3-Methyl-4-bromo-2-butenoic acid

Base Information

• Chemical Name: 3-Methyl-4-bromo-2-butenoic acid
• CAS No.: 10295-26-8
• Molecular Formula: C₅H₇BrO₂
• Molecular Weight: 179.013
• NSC Number: 246207
• DSSTox Substance ID: DTXSID401287120
• Nikkaji Number: J3.152.360E
• Mol file: 10295-26-8.mol

Synonyms:NSC246207;SCHEMBL349279;SCHEMBL6655523;DTXSID401287120;3-Methyl-4-bromo-2-butenoic acid;NSC-246207;(2E)-4-Bromo-3-methyl-2-butenoic acid;19041-16-8;10295-26-8

Chemical Property of 3-Methyl-4-bromo-2-butenoic acid

Chemical Property:

• Vapor Pressure: 0.00079mmHg at 25°C
• Boiling Point: 284.1°Cat760mmHg
• Flash Point: 125.6°C
• Density: 1.594g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.96294
• Heavy Atom Count: 8
• Complexity: 118

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)O)CBr
• Isomeric SMILES: C/C(=C\C(=O)O)/CBr

Technology Process of 3-Methyl-4-bromo-2-butenoic acid

There total 1 articles about 3-Methyl-4-bromo-2-butenoic acid 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:

3-Methylbutenoic acid (541-47-9) → acide γ-bromosenecioique (10295-26-8)

Guidance literature:

With N-Bromosuccinimide;

Reference yield:

acide γ-bromosenecioique (10295-26-8) + benzaldehyde (100-52-7) → 5-hydroxy-3-methyl-5-phenyl-pent-2-enoic acid (96518-20-6) + 2-(Hydroxy-phenyl-methyl)-3-methyl-but-3-enoic acid (69637-31-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)81489-7

Reference yield:

acide γ-bromosenecioique (10295-26-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(1-hydroxycyclohexyl)-3-methylbut-3-enoic acid (69637-20-3) + 4-Methyl-1-oxaspiro<5.5>undec-3-en-2-one (72853-37-3) + (E)-4-(1-Hydroxy-cyclohexyl)-3-methyl-but-2-enoic acid (111169-75-6)

Guidance literature:

With allylzinc bromide; zinc; Product distribution; Mechanism; other temperatures and reaction times; 1.) THF, -10 deg C, 2.) THF, reflux, 4h;

DOI:10.1016/S0040-4020(01)81489-7

upstream raw materials:

3-Methylbutenoic acid

Downstream raw materials:

2-(1-hydroxycyclohexyl)-3-methylbut-3-enoic acid

4-Methyl-1-oxaspiro<5.5>undec-3-en-2-one

(E)-4-(1-Hydroxy-cyclohexyl)-3-methyl-but-2-enoic acid

4-methyl-6-phenyl-5,6-dihydro-2H-pyran-2-one