Carvyl acetate

Base Information

• Chemical Name: Carvyl acetate
• CAS No.: 97-42-7
• Deprecated CAS: 22567-13-1
• Molecular Formula: C12H18 O2
• Molecular Weight: 194.274
• Hs Code.: 2915390090
• European Community (EC) Number: 202-580-2,214-883-7
• DSSTox Substance ID: DTXSID3024738
• Nikkaji Number: J53.676H,J236.734C
• Wikidata: Q4686651
• Metabolomics Workbench ID: 48034
• ChEMBL ID: CHEMBL1351619
• Mol file: 97-42-7.mol

Synonyms:CARVYL ACETATE;97-42-7;Carveol acetate;p-Mentha-6,8-dien-2-ol, acetate;l-Carvyl acetate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate;p-Mentha-6,8-dien-2-yl acetate;p-Mentha-1(6),8-dien-2-yl acetate;1-p-Mentha-6(8,9)-dien-2-yl acetate;(2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate;EINECS 202-580-2;BRN 2330666;2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-yl acetate;DTXSID3024738;2-METHYL-5-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL ACETATE;FEMA No. 2250;1-06-00-00061 (Beilstein Handbook Reference);5-isopropenyl-2-methylcyclohex-2-en-1-yl acetate;DTXCID904738;5-hydroxy-d-lysine- 5-hydroxy-l-lysine hydrochloride(1:1:2);2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, 1-acetate;laevo-Carvyl acetate;trans-Carveyl acetate;(?)-Carvyl acetate;CAS-97-42-7;cis-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1R,5R)-rel-;Carvyl acetate E;5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate #;(-)-CARVYLACETATE;SCHEMBL347350;6-Acetoxy-p-menta-1,8-diene;6-Acetoxy-p-mentha-1,8-diene;CHEMBL1351619;FEMA 2250;cis - 2 - methyl - 5 - (1 - methylvinyl)cyclohex - 2 - en - 1 - yl acetate;Tox21_201728;Tox21_303105;MFCD00001559;AKOS015912485;LS-2026;NCGC00091401-01;NCGC00091401-02;NCGC00256971-01;NCGC00259277-01;5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate;SR-01000481252;p - mentha - 1(6),8 - dien - 2 - yl acetate;Q4686651;SR-01000481252-1;2-ciclohexen-1-ol, 2-metil-5-(1-metiletenil)-, 1-acetato

Chemical Property of Carvyl acetate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• Boiling Point: 77-79 °C0.1 mm Hg(lit.)
• Flash Point: 208 °F
• PSA: 26.30000
• Density: 0.972 g/mL at 20 °C(lit.)
• LogP: 2.85050
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 276

Purity/Quality:

99.3% ^*data from raw suppliers

()-Carvyl acetate mixtureofcisandtrans,≥98%,FG ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1OC(=O)C)C(=C)C

Technology Process of Carvyl acetate

There total 26 articles about Carvyl 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: 96.0%

trans-6-chloro-p-mentha-1,8-diene (30808-80-1,71305-95-8,71305-98-1,83867-60-1,98975-99-6) + acetic acid (64-19-7,77671-22-8) → carvyl acetate (97-42-7)

Guidance literature:

With acetic anhydride; zinc(II) oxide; at 25 ℃; for 2h;

DOI:10.1016/0040-4020(82)80261-5

Reference yield: 90.0%

tetraethylammonium acetate (1185-59-7) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → α-pinene-7-ol acetate (19890-13-2,33644-16-5,50764-55-1,54324-99-1,58342-96-4,67999-48-8,74006-63-6) + carvyl acetate (97-42-7)

Guidance literature:

With palladium diacetate; p-benzoquinone; In chloroform; at 20 ℃; Further Variations:; Reagents; Product distribution;

DOI:10.1016/S0022-328X(01)00825-7

Reference yield: 90.0%

5-Isopropenyl-2-methyl-cyclohex-2-enol (99-48-9,22567-18-6,20307-86-2) + acetic anhydride (108-24-7) → carvyl acetate (97-42-7)

Guidance literature:

With iodine; for 0.5h; Ambient temperature;

DOI:10.1039/a605061a

upstream raw materials:

5-Isopropenyl-2-methyl-cyclohex-2-enol

acetic anhydride

trans-(+)-6-chloro-p-mentha-1,8-diene

trans-6-chloro-p-mentha-1,8-diene

Downstream raw materials:

3-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-methyl-2-butanon

2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-1-cyclohexanon

1-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-methyl-2-butanon

2-(5-Isopropenyl-2-methyl-2-cyclohexen-1-yl)-3-pentanon

Refernces

• 1、 Chapman, Robert S.L.,Francis, Molly,Lawrence, Ruth,Tibbetts, Joshua D.,Bull, Steven D.. "Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols". . p. 6442 - 6452. Retrieved 2018/10/02.
• 2、 da Silva, Márcio J.,Teixeira, Róbson Ricardo,Carari, Danielli Marcolan. "Pd(OAc)2/M(NO3)n (M = Cu(II), Fe(III); n = 2, 3): Kinetic investigations of an alternative Wacker system for the oxidation of natural olefins". scheme or table. p. 3254 - 3261. Retrieved 2010/01/11.