glycol

1,5-Dihydroxypentane

Identifiers

CAS Number: 111-29-5 

EC Number: 203-854-4

Properties

Chemical formula: C5H12O2

Molar mass: 104.14758

Density: 0.994 g/mL at 25 °C

Melting point: −18 °C (0 °F; 255 K)

Boiling point: 242 °C (468 °F; 515 K)

Solubility in water: Miscible

EC / List no.: 203-854-4

CAS no.: 111-29-5

Mol. formula: C5H12O2

1,5-Pentanediol is the organic compound with the formula HO(CH2)5OH. 

1,5-Pentanediol is used as plasticizer and also forms polyesters that are used as emulsifying agents and resin intermediates.

1,5-Pentanediol is produced by hydrogenation of glutaric acid and its derivatives.

1,5-Pentanediol can also be prepared by hydrogenolysis of tetrahydrofurfuryl alcohol.

1,5-Pentanediol as a linear diol for the production of various resin types

1,5-Pentanediol is a raw material used in polyurethane coatings, polyester resins, and polycarbonate diol resins. 

Thanks to its low melting point, 1,5-Pentanediol is easier to handle compared to 1,6-hexanediol. 

The chemical structure of 1,5-pentanediol, which contains terminally located hydroxyl groups, makes it highly reactive and useful for the manufacture of a variety of derivatives

Adhesives and Sealants

1,5-Pentanediol is used in the production of polyester and polyurethane (polyester polyol and polycarbonate diol) resins. 

The flexibility and adhesive properties of 1,5-Pentanediol are valuable in these applications.

Coatings

1,5-Pentanediol contributes a good balance between hardness and flexibility, adhesion, weatherability or hydrolysis resistance in polyesters and polyurethane (polyester polyol and polycarbonate diol).

Life Science Chemicals

1,5-pentanediol is used as a pharmaceutical and agrochemical intermediate.

1,5-Pentanediol Chemical Properties, Uses, and Production

Chemical Properties

1,5-Pentanediol (PDO) is a colorless, oily liquid with characteristic odor. 

1,5-Pentanediol is miscible in water and organic solvents. 

1,5-Pentanediol is obtained after treatment of the mixture of products resulting from the oxidation of cyclohexane with air. 

1,5-Pentanediol is a building block for saturated polyesters, unsaturated polyesters and polyurethanes, solvent for inkjet ink formulations. 

It's suitable for polyesters for solvent-borne paints (stoving enamels, two-components paints, can & coil coatings), polyester plasticizers and for soft segments for polyurethanes.

Uses

1,5-Pentanediol has a wide range of applications. Intermediate finds applications in Initial product for chemical syntheses, Inks and coatings, Plasticizers and Solvent, Industrial chemicals.

1,5-Pentanediol is used as a plasticizer in cellulose products and adhesives.

It is used as a brake fluid additive.

1,5-Pentanediol reacts with 3,4-dihydro-2H-pyran to get 5-tetrahydropyran-2-yloxy-pentan-1-ol.

1,5-Pentanediol is also used to prepare polyesters for emulsifying agents and resin intermediates.

1,5-Pentanediol is used in ink, toner and colorant products. In addition to this, it is used in brake fluid compositions.

1,5-Pentanediol is used to produce materials made of polyester or polyurethane, for the manufacturing of monomers, for the manufacture of polyester polyols, polycarbonatedioles and acrylic monomers, for the production of delta valerolactone and for molecules that act as reactive diluents, for the production of halogenated substances and for the production of adhesives, putties and sealing compounds, cleaners and auxiliary agents.

used in the processes to produce hydrogen, hydrogen peroxide, sodium perborate and peroxyacetic acid and as an intermediate for pharmaceutical products.

1,5-Pentanediol is used as an ingredient for the production of polymeric thickeners, plasticizers for polyvinyl chloride, sizing agents, surfactants, for starches and chemically modified starch for application in the paper, textile and food industry, for personal hygiene products like shampoo, creams, and for paints.

Health Hazard

1,5-Pentanediol has no marked health hazard properties. Its acute toxicity is very low via all routes of exposure tested (oral, skin and inhalation). It has no irritation or sensitization effects. Limited repeated dose and long term health or reproductive effects has been generated with itself. More extensive data is available for the analogous substance 1,5-Hexanediol. Based on the total amount of information available It is not expected to cause repeated dose or long term health effects. The physical properties of 1,5-Pentanediol give no rise to concern. Its flammability is low. Therefore, It has a very low overall human health hazard potential.

Chemical Properties

clear colorless oily liquid

Uses

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

Uses

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.

Flammability and Explosibility

Notclassified

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.

EC Inventory

pentane-1,5-diol

CAS names

1,5-Pentanediol

IUPAC names

1,5-Pentanediol

Pentamethylene glycol

Pentane-1,5-diol

Pentanediol

Trade names

.omega.-Pentanediol

1,5-Dihydroxypentane

1,5-Pentamethylene glycol

1,5-Pentandiol

1,5-Pentanediol

1,5-Pentanediol (8CI, 9CI)

Pentamethylene glycol

Pentylene glycol

α,.omega.-Pentanediol

1,5-PENTANEDIOL

Pentane-1,5-diol

111-29-5

1,5-Dihydroxypentane

Pentamethylene glycol

1,5 Pentanediol

1,5-Pentylene glycol

1,5-Pentamethylene glycol

NSC 5927

1,5-Pentandiol

.alpha.,.omega.-Pentanediol

07UXZ0SCST

DTXSID2041256

1,5-PENTANE-D10-DIOL

NSC-5927

alpha,omega-Pentanediol

1219804-42-8

EINECS 203-854-4

UNII-07UXZ0SCST

BRN 1560130

AI3-03318

Pentylene Gylcol

1.5-pentanediol

9JE

pentan-1,5-diol

1,5-pentane diol

.omega.-Pentanediol

MFCD00002978

Pentane diol-1,5

EC 203-854-4

1,5-Pentanediol, 96%

WLN: Q5Q

HO(CH2)5OH

SCHEMBL18788

4-01-00-02540 (Beilstein Handbook Reference)

CHEMBL448289

1,5-PENTANEDIOL [MI]

DTXCID0021256

HSDB 6807

1,5-PENTANEDIOL [INCI]

NSC5927

CHEBI:185431

Tox21_300880

AKOS009158215

CS-W020635

NCGC00248201-01

NCGC00254784-01

BP-30035

CAS-111-29-5

FT-0606982

P0050

1,5-Pentanediol, purum, >=95.0% (GC)

1,5-Pentanediol, purum, >=97.0% (GC)

D77911

EN300-122591

H-1745

1,5-Pentanediol, Vetec(TM) reagent grade, 96%

A802337

Q161557

J-002554

F0001-0238

31784-47-1

1,5-Dihydroxypentane

1,5-Pentamethylene glycol

1,5-Pentandiol [German] [ACD/IUPAC Name]

1,5-Pentanediol [ACD/Index Name] [ACD/IUPAC Name] [Wiki]

1,5-Pentanediol [French] [ACD/Index Name] [ACD/IUPAC Name]

111-29-5 [RN]

1560130 [Beilstein]

203-854-4 [EINECS]

4-01-00-02540 [Beilstein]

MFCD00002978 [MDL number]

Pentamethylene glycol

Pentane-1,5-diol

Pentylene glycol

SA0480000

α,ω-Pentanediol

"1,5-PENTANEDIOL"|"PENTANE-1,5-DIOL"

1, 5-Pentanediol

1-BOC-2-CYANO-2-METHYLPIPERIDINE

H-1745

Pentane diol-1,5

pentano-1,5-diol [Portuguese]

Q5Q [WLN]

α,ω-Pentanediol