1,3-Dimercaptopropane

1,3-Dimercaptopropane

Highly Efficient Carbonyl Protecting Agent: 1,3-Dimercaptopropane reacts rapidly with aldehydes and ketones to generate stable 1,3-dithiaane derivatives. This method offers high protection efficiency and mild reaction conditions, making it one of the most classic carbonyl protection techniques in organic synthesis.


Highly Reactive Bifunctional Groups: Containing two thiol functional groups, it can participate in various reaction types, including condensation, substitution, and oxidation. With multiple reaction sites and flexible transformation, it is an ideal building block for constructing complex sulfur-containing organic molecules.


Excellent Crosslinking and Polymerization Properties: As a bifunctional crosslinking agent, it can achieve efficient crosslinking through thiol click reactions, significantly improving the oxidative stability, mechanical strength, and ionic conductivity of polymers. It has wide applications in the field of functional polymer materials.


Strong Metal Coordination Ability: Thiol groups have a strong affinity for various metal ions and can act as bidentate ligands to form stable complexes with transition metals. This is of significant value in coordination chemistry and metal ion detection.


Multifunctional Electroplating Additive: A small amount added to the CoNi alloy electroplating process can effectively inhibit abnormal deposition, improve the microstructure of the coating, and obtain a high-quality coating with fine grains, a smooth surface, and low internal stress.


Widely Used Organic Synthesis Intermediate: It can serve as a thiol source in the synthesis of important organic intermediates such as 2-mercaptobenzoxazole and 2-mercaptobenzothiazole, finding applications in chemical raw materials, pesticides, and pharmaceuticals.


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Product Description

1,3-Dimercaptopropane Product Description CAS#109-80-8


1,3-Dimercaptopropane (1,3-Propanedithiol) is an organosulfur compound with the molecular formula C₃H₈S₂ and a molecular weight of 108.22. It is a colorless to pale yellow transparent liquid at room temperature and pressure, with a strong thiol-like odor. Its melting point is –79°C, boiling point is 169°C, density is 1.078 g/mL (20°C), flash point is 63°C, and refractive index is 1.539. It is slightly soluble in water and miscible with most organic solvents such as ethanol, ether, chloroform, and benzene. Industrially, 1,3-Dimercaptopropane is mainly prepared by reacting 1,3-dihalopropane with hydrogen sulfide or sodium hydrosulfide. This compound contains two highly reactive thiol (–SH) functional groups, giving it strong reducing properties and abundant reactivity. 1,3-Dimercaptopropane can participate in a variety of chemical reactions, including condensation with aldehydes and ketones to form thioacetals or thioketals, substitution reactions with haloalkanes, and oxidation to form disulfides. These unique chemical properties make it valuable for applications in organic synthesis, materials science, and coordination chemistry.


1,3-Dimercaptopropane Applications CAS#109-80-8


1,3-Dimercaptopropane is an important organic synthesis reagent and multifunctional intermediate, widely used in various chemical fields. In organic synthesis, it is mainly used for the reversible protection of aldehydes and ketones. Through reaction with carbonyl compounds, it generates 1,3-dithiane derivatives, which are an important source of carbonyl protecting groups. This dithiane intermediate can also be used for umpolung reactions, expanding the design space of synthetic routes. In materials science, 1,3-dimercaptopropane serves as a bifunctional crosslinking agent and building block in the synthesis and modification of polymers. Crosslinking via enylthiol click reactions can prepare crosslinked anion exchange membranes with high oxidative stability and high ionic conductivity. In coordination chemistry, it can act as a bidentate ligand to form stable complexes with various metal ions. In the electroplating industry, 1,3-dimercaptopropane can be used as an additive in CoNi alloy electroplating solutions to effectively inhibit abnormal deposition and obtain coatings with fine grains, smooth surfaces, and low internal stress. In the fragrance industry, after appropriate chemical modification, it can be used as an intermediate in the synthesis of special aroma fragrances. Furthermore, 1,3-dimercaptopropane can also be used in the design and preparation of fluorescent probes, and in the formulation of cleaning agents for laboratory glassware.


Product Information

Chemical Properties
PropertyValue

Melting point

-79 °C (lit.)

Boiling point

169 °C (lit.)

Density

1.078 g/mL at 25 °C (lit.)

Vapor density

>1 (vs air)

Vapor pressure

5 mm Hg ( 37.7 °C)

Refractive index

n20/D1.539(lit.)

FEMA

3588 | 1,3-PROPANEDITHIOL

Fp

138 °F

Storage temp.

Store below +30°C.

Form

Liquid

Pka

9.86±0.10(Predicted)

Color

Clear light yellow

Specific Gravity

1.078

Odor

at 0.10 % in propylene glycol. meaty sulfurous

Odor Type

meaty

Biological source

synthetic

Water Solubility

<0.1 g/100 mL at 21 ºC

JECFA Number

535

Merck

14,7801

BRN

1071197

Stability

Stable. Incompatible with oxidizing agents, bases, reducing agents, alkali metals. Store cool.

LogP

1.70

CAS DataBase Reference

109-80-8(CAS DataBase Reference)

NIST Chemistry Reference

1,3-Propanedithiol(109-80-8)

EPA Substance Registry System

1,3-Propanedithiol (109-80-8)

Safety Information

PropertyValue
Hazard symbolXi
Hazard class codes36/37/38
Safety descriptions26-24/25
UN dangerous goods number3336
WGK Germany3
RTECS numberTZ2585500
F13
TSCATSCA listed
Hazard class6.1
Packing groupIII
HS code29309070
Storage class3 - Flammable liquids
Hazard class (category)Acute toxicity, Category 3, Oral
Flammable liquid, Category 3
Skin irritation, Category 2
ToxicityLD50 orally in Rabbit: >50 - 300 mg/kg


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