CAS No.137-66-6,L-Ascorbyl 6-palmitate Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	137-66-6
Name:	L-Ascorbyl 6-palmitate
Article Data:	18

Formula:	C₂₂H₃₈O₇
Molecular Weight:	414.54
Synonyms:	L-Ascorbicacid, 6-palmitate (8CI);Palmitic acid, 6-ester with ascorbic acid (6CI,7CI);6-Hexadecanoyl-L-ascorbic acid;6-O-Palmitoyl-L-ascorbic acid;6-O-Palmitoylascorbic acid;6-Palmitoylascorbicacid;Ascorbic acid palmitate;Ascorbyl 6-palmitate;Ascorbyl monopalmitate;Ascorbylpalmitic acid;Cetyl ascorbate;E 304;L-Ascorbyl 6-palmitate;L-Ascorbyl monopalmitate;NSC402451;Ondascora;Quicifal;VCP 10;
EINECS:	205-305-4
Density:	1.15 g/cm³
Melting Point:	115-118 °C
Boiling Point:	512.7 °C at 760 mmHg
Flash Point:	164.4 °C
Solubility:	slightly soluble in water
Appearance:	White to yellowish colored powder
Hazard Symbols:	Xn
Risk Codes:	20/21/22-36/37/38
Safety:	26-36
PSA:	113.29000
LogP:	4.62480

Synthetic route

: 693-38-9
vinyl palmitate

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With Lipozyme TL IM In tert-Amyl alcohol at 40℃; Enzymatic reaction;	100%
With phenylboronic acid; dmap 1.) water, t-BuOH, 2.) t-BuOH, 4 days, 25 deg C; Yield given. Multistep reaction;

: 623-65-4
palmitic anhydride

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With dmap at 80℃; for 8h; Temperature; Reagent/catalyst;	99.45%

: 623-65-4
palmitic anhydride

: 57-10-3
1-hexadecylcarboxylic acid

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
Stage #1: 1-hexadecylcarboxylic acid; ascorbic acid With sulfuric acid at 18℃; for 15h; Stage #2: palmitic anhydride at 28℃; for 20h; Temperature;	91.3%

...Expand

: 57-10-3
1-hexadecylcarboxylic acid

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With molecular sieve; immobilized Candida antarctica lipase B (Novozym 435) In tert-Amyl alcohol at 60℃; for 52h; Product distribution; Further Variations:; reaction time; molar ratio of reaction partners;	86%
With Novozym 435 (Can-dida antarctica lipase immobilized on macroporous polyacrylicresin) at 70℃; for 1h; Temperature; Time; Solvent; Molecular sieve; Irradiation;	71%
With Candida antarctica lipase In tert-butyl alcohol at 70℃; for 2h; ultrasonic irradiation;	25.07%

: 112-39-0
hexadecanoic acid methyl ester

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With Bulkholderia multivorans lipase-loaded alumina at 80℃; for 0.666667h; Microwave irradiation; Neat (no solvent); regioselective reaction;	83%

: 628-97-7
hexadecanoic acid ethyl ester

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With Lipozyme TL IM In tert-Amyl alcohol at 40℃; Enzymatic reaction;	20%

: 914771-19-0
[(2S)-2-[(2R)-3,4-dibenzyloxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 3000.24 Torr;

: 2871-84-3
(R)-3,4-bis(benzyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2(5H)-one

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. AcOH / methanol / 80 °C 2: pyridine; 4-dimethylaminopyridine / CH2Cl2 3: H2 / Pd/C / ethanol / 3000.24 Torr View Scheme

: 99663-32-8
(2R)-3,4-dibenzyloxy-2-[(1S)-1,2-dihydroxyethyl]-2H-furan-5-one

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; 4-dimethylaminopyridine / CH2Cl2 2: H2 / Pd/C / ethanol / 3000.24 Torr View Scheme

: 50-81-7
ascorbic acid

: 137-66-6
Ascorbyl palmitate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: AcCl 2: K2CO3 / dimethylformamide / Heating 3: aq. AcOH / methanol / 80 °C 4: pyridine; 4-dimethylaminopyridine / CH2Cl2 5: H2 / Pd/C / ethanol / 3000.24 Torr View Scheme

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Specification

The IUPAC name of Ascorbyl palmitate is [2-(4,5-dihydroxy-3-oxofuran-2-yl)-2-hydroxyethyl] hexadecanoate. With the CAS registry number 137-66-6, it is also named as L-Ascorbic acid, 6-hexadecanoate. The product's categories are Food & Feed Additives; Biochemistry; Sugar Acids; Sugars; Vitamin Derivatives; Vitamins; Vitamins and derivatives; Food Additives; Vitamin Ingredients, and the other registry numbers are 120398-58-5; 162872-43-7; 57233-83-7; 924964-24-9. Besides, it is white to yellowish colored powder, which should be stored in a cool and dry warehouse to prevent high temperature, light and oxidation. In addition, its molecular formula is C₂₂H₃₈O₇ and molecular weight is 414.54.

The other characteristics of this product can be summarized as: (1)EINECS: 205-305-4; (2)ACD/LogP: 6.07; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 4.8; (5)ACD/LogD (pH 7.4): 3.08; (6)ACD/BCF (pH 5.5): 1294.89; (7)ACD/BCF (pH 7.4): 24.68; (8)ACD/KOC (pH 5.5): 2566.05; (9)ACD/KOC (pH 7.4): 48.91; (10)#H bond acceptors: 7; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 21; (13)Index of Refraction: 1.52; (14)Molar Refractivity: 109.62 cm³; (15)Molar Volume: 360.2 cm³; (16)Surface Tension: 50.4 dyne/cm; (17)Density: 1.15 g/cm³; (18)Flash Point: 164.4 °C; (19)Melting Point: 115-118 °C; (20)Enthalpy of Vaporization: 90.24 kJ/mol; (21)Boiling Point: 512.7 °C at 760 mmHg; (22)Vapour Pressure: 1.17E-12 mmHg at 25 °C.

Preparation and Uses of Ascorbyl palmitate: this chemical is an ester formed from Ascorbic acid and Palmitic acid creating a fat-soluble form of Vitamin C. Additionally, this chemical is used as a source of vitamin C. It is also used as an antioxidant food additive (E number E304).

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)SMILES: OC=1[C@H](OC(=O)C=1O)[C@@H](O)COC(=O)CCCCCCCCCCCCCCC
(2)InChI: InChI=1/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1
(3)InChIKey: QAQJMLQRFWZOBN-LAUBAEHRBD
(4)Std. InChI: InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1
(5)Std. InChIKey: QAQJMLQRFWZOBN-LAUBAEHRSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	> 3gm/kg (3000mg/kg)		International Journal of Toxicology. Vol. 18(Suppl,
mouse	LD50	oral	25gm/kg (25000mg/kg)		FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 146, 1974.

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