Methylaminoacetonitrile

Base Information

• Chemical Name: Methylaminoacetonitrile
• CAS No.: 5616-32-0
• Molecular Formula: C3H6N2
• Molecular Weight: 70.094
• European Community (EC) Number: 227-037-7
• NSC Number: 99320
• DSSTox Substance ID: DTXSID3063962
• Nikkaji Number: J62.789E
• Wikidata: Q81991129
• Mol file: 5616-32-0.mol

Synonyms:Methylaminoacetonitrile;5616-32-0;2-(methylamino)acetonitrile;(Methylamino)acetonitrile;Acetonitrile, (methylamino)-;Sarcosinonitrile;N-Methylaminoacetonitrile;Glycinonitrile, N-methyl-;CH3NHCH2CN;Acetonitrile, 2-(methylamino)-;EINECS 227-037-7;NSC 99320;2-(Methylamino)-acetonitrile;NSC99320;2-methylaminoacetonitrile;N-cyanomethyl-N-methylamine;DTXSID3063962;(Methylamino)acetonitrile AldrichCPR;BBL104222;MFCD00058964;NSC-99320;STL558209;(Methylamino)acetonitrile, AldrichCPR;AKOS000148535;FT-0635783;M0140;EN300-53873;D91283;A830939

Chemical Property of Methylaminoacetonitrile

Chemical Property:

• Refractive Index: 1.4190 to 1.4220
• Boiling Point: 150.2 °C at 760 mmHg
• PKA: 4.74±0.10(Predicted)
• Flash Point: 44.6 °C
• PSA: 35.82000
• Density: 0.873 g/cm³
• LogP: 0.12028
• Storage Temp.: Freezer
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 70.053098200
• Heavy Atom Count: 5
• Complexity: 49.2

Purity/Quality:

99% ^*data from raw suppliers

Methylaminoacetonitrile >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22-38-36-22-10
• Safety Statements: 16-23-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC#N

Technology Process of Methylaminoacetonitrile

There total 17 articles about Methylaminoacetonitrile 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: 82.0%

methylamine (74-89-5) + cyanomethyl bromide (590-17-0) → (methylamino)acetonitrile (5616-32-0)

Guidance literature:

In tetrahydrofuran; acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2006.10.074

Reference yield: 79.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + sodium cyanide (143-33-9,25596-52-5) + methylamine hydrochloride (593-51-1) → (methylamino)acetonitrile (5616-32-0)

Guidance literature:

In water; at 25 ℃; for 0.166667h;

DOI:10.1021/jo00390a004

Reference yield: 51.0%

1,3,5-trimethyl-1,3,5-triazacyclohexane (108-74-7) + trimethylsilyl cyanide (7677-24-9) → (methylamino)acetonitrile (5616-32-0)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 ℃;

DOI:10.1080/00397919108020806

upstream raw materials:

formaldehyd

sodium cyanide

methylamine hydrochloride

glycolonitrile

Downstream raw materials:

Sarcosine ethyl ester

3-ethyl-1-methyl-2-thioxo-imidazolidin-4-one

sarcosine

N-methyl-ethane-1,2-diamine

Refernces

• 1、 -. "Process for the preparation of creatine water (by machine translation)". Paragraph 0041; 0042. . Retrieved 2016/10/07.
• 2、 Xiang, Yi-Bin,Drenkard, Susanne,Baumann, Karl,Hickey, Deirdre,Eschenmoser, Albert. "Chemistry of α-Amino Nitriles. Exploratory Experiments on Thermal Reactions of α-Amino Nitriles". . p. 2209 - 2250. Retrieved 2007/10/02.