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Myristic acid

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Name

Myristic acid

EINECS 208-875-2
CAS No. 544-63-8 Density 0.898 g/cm3
PSA 37.30000 LogP 4.77210
Solubility <0.1 g/100 mL at 18 °C in water Melting Point 52-54 °C(lit.)
Formula C14H28O2 Boiling Point 319.639 °C at 760 mmHg
Molecular Weight 228.375 Flash Point 144.777 °C
Transport Information N/A Appearance white solid
Safety 24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 544-63-8 (Myristic acid) Hazard Symbols Xi
Synonyms

Myristic acid (8CI);1-Tridecanecarboxylic acid;Edenor C 14;Emery 655;Hystrene9014;Kortacid 1499;LunacMY 98;NAA 104;NAA 142;NSC 5028;Neo-Fat 14;Philacid1400;Prifac 2942;Prifrac2942;Univol U 316S;n-Tetradecan-1-oic acid;n-Tetradecanoic acid;n-Tetradecoicacid;Tetradecanoicn acid;

Article Data 114

Myristic acid Synthetic route

111-83-1

1-bromo-octane

4224-70-8

6-bromohexanoic acid

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-octane With magnesium In tetrahydrofuran; ethylene dibromide at 60℃; for 0.5h; Inert atmosphere;
Stage #2: 6-bromohexanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #3: With buta-1,3-diene; nickel dichloride In tetrahydrofuran at 0℃; under 760.051 Torr; for 1h; Inert atmosphere;
99%
124-10-7

methyl myristoate

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 1h; Ambient temperature;97.5%
124-06-1

Ethyl myristate

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 13h; Ambient temperature;95.5%
16530-71-5

Ammonium myristate

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=2;95.3%
13360-61-7

1-pentadecene

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃;90%
110-27-0

Tetradecanoic acid 1-methylethyl ester

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 84h; Ambient temperature;87.5%
With sodium hydroxide In methanol; dichloromethane at 20℃; for 2h;
5632-98-4

15-hydroxy-octacosan-14-one

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII); magnesium sulfate In acetonitrile for 8h; Heating;85%
622-56-0

myristanilide

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere;77%

C18H35N3O3

A

64-19-7

acetic acid

B

544-63-8

n-tetradecanoic acid

C

871-31-8

ethyl azide

Conditions
ConditionsYield
With ammonium hydroxide other reagents and conditions;A n/a
B n/a
C 75%
112-72-1

1-Tetradecanol

544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h;75%
With Jones reagent In acetone at 20℃;

Myristic acid Consensus Reports

Reported in EPA TSCA Inventory.

Myristic acid Specification

The Myristic acid, with the CAS registry number 544-63-8,is also known as Tetradecanoic acid; 1-Tridecanecarboxylic acid; n-Tetradecanoic acid. It belongs to the product categories of Monofunctional Alkanes;Saturated Higher Fatty Acids;Sensitizer. This chemical's molecular formula is C14H28O2 and molecular weight is 228.37.Its EINECS number is 208-875-2.What's more,Its systematic name is Myristic acid.It is a oily white crystalline solid which is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetic.It is irritating to eyes, respiratory system and skin .When you use it ,you should avoid contact with skin and eyes.And it is mainly used for production of surface-active agent,and it is used as a chemical reagent, but also for spices, and organic synthesis,and used in the manufacture of emulsifie,waterproof agent, curing agent, PVC heat stabilizers and plasticizers, etc., but also as raw materials of spices and pharmaceutical.

Physical properties about  Myristic acid are:
(1)ACD/LogP:  5.792; (2)# of Rule of 5 Violations:  1; (3)ACD/LogD (pH 5.5):  5.00; (4)ACD/LogD (pH 7.4):  3.20; (5)ACD/BCF (pH 5.5):  2377.58; (6)ACD/BCF (pH 7.4):  38.15; (7)ACD/KOC (pH 5.5):  5395.99; (8)ACD/KOC (pH 7.4):  86.57; (9)#H bond acceptors:  2; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  12; (12)Index of Refraction:  1.451; (13)Molar Refractivity:  68.474 cm3; (14)Molar Volume:  254.256 cm3; (15)Surface Tension:  33.3349990844727 dyne/cm; (16)Density:  0.898 g/cm3; (17)Flash Point:  144.777 °C; (18)Enthalpy of Vaporization:  59.251 kJ/mol; (19)Boiling Point:  319.639 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:CCCCCCCCCCCCCC(=O)O;
(2)Std. InChI:InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16);
(3)Std. InChIKey:TUNFSRHWOTWDNC-UHFFFAOYSA-N.

The toxicity data of Myristic acid are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 43mg/kg (43mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
rat LD50 oral > 10gm/kg (10000mg/kg)   American Industrial Hygiene Association Journal. Vol. 37, Pg. 251, 1976.

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