Tert-butyl cyclopropanecarboxylate

Base Information

• Chemical Name: Tert-butyl cyclopropanecarboxylate
• CAS No.: 87661-20-9
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 2916209090
• European Community (EC) Number: 862-285-5
• DSSTox Substance ID: DTXSID00546453
• Nikkaji Number: J1.815.630J
• Wikidata: Q82424294
• Mol file: 87661-20-9.mol

Synonyms:tert-butyl cyclopropanecarboxylate;87661-20-9;t-butyl cyclopropanecarboxylate;Cyclopropanecarboxylic acid tert-butyl ester;MFCD09836696;Cyclopropanecarboxylic acid, 1,1-dimethylethyl ester;tert-ButylCyclopropanecarboxylate;SCHEMBL186721;tert-butyl cyclopropylcarboxylate;DTXSID00546453;FTEAAYMAQFBUJJ-UHFFFAOYSA-N;AKOS005068287;PB43673;AS-17931;SY016843;CS-0044361;EN300-55193;A862485;Z336081076

Chemical Property of Tert-butyl cyclopropanecarboxylate

Chemical Property:

• Boiling Point: 154 °C
• PSA: 26.30000
• Density: 1.012±0.06 g/cm3(Predicted)
• LogP: 1.73810
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl cyclopropanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CC1

Technology Process of Tert-butyl cyclopropanecarboxylate

There total 3 articles about Tert-butyl cyclopropanecarboxylate 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: 64.0%

2-chloroethylacetic acid tert-butyl ester (3153-32-0) + benzaldehyde (100-52-7) → tert-butyl cyclopropanecarboxylate (87661-20-9) + trans-2-phenyl-3-tetrahydrofurancarboxylic acid tert-butyl ester

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -30 ℃;

DOI:10.1007/s11172-005-0043-8

Reference yield: 61.0%

2-chloroethylacetic acid tert-butyl ester (3153-32-0) + 4-methyl-benzaldehyde (104-87-0) → tert-butyl cyclopropanecarboxylate (87661-20-9) + trans-2-(4-methylphenyl)-3-tert-butoxycarbonyltetrahydrofuran

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -30 ℃; for 0.333333h;

DOI:10.1002/1521-3765(20020916)8:18<4234::AID-CHEM4234>3.0.CO;2-G

Reference yield: 44.0%

2-chloroethylacetic acid tert-butyl ester (3153-32-0) + 4-chlorobenzaldehyde (104-88-1) → tert-butyl cyclopropanecarboxylate (87661-20-9) + trans-2-(4-chlorophenyl)-3-tert-butoxycarbonyltetrahydrofuran

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -30 ℃; for 0.333333h;

DOI:10.1002/1521-3765(20020916)8:18<4234::AID-CHEM4234>3.0.CO;2-G

upstream raw materials:

2-chloroethylacetic acid tert-butyl ester

4-methyl-benzaldehyde

4-chlorobenzaldehyde

benzaldehyde

Downstream raw materials:

t-butyl 1-benzylcyclopropanecarboxylate

1-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl-methyl}-cyclopropanecarboxylic acid tert-butyl ester

1-[10-ethoxycarbonyl-5-isocyano-10-methyl-5-(toluene-4-sulfonyl)-undecyl]-cyclopropanecarboxylic acid tert-butyl ester

t-butyl 1-{9-[1-(t-butoxycarbonyl)cyclopropyl]-5-isocyano-5-[(4-methylphenyl)sulfonyl]nonyl}-1-cyclopropanecarboxylate