N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide

Base Information

• Chemical Name: N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide
• CAS No.: 13880-05-2
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• Hs Code.: 29241900
• European Community (EC) Number: 237-645-4
• UNII: R8VGY8CVF2
• DSSTox Substance ID: DTXSID60160790
• Nikkaji Number: J280.356I
• Wikidata: Q72515178
• Mol file: 13880-05-2.mol

Synonyms:N-acryloyl-tris(hydroxymethyl)aminomethane;NATHMA;tris(hydroxymethyl)acrylaminomethane;Tris-A

Chemical Property of N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Vapor Pressure: 1.43E-12mmHg at 25°C
• Melting Point: 136-141 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 510.8 °C at 760 mmHg
• PKA: 12.74±0.46(Predicted)
• Flash Point: 262.7 °C
• PSA: 89.79000
• Density: 1.272 g/cm³
• LogP: -1.60480
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive & Hygroscopic
• Water Solubility.: Soluble in water.
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC(CO)(CO)CO
• Uses: N-[Tris(hydroxymethyl)methyl] acrylamide is used to prepare N-(5-hydroxymethyl-2-phenyl-[1,3]dioxan-5-yl)-acrylamide by reaction with benzaldehyde.

Technology Process of N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide

There total 3 articles about N-(1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)acrylamide 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: 87.0%

acryloyl chloride (814-68-6,25189-84-8) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → N-(tris(hydroxymethyl)methyl)acrylamide (13880-05-2)

Guidance literature:

With potassium hydroxide; In methanol; at 0 - 20 ℃; pH=8 - 9;

DOI:10.1021/jo8008935

Reference yield: 87.0%

acrylic acid (79-10-7) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → N-(tris(hydroxymethyl)methyl)acrylamide (13880-05-2)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; at 70 ℃; for 24h;

Reference yield:

→ N-(tris(hydroxymethyl)methyl)acrylamide (13880-05-2)

Guidance literature:

DOI:10.1016/S0040-4039(01)94836-1

upstream raw materials:

acryloyl chloride

2-amino-2-hydroxymethyl-1,3-propanediol

acrylic acid

Downstream raw materials:

N-(5-Hydroxymethyl-2-phenyl-[1,3]dioxan-5-yl)-acrylamide

Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(5-acryloylamino-2-phenyl-[1,3]dioxan-5-ylmethoxy)-tetrahydro-pyran-4-yl ester

3-Diphenylphosphanyl-N-(2-hydroxy-1,1-bis-hydroxymethyl-ethyl)-propionamide

Refernces

• 1、 Pucci,Pavia. "Telomers of Tris(hydroxymethyl)-acrylamidomethane, a new class of non-ionic surfactants: Synthesis and assessment of their properties". . p. 1437 - 1440. Retrieved 1991.
• 2、 -. "DENDRI-TAC AND THEIR USE AS THERANOSTICS". Page/Page column 57. . Retrieved 2016/12/07.
• 3、 -. "Metal oxygen cluster containing the high-molecular cross-linking agent and its preparation method and application". Paragraph 0086-0088. . Retrieved 2017/06/02.