(E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

Base Information

• Chemical Name: (E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester
• CAS No.: 103890-69-3
• Molecular Formula: C14H16O3
• Molecular Weight: 232.279
• Hs Code.: 2918300090
• European Community (EC) Number: 600-500-4
• DSSTox Substance ID: DTXSID20450947
• Nikkaji Number: J2.540.797K,J3.249.583D
• Wikidata: Q72479400
• Mol file: 103890-69-3.mol

Synonyms:103890-69-3;(E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester;Tert-butyl (E)-3-(2-formylphenyl)prop-2-enoate;(E)-tert-Butyl 3-(2-formylphenyl)acrylate;SCHEMBL5468473;SCHEMBL5468478;DTXSID20450947;AKOS015913871;(E)-2-Formylcinnamic acid tert-butyl ester;tert-butyl (E)-3-(2-formylphenyl)acrylate;2-Formylbenzeneacrylic acid tert-butyl ester;A1-01697;(E)-3-(2-Formylphenyl)-2-propenoic acid tert-butyl ester;(e)-3-(2-formylphenyl)-2-propenoicacid1,1-dimethylethylester;(E)-3-(2-formyiphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

Chemical Property of (E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.567
• Boiling Point: 355.64 °C at 760 mmHg
• Flash Point: 156.028 °C
• PSA: 43.37000
• Density: 1.098g/cm³
• LogP: 2.85400
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 232.109944368
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

98% ^*data from raw suppliers

(E)-3-(2-FORMYLPHENYL)-2-PROPENOIC ACID 1,1-DIMETHYL ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C=CC1=CC=CC=C1C=O
• Isomeric SMILES: CC(C)(C)OC(=O)/C=C/C1=CC=CC=C1C=O

Technology Process of (E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester

There total 8 articles about (E)-3-(2-Formylphenyl)-2-propenoic acid 1,1-dimethyl ethyl ester 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: 94.0%

(E)-t-butyl 3-(2-(1,3-dithian-2-yl)phenyl)acrylate → (E)-3-(2-formylphenyl)-2-propenoic acid 1,1-dimethylethylester (103890-69-3)

Guidance literature:

With water; Dess-Martin periodane; In dichloromethane; acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/ol503722r

Reference yield: 92.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + ortho-bromobenzaldehyde (6630-33-7) → (E)-3-(2-formylphenyl)-2-propenoic acid 1,1-dimethylethylester (103890-69-3)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In toluene; at 125 ℃; for 48h;

DOI:10.1002/chem.201603318

Reference yield: 52.0%

(tert-butoxycarbonylmethyl)triphenylphosphonium bromide (59159-39-6) + o-phthalic dicarboxaldehyde (643-79-8) → (E)-3-(2-formylphenyl)-2-propenoic acid 1,1-dimethylethylester (103890-69-3)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at -5 - 0 ℃; for 1h;

upstream raw materials:

tert-Butyl acrylate

2-chloro-benzaldehyde

(tert-Butoxycarbonylmethylene)triphenylphosphorane

o-phthalic dicarboxaldehyde

Downstream raw materials:

(E)-tert-butyl 3-(2-(2,2-dibromovinyl)phenyl)acrylate

tert-butyl (E)-3-(2-((E)-3-oxobut-1-en-1-yl)phenyl)acrylate

Refernces

• 1、 Gelat, Fabien,Coffinet, Micha?l,Lebrun, Stéphane,Agbossou-Niedercorn, Francine,Michon, Christophe,Deniau, Eric. "Regioselective organocatalyzed asymmetric bromolactonization of aryl acrylate-type carboxylic acids: a new approach towards enantioenriched 3-substituted isobenzofuranones". . p. 980 - 989. Retrieved 2016.
• 2、 Matviitsuk, Anastassia,Taylor, James E.,Cordes, David B.,Slawin, Alexandra M. Z.,Smith, Andrew D.. "Enantioselective Stereodivergent Nucleophile-Dependent Isothiourea-Catalysed Domino Reactions". . p. 17748 - 17757. Retrieved 2016.
• 3、 -. "Compound and its as L-type calcium channel blocker or/and application of acetylcholine esterase inhibitors". Paragraph 0472-0473. . Retrieved 2016/10/07.