17773-41-0

Basic information

• Product Name: 2-hydroxy-4-(methylthio)butyronitrile
• Synonyms: 2-hydroxy-4-(methylthio)butyronitrile;2-Hydroxy-4-(methylmercapto)-butyronitrile;2-Hydroxy-4-(methylthio)butanenitrile
• CAS NO: 17773-41-0
• Molecular Formula: C₅H₉NOS
• Molecular Weight: 131.19606
• EINECS: 241-756-3
• Mol File: 17773-41-0.mol

Chemical Properties

• Boiling Point: 279.6°Cat760mmHg
• Flash Point: 122.9°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 0.00048mmHg at 25°C
• Refractive Index: 1.507
• PKA: 11.01±0.20(Predicted)
• Water Solubility: 110g/L at 25℃
• CAS DataBase Reference: 2-hydroxy-4-(methylthio)butyronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-4-(methylthio)butyronitrile(17773-41-0)
• EPA Substance Registry System: 2-hydroxy-4-(methylthio)butyronitrile(17773-41-0)

Safety Data

• Hazardous Substances Data: 17773-41-0(Hazardous Substances Data)

Usage

Hazard

A poison by ingestion and skin contact. A moderate skin irritant.

InChI:InChI=1/C5H9NOS/c1-8-3-2-5(7)4-6/h5,7H,2-3H2,1H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 3268-49-3 3-(methylsulfenyl)propanal 
• 143-33-9 sodium cyanide 
• 773837-37-9 sodium cyanide 
• 119353-03-6 3-(methylselenyl)-propanal 
• 74-93-1 methylthiol 
• 5809-59-6 3-cyano-3-hydroxy-1-propene 

Downstream Products

• 3198-47-8 α-amino-γ-methylmercapto-butyronitrile 
• 63302-72-7 2-hydroxy-4-methylthiobutyric acid ammonium salt 
• 49540-21-8 α-hydroxy-4-methylthiobutyramide 
• 59-51-8 DL-methionine 
• 13253-44-6 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione 
• 7349-78-2 N-L-methionyl-L-methionine 
• 89033-45-4 hydantoin amide 
• 7349-78-2 DD/LL/LD/DL-methionylmethionine 
• 19298-72-7 DL-methionine amide 
• 94087-93-1 2-hydroxy-4-methylmercaptobutyric acid potassium salt 
• 36963-02-7 3,6-bis[2-(methylthio)ethyl]-2,5-piperazinedione 
• 583-91-5 2-hydroxy 4-methylthiobutyric acid 

Relevant articles and documents

METHOD FOR MANUFACTURING METHIONINE

An object of the present invention is to provide a method for manufacturing methionine capable of achieving an improvement in ammonia removal efficiency. The manufacturing method of the present invention comprises a removal step of supplying a liquid containing a methionine salt, which is obtained by reacting 3-methylmercaptopropionaldehyde and hydrocyanic acid, or a compound obtained by reacting 3-methylmercaptopropionaldehyde and hydrocyanic acid, with carbon dioxide and ammonia to obtain a liquid containing 5-(2-methylmercaptoethyl)hydantoin and then hydrolyzing the 5-(2-methylmercaptoethyl)hydantoin, to a diffusion tower from an upper portion thereof while supplying a stripping gas to the diffusion tower from a lower portion thereof to remove ammonia contained in the liquid through stripping, and the stripping gas contains a process gas generated in a process of manufacturing methionine.

METHOD AND DEVICE FOR PREPARING 2-HYDROXY-4-METHYLTHIOBUTYRIC ACID AND INTERMEDIATES THEREOF

Provided by the present disclosure are a method and a device for preparing 2-hydroxy-4-methylthiobutyric acid and intermediates thereof; the intermediates for preparing 2-hydroxy-4-methylthiobutyric acid comprise 3-methylthiopropionaldehyde and 2-hydroxy-4-methylthiobutyronitrile. The method for preparing 2-hydroxy-4-methylthiobutyric acid provided by the present disclosure comprises: step (1), a step of reacting acrolein with methyl mercaptan to prepare 3-methylthiopropionaldehyde; step (2), a step of reacting 3-methylthiopropionaldehyde with hydrocyanic acid to prepare 2-hydroxy-4-methylthiobutyronitrile; and step (3), a step of hydrating 2-hydroxy-4-methylthiobutyronitrile by using sulfuric acid and then hydrolyzing to prepare 2-hydroxy-4-methylthiobutyric acid; wherein in steps (1), (2) and (3), the reaction status of the materials is detected online, and the proportions of the materials are controlled according to the detection results such that reactions are performed completely

STORAGE-STABLE FORM OF 3-METHYLTHIOPROPIONALDEHYDE

A chemical compound of formula (I), and specific compositions including 3-methylthiopropionaldehyde, 3-methylthiopropane-1,1-diol, a compound of formula I and water, and processes for producing same and also the use of same may be used for the production of 2-hydroxy-4-(methylthio)butyronitrile, methionine hydantoin, methionine. Protected forms may be used for the storage and/or transport of 3-methylthiopropionaldehyde.

METHOD FOR PRODUCING METHIONINE

The present invention pertains to a method for producing methionine or salts or derivatives thereof from hydrogen cyanide (HCN), the method comprising a step of producing 2-hydroxy-4-(methylthio)butyronitrile (MMP-CN), or a crude product mixture comprising MMP-CN, by contacting a hydrogen cyanide (HCN) process gas mixture prepared according to the Andrussow process from methane, ammonia and oxygen, with 3-methylmercaptopropionaldehyde (MMP), wherein the HCN process gas mixture is obtained from the crude HCN process gas mixture by adjusting the amount of ammonia to between 20 % (v/v) and 60% (v/v) of the amount of the ammonia in the crude HCN process gas mixture.

METHOD FOR PREPARING METHIONINE

The present invention relates to a method for preparing methionine or methionine salts. In particular, the invention describes the step of preparing 2-hydroxy-4-(methylthio)butyronitrile (MMP-CN) from 3-methylthiopropanal (MMP) and hydrogen cyanide (HCN) in the presence of ammonia by bringing a gaseous mixture comprising HCN and ammonia into contact with MMP.

Continuous combination a method for environmental protection cleaning process of methionine

The present invention relates to an environment-friendly process method for continuous synthesis of methionine. With the present invention, a combination reactor is adopted to produce the methionine, a new process for continuous synthesis of the methionine is provided, wherein the new process has characteristics of high automation, high energy saving and high environmental protection. The process method is characterized in that: the method for synthesis of the methionine by adopting the combination reactor is provided; methylthiopropanal synthesized from acrolein and methylmercaptan is adopted as a raw material; the methylthiopropanal reacts with hydrogen cyanide to obtain an intermediate 2-hydroxy-4-methylthiobutyronitrile; the intermediate 2-hydroxy-4-methylthiobutyronitrile is subjected to the continuous reaction in a first reaction bed of the combination reactor in the presence of excess ammonia and carbon dioxide to obtain a hydantoin solution; the hydantoin solution flows from the first reaction bed, passes through a resolving tower, and releases the excess carbon dioxide and the ammonia; the resolved hydantoin solution flows into a second reaction bed of the combination reactor, and is hydrolyzed under the alkaline condition to obtain an aqueous solution of potassium methionine; the aqueous solution of the potassium methionine is neutralized by the carbon dioxide to obtain an aqueous solution of the methionine and potassium bicarbonate; the methionine is crystallized and separated from the aqueous solution, and the potassium bicarbonate is subjected to the subsequent treatment along with the mother liquor, and is recovered and recycled.

By coarse hydrocyanic acid gas preparation 5 - (2-methylthioamphetamine amido ethyl)-hydantoin method

The invention relates to a method for preparing 5-(2-methylmercapto-ethyl)-hydantoin by utilizing crude hydrocyanic acid gas and relates to the field of chemical industry. The method disclosed by the invention comprises the following steps of: completely reacting hydrocyanic acid mixed gas made by adopting an Ann method with methylmercapto propionaldehyde to obtain a 2-hydroxyl-4-methylmercapto-butyronitrile reaction system under the catalytic action of organic alkali; and sufficiently reacting the 2-hydroxyl-4-methylmercapto-butyronitrile reaction system with ammonium bicarbonate in a water medium to obtain 5-(2-methylmercapto-ethyl)-hydantoin. Due to adoption of raw materials which are not rectified or purified, the method disclosed by the invention is short in production time, high in production efficiency and low in production cost; the prepared 2-hydroxyl-4-methylmercapto-butyronitrile reaction system is steady in property and can be stored for a long time; and 5-(2-methylmercapto-ethyl)-hydantoin with high purity and high yield can be obtained through simple separation and purification operations under the synergistic effect of other substances in reaction liquid.

METHOD FOR THE PRODUCTION OF 2-HYDROXY-4-(METHYLTHIO)BUTYRONITRILE FROM 3-(METHYLTHIO)PROPANAL AND HYDROGEN CYANIDE

A method for the production of 2-hydroxy-4-(methylthio)butyronitrile having good storage stability in a multi-zone reactor, is provided. 3-methylmercaptopropionaldehyde is reacted with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of the multizone reactor to form a reaction mixture comprising the 2-hydroxy-4-(methylthio)butyronitrile, unreacted 3-methylmercaptopropionaldehyde, the catalyst and residual amounts of gaseous hydrogen cyanide. The residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.

STORAGE-STABLE 2-HYDROXY-4-(METHYLTHIO)BUTYRONITRILE

A storage stable mixture containing 86 to 97% by weight of 2-hydroxy-4-methylthiobutyronitrile, 2 to 14% by weight of water, 0.05 to 0.5% by weight of HCN and having a pH of 1 to 4, measured using a pH electrode at 23° C. is provided. A method to produce the storage stable mixture and its use in manufacture of DL-methionine or 2-hydroxy-4-methylthiobutyric acid is also provided.

Process for preparing 2-hydroxy-4-methylselenobutyric acid, alone or as a mixture with its sulphur-containing analogue, and uses thereof in nutrition, in particular animal nutrition

The present invention relates to a novel process for preparing 2-hydroxy-4-methylselenobutyric acid from 3-methylselenoproprion-aldehyde. The 2-hydroxy-4-methylselenobutyric acid is obtained alone or as a mixture with its sulphur-containing analogue. The invention also relates to the compositions, in particular nutritional compositions, comprising a mixture of 2-hydroxy-4-methylselenobutyric acid and 2-hydroxy-4-methylthiobutyric acid, and a physiologically acceptable medium, and to the use of this mixture as a dietary ingredient.