tert-Butyl 3-methyl-2-butenoate

Base Information

• Chemical Name: tert-Butyl 3-methyl-2-butenoate
• CAS No.: 22842-54-2
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 2916190090
• European Community (EC) Number: 245-263-4
• NSC Number: 126829
• DSSTox Substance ID: DTXSID90177391
• Nikkaji Number: J286.341C
• Mol file: 22842-54-2.mol

Synonyms:tert-butyl 3-methylbut-2-enoate;22842-54-2;tert-Butyl 3-methyl-2-butenoate;EINECS 245-263-4;AI3-33655;NSC126829;SCHEMBL812341;t-butyl 3,3-dimethyl acrylate;DTXSID90177391;AKOS018050262;3-Methylcrotonic acid tert-butyl ester;NSC 126829;NSC-126829;2-Butenoic acid, 3-methyl-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl 3-methyl-2-butenoate

Chemical Property:

• Vapor Pressure: 0.823mmHg at 25°C
• Boiling Point: 182.1°Cat760mmHg
• Flash Point: 63.5°C
• PSA: 26.30000
• Density: 0.897g/cm³
• LogP: 2.29430
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl 3-methyl-2-butenoate

There total 8 articles about tert-Butyl 3-methyl-2-butenoate 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: 89.0%

acetic acid tert-butyl ester (540-88-5) + 2-chloro-2-nitro-propane (594-71-8) → tert-butyl 3-methyl-2-butenoate (22842-54-2)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -30 - 25 ℃; for 1.5h; Irradiation;

DOI:10.1016/0040-4020(82)80123-3

Reference yield: 37.0%

2'-hydroxyphenyl 3-chloro-3-methylbutanoate (110614-18-1) + tert-butyl alcohol (75-65-0) → tert-butyl 3-methyl-2-butenoate (22842-54-2)

Guidance literature:

With potassium tert-butylate; 18-crown-6 ether; In diethyl ether; for 2h; Ambient temperature;

Reference yield:

tert-butyl 3-hydroxy-3-methylbutyrate (5292-12-6) → tert-butyl 3-methyl-2-butenoate (22842-54-2)

Guidance literature:

With pyridine; thionyl chloride; benzene;

DOI:10.1021/ja01101a016

upstream raw materials:

tert-butyl 3-hydroxy-3-methylbutyrate

tert-butyl (trimethylsilyl)acetate

acetone

3-Methylbutenoic acid

Downstream raw materials:

3,3-dimethylindan-1-one

5-Methyl-2-(1'-methylethyliden)-4-hexen-1-ol

2-isopropenyl-5-methyl-4-hexenal

3(R)-(2-benzenesulfonyl-7-hydroxy-3-methyloct-3(E)-enyl)-2,2-dimethylcycloprpane-1(R)-carboxylic acid tert-butyl ester