Sodium N-lauroylsarcosinate Chemical Properties

Melting point:

46 °C

Boiling point:

350.00°C - 410.00°C

bulk density

400kg/m3

Density 

1.033 g/mL at 20 °C

vapor pressure 

0.02 hPa (20 °C)

RTECS 

MC0598960

Flash point:

267℃

storage temp. 

room temp

solubility 

H₂O: 1 M at 20 °C, clear, colorless

form 

Powder

color 

White

Specific Gravity

1.03 (20/4℃)

PH

7.0-9.0 (25℃, 1M in H2O)

Odor

at 100.00?%. bland

Water Solubility 

Soluble in water (293 g/L).

Sensitive 

Hygroscopic

λmax

λ: 260 nm Amax: 0.2
λ: 280 nm Amax: 0.06

Merck 

14,4368

BRN 

5322974

Stability:

Stable. Incompatible with strong oxidizing agents.

Cosmetics Ingredients Functions

HAIR CONDITIONING
VISCOSITY CONTROLLING
CLEANSING
ANTISTATIC
SKIN CONDITIONING
SURFACTANT - EMULSIFYING
SURFACTANT - CLEANSING
FOAMING

InChI

1S/C15H29NO3.Na/c1-3-4-5-6-7-8-9-10-11-12-14(17)16(2)13-15(18)19;/h3-13H2,1-2H3,(H,18,19);/q;+1/p-1

InChIKey

KSAVQLQVUXSOCR-UHFFFAOYSA-M

SMILES

[Na+].N(CC(=O)[O-])(C)C(=O)CCCCCCCCCCC

LogP

0.37

CAS DataBase Reference

137-16-6(CAS DataBase Reference)

EPA Substance Registry System

Sodium N-lauroylsarcosinate (137-16-6)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-41-38-23

Safety Statements 

22-24/25-36/37/39-27-26-45-38-37/39

RIDADR 

UN 2811 6.1 / PGII

WGK Germany 

3

F 

3-10

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

II

HS Code 

34021190

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials

Hazard Classifications

Acute Tox. 2 Inhalation
Aquatic Chronic 3
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1

Toxicity

LD50 orally in Rabbit: 2888 mg/kg

MSDS

• Language:English Provider:Sodium lauroylsarcosinate
• Language:English Provider:SigmaAldrich

Sodium N-lauroylsarcosinate Usage And Synthesis

Uses

Sodium lauroyl sarcosinate (INCI), also known as sarkosyl, is a white powder derived from sarcosine, which make it is fate-free and biodegradable. The surfactant is amphiphilic due to the hydrophobic 12-carbon chain (lauroyl) and the hydrophilic carboxylate.
Sodium lauroyl sarcosinate is personal care products as well as in household and industrial applications, and it is used as a co-surfactant in cleanser formulations such as shampoos and body washes. It can also be used in oral care applications such as toothpastes and incorporated into syndet and combo bars. The typical usage levels range from 1-5% on an active basis.

Application

Sodium lauroyl sarcosinate (INCI; Sodium N-lauroylsarcosinate) is mild, biodegradable anionic surfactants derived from sarcosine used as a foaming and cleansing agent in shampoo, shaving foam, toothpaste, and foam wash products. The surfactant is amphiphilic due to the hydrophobic 12-carbon chain (lauroyl) and the hydrophilic carboxylate. Sodium lauroyl sarcosinate is a high foam, eco-friendly surfactant. It has good chlorine stability with anti-corrosion properties. This surfactant has excellent ocular tolerance and gentleness. Sodium lauroyl sarcosinate is often seen in shampoos, bath, cleansing and shaving products as a foaming agent, surfactant, and hair conditioning agent. Sodium lauroyl sarcosinate has the ability to enhance the appearance and feel of hair by improving body, suppleness and sheen, especially in hair that is chemically damaged. This ingredient also serves to clean skin and hair by mixing with oil and dirt and enabling them to be rinsed away. As a modified fatty acid, it is thought to be more soluble, and have increased crystallinity and acidity compared to its original fatty acid composition.

Chemical Properties

white powder

Occurrence

Sodium Lauroyl Sarcosinate (Sodium N-lauroylsarcosinate) is a natural ingredient that is derived from coconuts. However, it can also be made synthetically.

Uses

Detergent, foaming agent, antienzyme for dentifrices: King, US 2689170 (1954 to Colgate-Palmolive).

Uses

Suitable for

• solubilization and separation of membrane proteins
• lysis of cells during the isolation of RNA
• inhibition of hexokinase

Uses

N-Lauroylsarcosine (Sodium N-lauroylsarcosinate) is used for solubilization and separation of membrane proteins and glycoprotein's; reported to inhibit hexokinase. It is useful in concentrated salt solutions used in the cell lysis step during RNA purification (helps avoid excessive foaming). It has been used to indicate paramagnetic anisotropy sign change in micelle mesophage. Inhibits bacterial flora of human saliva/gut at 0.25% as well as acting as a fungi static agent in aqueous dispersion (1%).

General Description

N-Lauroylsarcosine (Sodium N-lauroylsarcosinate) is an anionic surfactant with an ability to denature proteins. Due to its microbicidal property, N-lauroylsarcosine is being considered as a potent anti-microbicide in topical formulations, especially against sexually transmitted diseases (STDs).

Flammability and Explosibility

Non flammable

Biochem/physiol Actions

N-Lauroylsarcosine is an anionic surfactant which also has protein denaturant potency. In addition, it has been shown as a microbicide for sexually transmitted diseases.

Side effects

Sodium N-lauroylsarcosinate can causes skin irritation and serious eye damage. Fatal if inhaled.

Safety Profile

Sodium Lauroyl Sarcosinate is good for skin and hair. It does not have any common side effects like skin irritation and sensitivity. Sodium Lauroyl Sarcosinate is also vegan and can be added in concentrations of up to 5% in leave-on products and 15% in rinse-off products. Further, this ingredient is non-comedogenic, so it does not clog pores or cause acne. Sodium Lauroyl Sarcosinate can be used on all skin types. However, a patch test is recommended.

Synthesis

1)Synthesis of lauryl chloride: In a dry three-necked flask equipped with a reflux condenser, add a certain amount of lauric acid, heating and melting, the temperature is controlled at 60~70e, slowly add phosphorus trichloride drop by drop with sufficient stirring, the reaction is 2h, the reaction is static and stratified, the lower layer of phosphite is removed, and the upper layer of lauryl chloride can be obtained.

2) Synthesis of N-lauroyl sarcosine: Add a certain amount of sodium sarcosine solution and solvent tetrahydrofuran to a four-necked flask with an electric stirrer and reflux condenser, and add aqueous sodium hydroxide and lauryl chloride dropwise with stirring, the pH value of the reaction system was controlled in the range of 9~11, and the pH value of the reaction system was controlled in the range of 9~11, and the pH value of the reaction system was adjusted to 1~2 with dilute acid to convert sodium sarcosinate to insoluble sodium sarcosinate with dilute acid, and the solvent was recovered by continuing to react for 3 hours. After the reaction was continued for 3 h, the pH was adjusted to 1~2 with dilute acid so that N-lauroyl sarcosine was converted to N-lauroyl sarcosine, which was insoluble in water, and thus separated from water-soluble inorganic impurities. Extract the product with ether, wash the upper oil layer to neutral, dry with anhydrous sodium sulfate, evaporate the solvent and recrystallize with petroleum ether to obtain white needle crystals.

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