Retinyl acetate

Base Information

• Chemical Name: Retinyl acetate
• CAS No.: 127-47-9
• Deprecated CAS: 11098-51-4,13116-20-6,7095-40-1,80180-27-4,7095-40-1,80180-27-4
• Molecular Formula: C22H32O2
• Molecular Weight: 328.495
• Hs Code.: 29362100
• European Community (EC) Number: 204-844-2
• NSC Number: 758220,122760,122045
• UNII: 3LE3D9D6OY
• DSSTox Substance ID: DTXSID6021240
• Nikkaji Number: J287.912C,J34.628D
• Wikipedia: Retinyl_acetate
• Wikidata: Q7316808
• NCI Thesaurus Code: C1216
• RXCUI: 35400
• Pharos Ligand ID: 9LQNMGUZN11K
• Metabolomics Workbench ID: 29035
• ChEMBL ID: CHEMBL486193
• Mol file: 127-47-9.mol

Synonyms:9-cis-retinyl acetate;all-trans-retinyl acetate;Dagravit A Forte;Dif Vitamin A Masivo;QLT091001;RetiNit;retinol acetate;retinol acetate, (9,13-cis)-isomer;retinyl acetate;vitamin A acetate;Vitamin A Dispersa;Vitamin-A-Saar

Chemical Property of Retinyl acetate

Chemical Property:

• Appearance/Colour: crystalline
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 57-58 ºC
• Refractive Index: 1.547-1.555
• Boiling Point: 440.5 ºC at 760 mmHg
• Flash Point: 124.8 ºC
• PSA: 26.30000
• Density: 0.968 g/cm³
• LogP: 6.08110
• Storage Temp.: 2-8°C
• Sensitive.: Light & Air Sensitive & Hygrosco
• Solubility.: absolute ethanol: 25 mg/mL
• Water Solubility.: soluble
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 328.240230259
• Heavy Atom Count: 24
• Complexity: 596

Purity/Quality:

99% ^*data from raw suppliers

Vitamin A Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi,T,F
• Statements: 38-63-36/37/38-53-61-11
• Safety Statements: 36/37-45-37/39-26-53-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCOC(=O)C)C)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/COC(=O)C)/C)/C
• Description: Retinyl acetate (retinol acetate, vitamin A acetate) is a natural form of vitamin A. It is the acetate ester of retinol. It consists of yellow crystals which are greasy or sticky. It has a mild, characteristic odor. It has potential antineoplastic and chemo-preventive activities. It can be used to fortify food with vitamin A. As vitamin A acetate can induce cell differentiation and inhibit cell proliferation, it is used in skin-conditioning agent.
• Uses: vitamin precursor Essential micronutrient Retinyl acetate has been used: a control diet to study its effect at different developmental periods in fish larvae to study its inhibitory effects on Mycobacterium avium?subspecies?paratuberculosis?(MAP) strains as an internal standard in high performance liquid chromatography (HPLC) to quantify vitamin A in fortified milk

Technology Process of Retinyl acetate

There total 125 articles about Retinyl acetate 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: 94.7%

C36H48O6S2 (414871-77-5) → ALK-001 (127-47-9,22586-94-3,29443-87-6,29444-27-7,29584-22-3,34356-31-5,63568-38-7,98462-63-6,137121-50-7,137121-51-8,137121-55-2,64536-04-5)

Guidance literature:

With methanol; potassium hydroxide; benzyltriethylammonium chloride; In di-isopropyl ether; at 30 ℃; for 16h;

Reference yield: 91.3%

C36H48O6S2 (414871-77-5) → (9Ξ,11Ξ,13Ξ)-O-acetyl-retinol (127-47-9,22586-94-3,29443-87-6,29444-27-7,29584-22-3,34356-31-5,63568-38-7,98462-63-6,137121-50-7,137121-51-8,137121-55-2,64536-04-5)

Guidance literature:

With methanol; potassium hydroxide; 2,6-di-tert-butyl-4-methyl-phenol; N-benzyl-N,N,N-triethylammonium chloride; In hexane; at 30 ℃; for 18h;

Reference yield: 85.0%

(E)-4-acetoxy-2-methylcrotonaldehyde (26586-02-7) + [(2E,4Z)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienyl]-triphenyl-phosphonium; chloride (100183-86-6) → Acetic acid (2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyl ester (127-47-9,22586-94-3,29443-87-6,29444-27-7,29584-22-3,34356-31-5,63568-38-7,98462-63-6,137121-50-7,137121-51-8,137121-55-2,64536-04-5)

Guidance literature:

With sodium carbonate; Ambient temperature;

DOI:10.1016/S0040-4039(00)79878-9

upstream raw materials:

C₃₆H₄₈O₆S₂

pyridine

RETINOL

acetyl chloride

Downstream raw materials:

5,6-epoxyretinyl acetate

anhydroretinol

retinyl methyl ether

9-cis-Vitamin-A-acetat

Refernces

• 1、 Karrer,Morf,Schoepp. "-". . p. 1431,1433. Retrieved 1931.
• 2、 -. "PROCESS FOR PRODUCTION OF VITAMIN A". Page/Page column 14. . Retrieved 2021/10/11.
• 3、 -. "Preparation method of vitamin A acetate". Paragraph 0017; 0047; 0049-0050; 0052-0053; 0055-0056; 0058. . Retrieved 2021/06/21.