N,N'-Ethylenebis(stearamide)

Base Information

• Chemical Name: N,N'-Ethylenebis(stearamide)
• CAS No.: 110-30-5
• Deprecated CAS: 106908-24-1,12687-19-3,12764-90-8,130253-72-4,195329-73-8,51796-18-0,55598-87-3,58051-94-8,8032-03-9,81208-64-2,147171-94-6,147172-28-9,204402-19-7,695188-40-0,1256242-49-5,1884212-92-3,1884454-39-0,12687-19-3,130253-72-4,147171-94-6,147172-28-9,195329-73-8,204402-19-7,51796-18-0,55598-87-3,58051-94-8,695188-40-0,8032-03-9,81208-64-2
• Molecular Formula: C38H76N2O2
• Molecular Weight: 593.034
• Hs Code.: 29242990
• European Community (EC) Number: 203-755-6
• ICSC Number: 1112
• NSC Number: 83613
• UNII: 603RP8TB9A
• DSSTox Substance ID: DTXSID4026840
• Nikkaji Number: J111.699A
• Wikipedia: Ethylene_bis(stearamide)
• Wikidata: Q5404472
• RXCUI: 1655222
• Mol file: 110-30-5.mol

Synonyms:Acrawax C;Acrowax C;N,N'-ethylene distearylamide

Chemical Property of N,N'-Ethylenebis(stearamide)

Chemical Property:

• Appearance/Colour: oily liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 144-146 °C(lit.)
• Refractive Index: 1.475
• Boiling Point: 720.3 °C at 760 mmHg
• PKA: 15.53±0.46(Predicted)
• Flash Point: 100.7 °C
• PSA: 58.20000
• Density: 0.888 g/cm³
• LogP: 12.52360
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: ketones, alcohols and aromatic solvents at their boiling points:
• Water Solubility.: 0ng/L at 25℃
• XLogP3: 15.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 35
• Exact Mass: 592.59067967
• Heavy Atom Count: 42
• Complexity: 503

Purity/Quality:

99% ^*data from raw suppliers

N-[ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly , especially if powdered.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes, skin and respiratory tract.
• Uses: N,N'-Ethylenebis(stearamide) is a bis-amide polymer additive that lowers the temperature at which the asphalt softens. It is used as processing aid for resins and polymers and as defoaming agent. It is traditionally used as lubricant and binder for cold compaction of powdered metal parts. Glyco Asphalt Modifier is a bis-amide polymer additive that lowers the temperature at which the asphalt softens. Acrawax(R) C is used as processing aid for resins and polymers and as defoaming agent. Acrawax(R) C atomized is traditionally used as lubricant and binder for cold compaction of powdered metal parts. Acrawax(R) C is used as a processing aid for resins and polymers and as a defoaming agent. Acrawax(R) C beaded is an effective lubricant, processing aid, slip additive and pigment dispersant aid for most polymers. Acrawax(R) C is used as a processing aid for resins and polymers and as defoaming agent. Acrawax(R) C prilled is an effective lubricant, processing aid, slip additive and pigment dispersant aid for most polymers. Glycowax(R) 765 is an ethylenebisstearamide, specifically developed to afford low, consistent viscosities and superior cost performance in paper pulp defoamer applications. Useful as defoamer for paper making and textile processing . Product Data Sheet

Technology Process of N,N'-Ethylenebis(stearamide)

There total 6 articles about N,N'-Ethylenebis(stearamide) 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: 95.0%

N-(2-aminoethyl)octadecanamide (871-79-4) + Stearoyl chloride (112-76-5) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5,8032-03-9)

Guidance literature:

N-(2-aminoethyl)octadecanamide; Stearoyl chloride; In N,N-dimethyl-formamide; at 5 - 20 ℃; for 11h;

In N,N-dimethyl-formamide;

DOI:10.1021/la103480p

Reference yield: 94.3%

ethylenediamine (107-15-3,85404-18-8) + stearic acid (57-11-4) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5,8032-03-9)

Guidance literature:

stearic acid; at 100 ℃; for 0.166667h; Inert atmosphere;

ethylenediamine; for 6h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield:

stearic acid (57-11-4) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5,8032-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride

2.1: pyridine / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 11 h / 5 - 20 °C

3.1: N,N-dimethyl-formamide / 11 h / 5 - 20 °C

With pyridine; thionyl chloride; In N,N-dimethyl-formamide;

DOI:10.1021/la103480p

upstream raw materials:

ethylenediamine

stearic acid

1,2-ethanediamine monohydrate

N-(2-aminoethyl)octadecanamide

Downstream raw materials:

2-heptadecyl-2-imidazoline

N-butyl-stearoyl amide

Refernces

• 1、 -. "Lubricant ethylene bis-stearamide (EBS) and preparation method thereof". Paragraph 0030-0083. . Retrieved 2021/09/21.
• 2、 -. "Method for catalytic synthesis of ethylene bis-stearamide by composite doped heteropolyacid salt". Paragraph 0015-0019. . Retrieved 2020/01/25.