2-Mercaptoacetamide

Base Information

• Chemical Name: 2-Mercaptoacetamide
• CAS No.: 758-08-7
• Molecular Formula: C2H5 N O S
• Molecular Weight: 91.1338
• Hs Code.: 2930909899
• European Community (EC) Number: 633-285-0
• NSC Number: 524366
• UNII: 512243B4TP
• DSSTox Substance ID: DTXSID30226711
• Nikkaji Number: J659.450F
• Wikidata: Q27260845
• Mol file: 758-08-7.mol

Synonyms:2-Mercaptoacetamide;758-08-7;2-sulfanylacetamide;Mercaptoacetamide;Thioglycolamide;Acetamide, 2-mercapto-;thiolacetamide;Acetamide, 2-mercapto-(6CI,7CI,8CI,9CI);Thioglycolamide (crude);USAF HA-3;.alpha.-Mercaptoacetamide;NSC 524366;BRN 1209321;UNII-512243B4TP;MFCD00068159;512243B4TP;NSC-524366;4-03-00-00624 (Beilstein Handbook Reference);C2H5NOS;a-Mercaptoacetamide;alpha-Mercaptoacetamide;DTXSID30226711;NSC524366;AKOS006229961;LS-9809;MS-22227;Acetamide,2-mercapto-(6ci,7ci,8ci,9ci);CS-0094728;FT-0612754;EN300-25459;Q27260845

Chemical Property of 2-Mercaptoacetamide

Chemical Property:

• Vapor Pressure: 0.00405mmHg at 25°C
• Melting Point: 157.5-158.5 °C
• Boiling Point: 279.3°C at 760 mmHg
• PKA: 8.34±0.10(Predicted)
• Flash Point: 12
• PSA: 81.89000
• Density: 1.192g/cm³
• LogP: 0.10180
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 91.00918496
• Heavy Atom Count: 5
• Complexity: 44.9

Purity/Quality:

99% ^*data from raw suppliers

2-Mercaptoacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,F,T
• Hazard Codes: C,F,T
• Statements: 11-20/21/22
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)N)S

Technology Process of 2-Mercaptoacetamide

There total 11 articles about 2-Mercaptoacetamide 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: 100.0%

Methyl thioglycolate (2365-48-2) → Thioglycolamide (758-08-7)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1002/jlcr.3398

Reference yield: 90.0%

Chloroacetamide (79-07-2) → Thioglycolamide (758-08-7)

Guidance literature:

With hydrosulfide exchange resin (from Amberlite IRA-400); triethylamine hydrochloride; In methanol; for 1h; Ambient temperature;

DOI:10.1055/s-1995-3929

Reference yield:

Chloroacetamide (79-07-2) → Thioglycolamide (758-08-7) + thiodiglcollic acid bis-amide (14618-65-6)

Guidance literature:

With ethanol; hydrogen sulfide; ammonia;

upstream raw materials:

2-methoxyethyl 2-mercaptoacetate

Methyl thioglycolate

ethyl 2-sulfanylacetate

Chloroacetamide

Downstream raw materials:

[(4-amino-phenyl)-arsanediyldimercapto]-di-acetic acid diamide

4-oxothiazolidine

dimethylarsinomercapto-acetic acid amide

NSC 28727

Refernces

• 1、 Bakulina, Olga,Bannykh, Anton,Jovanovi?, Mirna,Domra?eva, Ilona,Podolski-Reni?, Ana,?alubovskis, Raivis,Pe?i?, Milica,Dar’in, Dmitry,Krasavin, Mikhail. "Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols". . p. 665 - 671. Retrieved 2019/02/19.
• 2、 Latli, Bachir,Eriksson, Magnus,Hrapchak, Matt,Busacca, Carl A.,Senanayake, Chris H.. "A potent IκB kinase-β inhibitor labeled with carbon-14 and deuterium". . p. 300 - 304. Retrieved 2016/07/10.