Isopropyl tiglate

Base Information

• Chemical Name: Isopropyl tiglate
• CAS No.: 1733-25-1
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• European Community (EC) Number: 217-067-9
• UNII: 50936QM86D
• DSSTox Substance ID: DTXSID70883746
• Nikkaji Number: J70.094K
• Wikidata: Q63395490
• Mol file: 1733-25-1.mol

Synonyms:Isopropyl tiglate;1733-25-1;Tiglic acid isopropyl ester;2-Butenoic acid, 2-methyl-, 1-methylethyl ester, (2E)-;FEMA No. 3229;2-Butenoic acid, 2-methyl-, 1-methylethyl ester, (E)-;UNII-50936QM86D;50936QM86D;Isopropyl 2-methylcrotonate;Isopropyl alpha-methylcrotonate;Isopropyl 2-methyl-2-butenoate;Isopropyl alpha-methyl crotonate;EINECS 217-067-9;(E)-1-Methylethyl 2-methyl-2-butenoate;AI3-33796;1-Methylethyl 2-methyl-2-butenoate, (E)-;isopropyl 2 - methylcrotonate;ALLYLTIGLATE;propan-2-yl (E)-2-methylbut-2-enoate;Isopropyl tiglate, >=98%;SCHEMBL666918;ISOPROPYL TIGLATE [FHFI];DTXSID70883746;CHEBI:180295;VUPBIVVRPJDWNW-FNORWQNLSA-N;propan-2-yl 3-methylbut-2-enoate;(E)-isopropyl 2-methylbut-2-enoate;Isopropyl (2Z)-2-methyl-2-butenoate;Q63395490

Chemical Property of Isopropyl tiglate

Chemical Property:

• Vapor Pressure: 1.88mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 165.4°Cat760mmHg
• Flash Point: 54.9°C
• PSA: 26.30000
• Density: 0.9g/cm³
• LogP: 1.90420
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

98%min ^*data from raw suppliers

ISOPROPYL TIGLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC=C(C)C(=O)OC(C)C
• Isomeric SMILES: C/C=C(\C)/C(=O)OC(C)C
• Description: Isopropyl tiglate is sweet, minty. It may be prepared by photolysis of 2,2,5,5-tetramethyldihydro-3-furanone in methanol; also by esterification of 3-methyl-2-butenoic acid with isopropyl alcohol in the presence of concentrated sulfuric acid.

Technology Process of Isopropyl tiglate

There total 2 articles about Isopropyl tiglate 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: 75.0%

Tiglic acid (80-59-1) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl tiglate (1733-25-1)

Guidance literature:

With sulfuric acid; for 24h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201200907

Reference yield:

(1-isopropoxy-ethyl)-methyl-malonic acid diethyl ester (92156-09-7) → isopropyl tiglate (1733-25-1)

Guidance literature:

With hydrogenchloride;

Reference yield: 100.0%

isopropyl tiglate (1733-25-1) → isopropyl 2-methylbutanoate (66576-71-4)

Guidance literature:

With [Ir(cod)Py⁽³⁾]⁺[BAr_F]^-; hydrogen; In dichloromethane; under 1500.15 Torr; Inert atmosphere;

DOI:10.1002/chem.201200907

upstream raw materials:

(1-isopropoxy-ethyl)-methyl-malonic acid diethyl ester

Tiglic acid

isopropyl alcohol

Downstream raw materials:

isopropyl 2-methylbutanoate

(+/-)-2-methyl-1-butanol

(2S)-2-methyl-1-butanol

Refernces