ChemicalBook > CAS DataBase List > 1,3-Propanediol

1,3-Propanediol

Product Name
1,3-Propanediol
CAS No.
504-63-2
Chemical Name
1,3-Propanediol
Synonyms
PDO;PROPANE-1,3-DIOL;1,3-PROPANDIOL;TRIMETHYLENE GLYCOL;1,3-PROPYLENE GLYCOL;PROPAN-1,3-DIOL;Dihydroxypropane;1,3-PROPANEDIOL FOR SYNTHESIS;1.3-PDO;nsc65426
CBNumber
CB5853689
Molecular Formula
C3H8O2
Formula Weight
76.09
MOL File
504-63-2.mol
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1,3-Propanediol Property

Melting point:
-27 °C (lit.)
Boiling point:
214 °C/760 mmHg (lit.)
Density 
1.053 g/mL at 25 °C (lit.)
vapor pressure 
0.8 mm Hg ( 20 °C)
refractive index 
n20/D 1.440(lit.)
FEMA 
4753 | 1,3-PROPANEDIOL
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
H2O: soluble
pka
14.46±0.10(Predicted)
form 
Oily Liquid
color 
Clear
PH
4.5-7.0 (100g/l, H2O, 20℃)
explosive limit
2.5%(V)
Water Solubility 
100 g/L
Merck 
14,9714
BRN 
969155
Dielectric constant
35.0（20℃）
InChIKey
YPFDHNVEDLHUCE-UHFFFAOYSA-N
LogP
-0.71 at 20℃
CAS DataBase Reference
504-63-2(CAS DataBase Reference)
NIST Chemistry Reference
1,3-Propanediol(504-63-2)
EPA Substance Registry System
1,3-Propanediol (504-63-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
38
Safety Statements 
23-24/25
WGK Germany 
1
RTECS 
TY2010000
Autoignition Temperature
405 °C
TSCA 
Yes
HS Code 
29053980
Hazardous Substances Data
504-63-2(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 15670 mg/kg LD50 dermal Rabbit > 20000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H315Causes skin irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P50404
Product name
1,3-Propanediol
Purity
98%
Packaging
100g
Price
$93.4
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3167
Product name
1,3-Propanediol
Purity
pharmaceutical secondary standard, certified reference material
Packaging
1ML
Price
$186
Updated
2024/03/01
Sigma-Aldrich
Product number
8.07481
Product name
1,3-Propanediol
Purity
for synthesis
Packaging
250ML
Price
$88.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.07481
Product name
1,3-Propanediol
Purity
for synthesis
Packaging
1L
Price
$301
Updated
2024/03/01
Sigma-Aldrich
Product number
1570483
Product name
1,3-Propanediol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
1ml
Price
$474
Updated
2024/03/01
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1,3-Propanediol Chemical Properties,Usage,Production

Chemical Properties

1,3-Propanediol, an isomer of propylene glycol, is a viscous, colorless, odorless, hygroscopic liquid that has a brackish irritating taste. miscible with various solvents such as water, ethanol, acetone, chloroform (chloroform) and ether, and is insoluble in benzene. Combustible.

Uses

1,3-Propanediol is used as a solvent for thin film preparations, in the production of polymers such as polytrimethylene terephthalate, adhesives, laminates, coatings, moldings, aliphatic polyesters, as an antifreeze and in wood paint. It also acts as a reagent for vinyl epoxide synthon, for epoxide ring-opening, for polymerization reactions and for natural product syntheses.

Uses

As a diol, 1,3-propanediol is subject to many of the same polymeric applications as other low molecular mass diols (e.g., ethylene glycol, propylene glycol, and 1,4-butanediol). However, its relatively high price limits its use to applications requiring very specific performance characteristics. It is a raw-material source for 1,3-dioxanes. 1,3-Propanediol-bis(4-aminobenzoate) can be used as a chain extender in polyurethane elastomers. This bisbenzoate, which can also be synthesized from 1,3-dichloro-propane, finds other applications as a cross-linking agent in epoxy formulations and as a rubber additive.

Definition

ChEBI: Propane-1,3-diol is the simplest member of the class of propane-1,3-diols, consisting of propane in which one hydrogen from each methyl group is substituted by a hydroxy group. A colourless, viscous, water-miscible liquid with a high (210℃) boiling point, it is used in the synthesis of certain polymers and as a solvent and antifreeze. It has a role as a protic solvent and a metabolite.

Application

In adipate polyesters with other diols these diols are partly substituted by 1,3-propanediol (PDO) to break crystallinity in order to obtain liquid polyester polyols. In polyesters for powder coatings PDO improves the flexibility but lowers the glass transition temperature somewhat. PDO finds also uses in cosmetics and personal care products, engine coolants, and solvents for ink-jet and screen inks.

Application

1,3-Propanediol is prepared as a by-product in the manufacture of glycerin by the saponification of fat. It is used to lower the freezing point of water and as a chemical intermediate. Industrial exposure is limited. It is also used to Solvent for thin film preparations, Vinyl epoxide synthon and reagent for epoxide ring-opening and polymerization reactions, Reagent for natural product syntheses.
A new large market for 1,3-propanediol will be in polyester coatings and in the production of poly(trimethylene terephthalate), a new material for the production of high quality carpet fibers.

Biosynthesis

1,3-Propanediol (1,3-PDO) can be produced by fermentation from glycerol, with different strains such as Klebsiella pneumoniae, Clostridium butyricum, Clostridium pasteurianum, and Citrobacter freundii. Drawbacks of industrial fermentation using these strains are strong inhibition of 1,3-PDO production and by-products during fermentation.

Flammability and Explosibility

Non flammable

Synthesis

1,3-Propanediol is produced commercially by Degussa starting from acrolein.
CH2CHCHO + H2O → HOHCH2CH2CHO
HOHCH2CH2CHO + H2 → HOHCH2CH2CH2OH
The addition of water under mild acidic conditions gives 3-hydroxypropionaldehyde with high selectivity. Preferentially buffer solutions with a pH 4-5 or weak acidic ion exchange resins are used as catalysts. Further hydrogenation of this aqueous solutions gives 1,3-propanediol. There is an alternative route via hydroformylation of ethylene oxide and subsequent hydrogenation of the intermediate 3-hydroxypropionaldehyde.

Purification Methods

Dry this diol with K2CO3 and distil it under reduced pressure. More extensive purification involves conversion with benzaldehyde to 2-phenyl-1,3-dioxane (m 47-48o) which is subsequently decomposed by shaking with 0.5M HCl (3mL/g) for 15minutes and standing overnight at room temperature. After neutralisation with K2CO3, the benzaldehyde is removed by steam distillation and the diol is recovered from the remaining aqueous solution by continuous extraction with CHCl3 for 1day. The extract is dried with K2CO3, the CHCl3 is evaporated and the diol is distilled. [Foster et al. Tetrahedron 6 177 1961, Beilstein 1 IV 2493.]

1,3-Propanediol Preparation Products And Raw materials

Raw materials

Preparation Products

2-Oxetanone 1,3-Propanesultone Cyclopropylamine Fenitropane 1,3-Dichloropropane 1R-cis-Permethrinic acid (1R-cis)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane carboxylic acid (4S)-HYDROXY-3-METHYL-2-(2-PROPENYL)-2-CYCLOPENTENE-1-ONE 1,3-Dibromopropane 1R-trans-methyl caronaldehydate Felbamate 1R，3R-chrysanthemic acid Glutaric acid Bronopol
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View Lastest Price from 1,3-Propanediol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1,3-Propanediol 504-63-2
Price
US $40.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/Week
Release date
2024-05-08
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1,3-Dihydroxypropane 504-63-2
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-06-03
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Trimethyleneglycol; propane-1,3-diol 504-63-2
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-06-03

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