Propyl crotonate

Base Information

• Chemical Name: Propyl crotonate
• CAS No.: 7726-60-5
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• European Community (EC) Number: 233-768-2
• DSSTox Substance ID: DTXSID901032958
• Nikkaji Number: J107.430J,J3.080.555K
• Wikidata: Q10261809
• ChEMBL ID: CHEMBL3273384
• Mol file: 7726-60-5.mol

Synonyms:Propyl crotonate;10352-87-1;2-Butenoic acid, propyl ester;Propyl 2-butenoate;propyl (E)-but-2-enoate;Crotonic acid, propyl ester;EINECS 233-768-2;2-Butenoic acid, propylester;(E)-2-Butenoic acid propyl ester;AI3-06127;Propylcrotonat;Propyl trans-crotonate;crotonic acid propyl ester;(E)-propyl but-2-enoate;2-Butenoic acid propyl ester;SCHEMBL182848;SCHEMBL182849;Propyl (2E)-2-butenoate #;CHEMBL3273384;ZHDCHCTZRODSEN-HWKANZROSA-N;DTXSID901032958;AKOS006240957;NSC 406701;Q10261809;7726-60-5

Chemical Property of Propyl crotonate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCOC(=O)C=CC
• Isomeric SMILES: CCCOC(=O)/C=C/C

Technology Process of Propyl crotonate

There total 3 articles about Propyl crotonate 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: 91.0%

propan-1-ol (71-23-8) + 2-butenoic acid (3724-65-0) → Crotonic acid propyl ester (7726-60-5,10352-89-3,10352-87-1)

Guidance literature:

With silphos; at 20 ℃; for 0.166667h; Neat (no solvent);

DOI:10.1080/00397911.2011.555903

Reference yield:

propan-1-ol (71-23-8) + crotonaldehyde (123-73-9,4170-30-3) → Crotonic acid propyl ester (7726-60-5,10352-89-3,10352-87-1)

Guidance literature:

With dihydrogen peroxide; at 60 ℃; for 3h;

DOI:10.1016/j.molcata.2012.07.004

Reference yield:

propan-1-ol (71-23-8) + methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) → Crotonic acid propyl ester (7726-60-5,10352-89-3,10352-87-1)

Guidance literature:

With Candida antarctica lipase B (wild type) immobilized on Accurel MP 1000 - 1500 μm; In di-isopropyl ether; at 30 ℃; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1016/j.molcatb.2009.11.016

upstream raw materials:

propan-1-ol

2-butenoic acid

methyl crotonate

crotonaldehyde

Downstream raw materials:

C₂₁H₁₇ClF₃NO₇

Refernces

• 1、 Sharma,Gulati, Shikha. "Manganese phthalocyanine immobilized on silica gel: Efficient and recyclable catalyst for single-step oxidative esterification of aldehydes with alcohols". . p. 291 - 303. Retrieved 2012/10/30.
• 2、 Kumar,Kumar,Parmar. "A facile conversion of halides, alcohols and olefins to esters using iron(III) perchlorate". . p. 1087 - 1094. Retrieved 2007/10/02.