629-25-4

Basic information

• Product Name: LAURIC ACID SODIUM SALT
• Synonyms: lauransodny;lauricacidsodiumsalt(sodiumlaurate);SODIUM DODECANOATE;SODIUM LAURATE;LAURIC ACID SODIUM SALT;DODECANOIC ACID SODIUM SALT;LAURIC ACID SODIUM SIGMA GRADE;Laurate sodium
• CAS NO: 629-25-4
• Molecular Formula: C₁₂H₂₃O₂*Na
• Molecular Weight: 222.3
• EINECS: 211-082-4
• Product Categories: Carboxylate (Surfactants);Anionic Surfactants;Functional Materials;Surfactants
• Mol File: 629-25-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 310℃
• Boiling Point: 296.1 °C at 760 mmHg
• Flash Point: 134.1 °C
• Appearance: White to pale yellow/Powder or Flakes
• Density: 1.102 g/cm3
• Vapor Pressure: 0.000661mmHg at 25°C
• Storage Temp.: room temp
• Solubility: almost transparency in EtOH50vol%
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids. May be moisture sensitive.
• BRN: 3574124
• CAS DataBase Reference: LAURIC ACID SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: LAURIC ACID SODIUM SALT(629-25-4)
• EPA Substance Registry System: LAURIC ACID SODIUM SALT(629-25-4)

Safety Data

• Hazard Codes: Xi,N
• Statements: 37/38-41-51/53-52
• Safety Statements: 26-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 1
• RTECS: OF0700000
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 629-25-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 629-25-4 differently. You can refer to the following data:
1. Sodium Laurate is the sodium salt of lauric acid. It functions as a binder, emulsifier, and anticaking agent.
2. Sodium dodecanoate (sodium laurate) is used in cholloidal chemistry as a nonionic surfactant.

Definition

ChEBI: An organic sodium salt resulting from the replacement of the proton from the carboxy group of dodecanoic acid by a sodium ion.

Purification Methods

Neutralise it by adding a slight excess of dodecanoic acid and removing it by ether extraction. The salt is recrystallised from the aqueous solution by adding pure Me2CO and repeating the process (see sodium decanoate). It has also been recrystallised from MeOH. [Beilstein 2 IV 1085.]

InChI:InChI=1/C12H24O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12(13)14;/h2-11H2,1H3,(H,13,14);/q;+1/p-1

Synthetic route

lauric acid (143-07-7) → Sodium laurate (629-25-4)

Conditions	Yield
With sodium hydroxide In water at 60 - 80℃;	91%
With sodium hydrogencarbonate In ethanol at 77℃;	54.4%
With sodium hydroxide In ethanol for 12h; Heating;
With sodium hydrogencarbonate In ethanol; water Inert atmosphere; Reflux; Large scale reaction;
With sodium hydroxide In methanol at 60℃; for 0.00277778h; Time; Industrial scale;

p-Nitrophenyl laurate (1956-11-2) → Sodium laurate (629-25-4) + 4-nitrophenol sodium salt (824-78-2)

Conditions	Yield
With buffer (0.05 M H2PO4-/HPO42-); sodium chloride In 1,4-dioxane; methanol at 30℃; Rate constant; pH 8;
With steareth-10; sodium hydroxide In water at 25℃; Kinetics; Reagent/catalyst;

methyl n-dodecanoate (111-82-0) → Sodium laurate (629-25-4)

Conditions	Yield
With sodium hydroxide; water In butan-1-ol at 59.84℃; Kinetics; Solvent;

n-dodecanoyl chloride (112-16-3) → Sodium laurate (629-25-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 20 °C / Inert atmosphere 2: water; sodium hydroxide / dimethylsulfoxide-d6; n-heptyloxybenzaldehyde / 20 °C View Scheme

N,N,N-trimethyl-2-(dodecanoyloxy)ethaneammonium bromide (16332-29-9) → Sodium laurate (629-25-4)

Conditions	Yield
With water; sodium hydroxide In dimethylsulfoxide-d6; n-heptyloxybenzaldehyde at 20℃;

p-Nitrophenyl laurate (1956-11-2) → 4-nitro-phenol (100-02-7) + Sodium laurate (629-25-4)

Conditions	Yield
With hexanediyl-α,ω-bis-(N-(2-hydroxyethyl)-N-methylhexadecylammonium bromide); sodium hydroxide In water at 25℃; pH=9.2; Kinetics; Concentration; Reagent/catalyst; Micellar solution;

Sodium laurate (629-25-4) → cobalt laurate

Conditions	Yield
With cobalt(II) chloride hexahydrate In water at 65℃; for 0.833333h; Temperature;	99.6%

Sodium laurate (629-25-4) + nickel dichloride → nickel laurate (13282-11-6, 22993-28-8)

Conditions	Yield
In water at 70℃; for 1h;	99.5%

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + Sodium laurate (629-25-4) → Nα-lauroyl-L-arginine ethyl ester laurate (1193347-26-0)

Conditions	Yield
In water at 80 - 85℃; for 0.5h;	96.5%

vardenafil hydrochloride + Sodium laurate (629-25-4) → C23H32N6O4S*C12H24O2

Conditions	Yield
In methanol at 20℃;	96%

Sodium laurate (629-25-4) + benzyl chloride (100-44-7) → benzyl dodecanoate (140-25-0)

Conditions	Yield
With 1-butyl-3-ethylimidazolinium methanesulfonate at 90℃; for 0.5h;	95%
With lauric acid at 170 - 180℃;

sildenafil hydrochloride (252920-86-8) + Sodium laurate (629-25-4) → C12H24O2*C22H30N6O4S

Conditions	Yield
In methanol at 20℃;	95%

Sodium laurate (629-25-4) + sodium butyrate (156-54-7) + n-butylamine hydrochloride (3858-78-4) → N-butyl-butyramide (10264-16-1) + N-butyldodecanamide (6284-08-8)

Conditions	Yield
octyl 2-(N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N,N-dimethylammonio)acetate trifluoromethanesulfonate In water at 25℃; for 1h; pH=8; Product distribution / selectivity; Aqueous phosphate buffer;	A 0.4% B 87.3%

lanthanum(III) nitrate hexahydrate + Sodium laurate (629-25-4) → lanthanum dodecanoate

Conditions	Yield
In ethanol; water soln. of org. salt (in 1:1 EtOH:H2O) added dropwise to soln. of rare earth compd. dissolved in same mixed solvent with stirring at ambient temp., mixt. stirred for 1 h at same temp.; ppt. filtered, washed with water, EtOH then acetone, dried for 24 h at 50°C in vac., recrystd. from 1-pentanol/EtOH (5:1), filtered, washed with EtOH, dried in vac. at 50°C for 24 h; elem. anal.;	87%

{Pd(C10H21OC6H3CH=NN=CHC6H4OC10H21)(μ-Cl)}2 + Sodium laurate (629-25-4) → {Pd(H21C10OC6H3CH=NN=CHC6H4OC10H21)(μ-O2CC11H23)}2 (127421-33-4)

Conditions	Yield
In acetone byproducts: NaCl; excess carboxylate, refluxing (14 h); evapn., extn. (CH2Cl2), filtration of NaCl, partial evapn., EtOH addn. (crystn.); mixt. of isomers not sepd.;	75%

{Pd(C10H21OC6H3CH=NN=CHC6H4OC10H21)(μ-Cl)}2 + Sodium laurate (629-25-4) + silver perchlorate → {Pd(H21C10OC6H3CH=NN=CHC6H4OC10H21)(μ-O2CC11H23)}2 (127421-33-4)

Conditions	Yield
In acetone byproducts: AgCl, NaClO4; stirring of Pd-complex and AgClO4 (molar ratio Pd:Ag = 1:1, 10 h, protection from light), filtration of AgCl, addn. of Na-carboxylate (molar ratio Pd:carboxylate = 1:2), stirring (24 h, pptn.); evapn., extn. (CH2Cl2), filtration of NaClO4, partial evapn., EtOH addn. (crystn.); mixt. of isomers not sepd.; elem. anal.;	75%

N-(2,3-dihydroxypropyl)-N-dodecylamine (821-91-0) + Sodium laurate (629-25-4) → C27H55NO3

Conditions	Yield
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol at 20℃; for 5h;	65%
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; phosphatidylcholine; N,N-dimethylglycine hexadecyl ester; Rh-PE fluorescent dye In methanol; phosphate buffer; chloroform at 20℃; for 24h; membrane fusion;

C27H23F3N8O3S (1555841-41-2) + Sodium laurate (629-25-4) → C38H46N8O2

Conditions	Yield
With copper(I) triflate In 1,4-dioxane; methanol at 60℃; for 50h; Schlenk technique; Inert atmosphere;	65%

(2E,10E)-7-bromo-2,9,9-trimethyl-6-methylenecycloundeca-2,10-dienone + Sodium laurate (629-25-4) → 6-dodecanoyloxymethyl-2,9,9-trimethylcycloundeca-2,6,10-trienone

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 16h;	51%

Sodium laurate (629-25-4) → L-ascorbic acid-2-phosphate-6-laurate (215363-42-1)

Conditions	Yield
	50%

C21H35Cl2MnN5 + Sodium laurate (629-25-4) → manganese(ll) bis-dodecanoato[(4aS,13aS,17aS,21aS)-1,2,3,4,4a,5,6,12,13,13a,14,15,16,17,17a,18,19,20,21,21a-eicosahydro-11,7-nitrilo-7H-dibenzo[b,h][1,4,7,10]tetraazacycloheptadecine-kN5,κΝ13,κΝ18,κΝ21,κΝ22]

Conditions	Yield
Stage #1: Sodium laurate In ethanol; water at 0.5℃; for 0.416667h; Sonication; Stage #2: C21H35Cl2MnN5 In ethanol; water for 2h;	44%

GC4419 + Sodium laurate (629-25-4) → manganese(ll) bis-dodecanoato-[(4aS,13aS,17aS,21aS)-1,2,3,4,4a,5,6,12,13,13a,14,15,16,17,17a,18,19,20,21,21a-eicosahydro-11,7-nitrilo-7H-dibenzo[b,h][1,4,7,10]tetraazacycloheptadecine-κN5,κΝ13,κΝ18,κΝ21,κΝ22]-

Conditions	Yield
In ethanol; water for 2h;	44%

1-dodecyl alcohol (112-53-8) + Sodium laurate (629-25-4) → dodecyl laurate (13945-76-1)

Conditions	Yield
octyl 2-(N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N,N-dimethylammonio)acetate trifluoromethanesulfonate In water; acetone at 25℃; for 0.25 - 24h; Conversion of starting material;	39%

Sodium laurate (629-25-4) + 1-chloromethylbenzindol-2(1H)-one (CMBI) (114044-23-4) → BIM laurate (114044-48-3)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 0.333333h;	30%

n-dodecanoyl chloride (112-16-3) + Sodium laurate (629-25-4) → lauric anhydride (645-66-9)

Conditions	Yield
at 100℃;

3H-benzo[c][1,2]oxathiole-1,1-dioxide (4430-23-3) + Sodium laurate (629-25-4) → 2-lauroyloxymethyl-benzenesulfonic acid

Conditions	Yield
at 135℃;

1,4-dichloro-2-butene (764-41-0) + Sodium laurate (629-25-4) → 1,4-bis-lauroyloxy-but-2-ene

Conditions	Yield
With water

oxalyl dichloride (79-37-8) + Sodium laurate (629-25-4) → lauric anhydride (645-66-9)

Conditions	Yield
With benzene

5-(chloromethyl)-6-propyl-1,3-benzodioxole (1938-32-5) + Sodium laurate (629-25-4) → 5-lauroyloximethyl-6-propyl-benzo[1,3]dioxole (54531-01-0)

Conditions	Yield
With lauric acid at 160℃;

6-chloromethyl-1,2,3,4-tetrahydronaphthalene (17450-63-4) + Sodium laurate (629-25-4) → lauric acid-(5,6,7,8-tetrahydro-[2]naphthylmethyl ester)

Conditions	Yield
With methyl n-dodecanoate

Sodium laurate (629-25-4) → Dodecanal (112-54-9)

Conditions	Yield
With formaldehyd; water at 275℃;
With formaldehyd; water at 275℃; in Gegenwart eines Oxydationskatalysators;

Sodium laurate (629-25-4) → lauric acid ; aluminium-hydroxide-dil aurate

Conditions	Yield
With aluminium trichloride; water Extraktion des Niederschlags mit wasserfreiem Aceton;

Sodium laurate (629-25-4) + 1,2-dichloro-ethane (107-06-2) → 2-chloroethyl dodecanoate (64919-15-9)

Conditions	Yield
at 135℃;

Sodium laurate (629-25-4) + 3-monochloro-1,2-propanediol (96-24-2) → rac-1-monolauroylglycerol (40738-26-9)

Conditions	Yield
at 130℃;

Upstream product

• 111-82-0 methyl n-dodecanoate 
• 693-23-2 1,12-dodecanedioic acid 
• 1956-11-2 p-Nitrophenyl laurate 
• 16332-29-9 N,N,N-trimethyl-2-(dodecanoyloxy)ethaneammonium bromide 
• 112-16-3 n-dodecanoyl chloride 
• 143-07-7 lauric acid 

Downstream Products

• 645-66-9 lauric anhydride 
• 64919-15-9 2-chloroethyl dodecanoate 
• 112-12-9 methyl nonyl ketone 
• 2605-44-9 cadmium dodecadecanoate 
• 127421-33-4 {Pd(H21C10OC6H3CH=NN=CHC6H4OC10H21)(μ-O2CC11H23)}2 
• 2452-01-9 zinc(II) dodecanoate 
• 7772-13-6 lead(II) dodecanoate 
• 18268-45-6 silver laurate 
• 821-95-4 1-undecene 
• 13360-61-7 1-pentadecene 
• 102456-10-0 lauric acid-(2,4-dimethyl-benzyl ester) 
• 140-25-0 benzyl dodecanoate 
• 112-54-9 Dodecanal 
• 14960-16-8 cobalt dodecanoate 

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