63684-32-2

Basic information

• Product Name: 3,3'-DITHIOBISHYDROCINNAMIC ACID
• Synonyms: Benzenepropanoicacid,.beta.,.beta.’-dithiobis-;beta,beta’-dithiobis-benzenepropanoicaci;3,3'-DITHIOBISHYDROCINNAMIC ACID;3,3'-dithiobis(3-phenylpropionic) acid;3,3′-Dithiobis(3-phynylpropionic acid;Ilford Cibachrome Process P-3 Developer Replenisher Part C;cinnamic acid disulfide;.beta.,.beta.’-Dithiobis(dihydrocinnamicacid)
• CAS NO: 63684-32-2
• Molecular Formula: C₁₈H₁₈O₄S₂
• Molecular Weight: 362.46
• EINECS: 264-412-4
• Mol File: 63684-32-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 145℃
• Boiling Point: 541.1 °C at 760 mmHg
• Flash Point: 281 °C
• Appearance: /
• Density: 1.354 g/cm³
• CAS DataBase Reference: 3,3'-DITHIOBISHYDROCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DITHIOBISHYDROCINNAMIC ACID(63684-32-2)
• EPA Substance Registry System: 3,3'-DITHIOBISHYDROCINNAMIC ACID(63684-32-2)

Safety Data

• Hazardous Substances Data: 63684-32-2(Hazardous Substances Data)

Usage

General Description

3,3'-Dithiobishydrocinnamic acid, also known as DNTB, is a chemical compound used in biochemical and analytical applications. It is a yellow crystalline powder that is soluble in alcohol and acetone. DNTB is commonly used in spectrophotometric assays to quantify thiol groups in proteins, peptides, and other biological molecules. It reacts with thiol groups to form a colored product that can be measured at a specific wavelength, allowing for the quantification of thiol concentration. DNTB is also used as a reagent in the synthesis of various organic compounds and as a crosslinking agent in polymer chemistry. Overall, 3,3'-dithiobishydrocinnamic acid plays an important role in various research and industrial processes involving thiol chemistry.

Synthetic route

3-sulfydryl-3-phenylpropionic acid (7328-39-4) → β,β'-dithiobis(dihydrocinnamic acid) (63684-32-2)

Conditions	Yield
With dihydrogen peroxide; iodine; sodium hydroxide In water at 5℃; for 1h; Reagent/catalyst; Temperature;	94%
With water; iron(III) chloride

3-sulfydryl-3-phenylpropionic acid (7328-39-4) + water (7732-18-5) + iron(III) chloride (7705-08-0) → β,β'-dithiobis(dihydrocinnamic acid) (63684-32-2)

3-phenyl-3-thioxo-propionic acid (4438-94-2) → β,β'-dithiobis(dihydrocinnamic acid) (63684-32-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium amalgam 2: iron chloride; water View Scheme

β-carbamimidoylmercapto-cinnamic acid → β,β'-dithiobis(dihydrocinnamic acid) (63684-32-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: NaOH-solution 2: sodium amalgam 3: iron chloride; water View Scheme

phenylpropyolic acid (637-44-5) → β,β'-dithiobis(dihydrocinnamic acid) (63684-32-2)

Conditions	Yield
Multi-step reaction with 4 steps 1: acetone 2: NaOH-solution 3: sodium amalgam 4: iron chloride; water View Scheme

Upstream product

• 7328-39-4 3-sulfydryl-3-phenylpropionic acid 
• 7732-18-5 water 
• 7705-08-0 iron(III) chloride 
• 4438-94-2 3-phenyl-3-thioxo-propionic acid 
• 637-44-5 phenylpropyolic acid 

Relevant articles and documents

Preparing method of beta,beta'-dithiobis(dihydrocinnamicacid)

The invention relates to the field of organic synthesis, in particular to a preparing method of high-purity beta,beta'-dithiobis(dihydrocinnamicacid). The invention provides a preparing method of the beta,beta'-dithiobis(dihydrocinnamicacid), which comprises the following steps: taking 3-sulfydryl-3 phenylpropionic acid as a raw material, reacting in the presence of an oxidant and a catalyst in an environment of pH being 6-12 to generate the beta,beta'-dithiobis(dihydrocinnamicacid), wherein the reaction is performed in the presence of a reaction solvent being water. When the preparing method is used for synthesizing the beta,beta'-dithiobis(dihydrocinnamicacid), the water is used as the solvent, generation of side reactions in the reaction is reduced, waste liquid has no poison and harm, and operation is simple. The product is separated by adjusting to acidity with acids after the reaction, and the beta,beta'-dithiobis(dihydrocinnamicacid) with the purity up to 99.88% can be obtained by filtering.