3-Hydroxypropionitrile

Base Information

• Chemical Name: 3-Hydroxypropionitrile
• CAS No.: 109-78-4
• Molecular Formula: C3H5NO
• Molecular Weight: 71.0788
• Hs Code.: 29269095
• European Community (EC) Number: 203-704-8
• ICSC Number: 1026
• NSC Number: 2598
• UN Number: 2810
• UNII: 7V8108WN46
• DSSTox Substance ID: DTXSID1025433
• Nikkaji Number: J5.090C
• Wikidata: Q904204
• Mol file: 109-78-4.mol

Synonyms:2-cyanoethanol;hydracrylonitrile

Chemical Property of 3-Hydroxypropionitrile

Chemical Property:

• Appearance/Colour: Colourless or straw-coloured liquid
• Vapor Pressure: 0.0132mmHg at 25°C
• Melting Point: -46 °C
• Refractive Index: n20/D 1.425(lit.)
• Boiling Point: 229.6 °C at 760 mmHg
• Flash Point: 92.7 °C
• PSA: 44.02000
• Density: 1.04 g/cm³
• LogP: -0.10762
• Water Solubility.: >=10 g/100 mL at 20℃
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 71.037113783
• Heavy Atom Count: 5
• Complexity: 51.2
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(CO)C#N
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.

Technology Process of 3-Hydroxypropionitrile

There total 37 articles about 3-Hydroxypropionitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

acrylonitrile (107-13-1,25014-41-9) → 3,3'-thiobis-propanenitrile (111-97-7) + 3-Hydroxypropionitrile (109-78-4)

Guidance literature:

With sodium sulfide; benzyltri(n-butyl)ammonium chloride; In water; for 0.166667h;

Reference yield: 97.3%

oxirane (75-21-8,99932-75-9) + hydrogen cyanide (74-90-8) → 3-Hydroxypropionitrile (109-78-4)

Guidance literature:

With aluminum oxide; boron trifluoride diethyl etherate; In propylene glycol; at -10 - 10 ℃; for 28h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

acrylonitrile (107-13-1,25014-41-9) → 3-Hydroxypropionitrile (109-78-4)

Guidance literature:

With sodium hydroxide; at 50 ℃; for 0.2h;

upstream raw materials:

oxirane

hydrogen cyanide

acrylonitrile

sodium cyanide

Downstream raw materials:

3-Methoxypropionitrile

3-(piperidin-1-yl)propionitrile

3-Morpholin-4-yl-propionitrile

2,2,6,6-tetrakis(2-cyanoethyl)cyclohexanone

Refernces

• 1、 Jensen, Craig M.,Trogler, William C.. "Kinetics and Mechanism of Nitrile Hydration Catalized by Unhindered Hydridobis(phosphine)platinum(II) Complexes. Regioselective Hydration of Acrylonitrile". . p. 723 - 729. Retrieved 1986.
• 2、 Huang, Qiang,Zheng, Bao-Zhong,Long, Quan. "Development of 3-methoxy-4-benzyloxybenzyl alcohol (MBBA) resin as polymer-supported synthesis support: Preparation and benzyl ether cleavage by DDQ oxidation". . p. 203 - 207. Retrieved 2010.
• 3、 -. "Method used for producing 3-hydroxypropionic acid". Paragraph 0037; 0045-0047. . Retrieved 2019/12/08.
• 4、 Iida, Hirokazu,Akatsu, Yusuke,Mizukami, Kazushi,Natori, Sho,Matsukawa, Minako,Takahashi, Kie. "Efficient and rapid synthesis of phenolic analogs of 4-phenylbutanoic acid using microwave-assisted Michael addition as a key reaction". supporting information. p. 581 - 585. Retrieved 2016/07/06.