2-Methyloxazole-4-carbaldehyde

Base Information

• Chemical Name: 2-Methyloxazole-4-carbaldehyde
• CAS No.: 113732-84-6
• Molecular Formula: C5H5NO2
• Molecular Weight: 111.1
• Hs Code.: 2934999090
• European Community (EC) Number: 621-982-2
• DSSTox Substance ID: DTXSID20454122
• Nikkaji Number: J1.344.631H
• Wikidata: Q72494026
• Mol file: 113732-84-6.mol

Synonyms:2-Methyloxazole-4-carbaldehyde;113732-84-6;2-Methyl-oxazole-4-carbaldehyde;2-methyloxazole-4-carboxaldehyde;2-methyl-1,3-oxazole-4-carbaldehyde;4-oxazolecarboxaldehyde, 2-methyl-;2-methyl-4-formyloxazole;MFCD03265461;4-Oxazolecarboxaldehyde,2-methyl-;2-methyl-4- formyloxazole;CHLOROCARBONYLFERROCENE;SCHEMBL231196;2-Methyl-4-oxazolecarbaldehyde;DTXSID20454122;ARAUEWKXKTYCHZ-UHFFFAOYSA-N;AKOS000111393;AB13940;CS-W008275;2-methyl-1,3-oxazole-4-carboxaldehyde;2-Methyloxazole-4-carboxaldehyde, 97%;DS-17015;AM20080084;BB 0238524;FT-0649858;EN300-201914;W-204818;Z1162445877

Chemical Property of 2-Methyloxazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.793mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: 1.516
• Boiling Point: 182.877 °C at 760 mmHg
• PKA: -0.34±0.10(Predicted)
• Flash Point: 64.402 °C
• PSA: 43.10000
• Density: 1.19 g/cm³
• LogP: 0.79550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 111.032028402
• Heavy Atom Count: 8
• Complexity: 94.4

Purity/Quality:

99.0% ^*data from raw suppliers

2-Methyloxazole-4-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CO1)C=O
• Uses: 2-Methyloxazole-4-carboxaldehyde (cas# 113732-84-6) is a compound useful in organic synthesis.

Technology Process of 2-Methyloxazole-4-carbaldehyde

There total 26 articles about 2-Methyloxazole-4-carbaldehyde 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%

2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8) → 2-methyl-1,3-oxazole-4-carbaldehyde (113732-84-6)

Guidance literature:

2-methyl-4-carbethoxy-1,3-oxazole; With diisobutylaluminium hydride; In hexane; dichloromethane; water; isopropyl alcohol; at -78 ℃; for 1h;

With water; isopropyl alcohol; In hexane; dichloromethane; at -78 - 23 ℃;

Reference yield: 94.0%

4-hydroxymethyl-2-methyloxazole (141567-53-5) → 2-methyl-1,3-oxazole-4-carbaldehyde (113732-84-6)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃;

DOI:10.1021/jo034011x

Reference yield: 69.0%

2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8) → 2-methyl-1,3-oxazole-4-carbaldehyde (113732-84-6) + 4-hydroxymethyl-2-methyloxazole (141567-53-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -70 ℃; for 0.75h;

DOI:10.1021/op700198s

upstream raw materials:

2-methyl-4-carbethoxy-1,3-oxazole

4-hydroxymethyl-2-methyloxazole

2-methyl-oxazole-4-carboxylic acid methyl ester

4,5-dihydro-2-methyl-oxazole-4-carboxylic acid methyl ester

Downstream raw materials:

4-nitro-benzoic acid 1-{7-[4-(3-ethoxycarbonyl-allyl)-6-methoxy-tetrahydro-pyran-2-yl]-3-methyl-2-triisopropylsilanyloxy-octa-3,5-dienyl}-3-methoxy-2,4,8-trimethyl-9-(2-methyl-oxazol-4-yl)-nona-4,6,8-trienyl ester

(2E,9E,11E,18E,20E,22E)-(5S,7R,8R,13S,15R,16S,17R)-7,13-Bis-benzyloxy-5-(2-benzyloxy-ethyl)-15-hydroxy-17-methoxy-8,12,16,18,22-pentamethyl-23-(2-methyl-oxazol-4-yl)-tricosa-2,9,11,18,20,22-hexaenoic acid

(1E,3E,5E,12E)-(8S,9R,11S)-11-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-2,6,8,12-tetramethyl-1-(2-methyl-oxazol-4-yl)-9-trimethylsilanyloxy-tetradeca-1,3,5,12-tetraen-7-one

(2E,9E,11E,13E)-(4S,6R,7S,8R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3,7,9,13-tetramethyl-14-(2-methyl-oxazol-4-yl)-tetradeca-2,9,11,13-tetraene-6,8-diol

Refernces

• 1、 Schneider, Tanya L.,Walsh, Christopher T.,O'Connor, Sarah E.. "Utilization of alternate substrates by the first three modules of the epothilone synthetase assembly line". . p. 11272 - 11273. Retrieved 2002.
• 2、 Benoit, Georges-Emmanuel,Carey, John S.,Chapman, Alan M.,Chima, Ranjit,Hussain, Nigel,Popkin, Matthew E.,Roux, Guillaume,Tavassoli, Bahareh,Vaxelaire, Carine,Webb, Michael R.,Whatrup, David. "Large-scale preparation of 2-methyloxazole-4-carboxaldehyde". . p. 88 - 95. Retrieved 2008.
• 3、 Kuntiyong, Punlop,Lee, Tae Hee,Kranemann, Christian L.,White, James D.. "Total synthesis of the marine toxin phorboxazole A using palladium(ii)-mediated intramolecular alkoxycarbonylation for tetrahydropyran synthesis". supporting information. p. 7884 - 7899. Retrieved 2013/07/05.