N-Dodecanoylglycine

Base Information

• Chemical Name: N-Dodecanoylglycine
• CAS No.: 7596-88-5
• Molecular Formula: C14H27 N O3
• Molecular Weight: 257.373
• Hs Code.: 2924190090
• Mol file: 7596-88-5.mol

Synonyms:Glycine,N-lauroyl- (6CI,7CI,8CI); Lauroylglycine; N-Dodecanoyl-glycine;N-Lauroylglycine; NSC 404235

Chemical Property of N-Dodecanoylglycine

Chemical Property:

• Vapor Pressure: 3.27E-09mmHg at 25°C
• Melting Point: 119 °C
• Boiling Point: 446.3°Cat760mmHg
• Flash Point: 223.7°C
• PSA: 66.40000
• Density: 0.989g/cm³
• LogP: 3.49900
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly, Heated), Methanol (Slightly, Heated)

Purity/Quality:

N-Dodecanoylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Dodecanoylglycine has been used as an additive in HVI 350 mineral lubricating oil to improve its anti-wear and friction-reducing abilities.

Technology Process of N-Dodecanoylglycine

There total 2 articles about N-Dodecanoylglycine 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + lauric acid amide (1120-16-7) + carbon monoxide (201230-82-2) → N-dodecanoylglycine (7596-88-5) + N-lauryl iminodiacetic acid (3775-51-7)

Guidance literature:

With water; hydrogen; dicobalt octacarbonyl; In ethyl acetate; at 80 - 110 ℃; for 1.5h;

Reference yield:

2-(palmitoylamino)ethanol (544-31-0) + N-stearoylethanolamine (111-57-9,8038-89-9) + N-(2-hydroxyethyl)dodecanamide (142-78-9) + myristic monoethanolamide (142-58-5) + N‐(2‐hydroxyethyl)octanamide (7112-02-9) + decanoic acid monoethanolamide (7726-08-1) → N-dodecanoylglycine (7596-88-5) + N-myristoylglycine (14246-55-0) + N-palmitoyl glycine (2441-41-0) + N-stearoylglycine (6333-54-6) + N-n-decanoylglycine (14305-32-9) + N-(1-oxooctyl)glycine (14246-53-8)

Guidance literature:

2-(palmitoylamino)ethanol; N-stearoylethanolamine; N-(2-hydroxyethyl)dodecanamide; myristic monoethanolamide; N‐(2‐hydroxyethyl)octanamide; decanoic acid monoethanolamide; With sodium hydroxide; sodium hypochlorite; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; potassium bromide; In water; toluene; at 31 - 38 ℃; for 5 - 6h; pH=6.9 - 8.9;

With hydrogenchloride; In tetrahydrofuran; water; toluene; pH=2.2; Product distribution / selectivity;

Reference yield: 100.0%

N-dodecanoylglycine (7596-88-5) + 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (123573-84-2) → 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (123573-88-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1248/cpb.39.3244

upstream raw materials:

formaldehyd

lauric acid amide

carbon monoxide

2-(palmitoylamino)ethanol

Downstream raw materials:

p-nitrophenyl N^α_val-(N^α_gly-dodecanoylglycyl)-D-valinate

2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

2-(diphenylphosphonooxy)ethyl 2-deoxy-2-(N-dodecanoylglycylamino)-4,6-O-isopropylidene-3-O-tetradecanoyl-α-D-glucopyranoside

2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-(N-dodecanoylglycyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Refernces

• 1、 Stern, R.,Reffet, D.,Hirschauer, A.,Commereuc, D.,Chauvin, Y.. "NEW SYNTHESIS OF N-ACYLIMINODIACETIC ACID BY CONDENSATION OF AMIDES WITH FORMALDEHYDE IN THE PRESENCE OF CARBON MONOXIDE CATALYZED BY DICOBALT OCTACARBONYL". . p. 1111 - 1113. Retrieved 2007/10/02.