Crotonaldehyde, 2-bromo-3-methyl-

Base Information

• Chemical Name: Crotonaldehyde, 2-bromo-3-methyl-
• CAS No.: 31058-93-2
• Molecular Formula: C5H7 Br O
• Molecular Weight: 163.014
• DSSTox Substance ID: DTXSID90185017
• Nikkaji Number: J2.522.962B
• Mol file: 31058-93-2.mol

Synonyms:2-bromo-3-methylbut-2-enal;31058-93-2;Crotonaldehyde, 2-bromo-3-methyl-;2-Bromo-3-methylcrotonaldehyde;SCHEMBL14379175;DTXSID90185017

Chemical Property of Crotonaldehyde, 2-bromo-3-methyl-

Chemical Property:

• Vapor Pressure: 0.384mmHg at 25°C
• Boiling Point: 197.1°Cat760mmHg
• Flash Point: 86.2°C
• Density: 1.42g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.96803
• Heavy Atom Count: 7
• Complexity: 101

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C(C=O)Br)C

Technology Process of Crotonaldehyde, 2-bromo-3-methyl-

There total 5 articles about Crotonaldehyde, 2-bromo-3-methyl- 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: 95.0%

3,3-dimethyl acrylaldehyde (107-86-8) → α-bromo-β-methyl-crotonaldehyde (31058-93-2)

Guidance literature:

With bromine; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/acs.orglett.0c01165

Reference yield: 47.0%

β,β-dibromovinyl methyl ether (85371-47-7) + acetone (67-64-1) → α-bromo-β-methyl-crotonaldehyde (31058-93-2)

Guidance literature:

With hydrogenchloride; n-butyllithium; In diethyl ether; hexane; 1.) -72 deg C, 15 min, 2.) -30 deg C, 10 min; room temp., 1h;

DOI:10.1021/jo00160a032

Reference yield:

2,3-dibromo-3-methylbutanal (99414-72-9) → α-bromo-β-methyl-crotonaldehyde (31058-93-2)

Guidance literature:

With triethylamine; Yield given;

DOI:10.1016/S0040-4039(00)93393-8

upstream raw materials:

3,3-dimethyl acrylaldehyde

1,1-dibromo-2,2-dimethyl-3-trimethylsilanyloxy-cyclopropane

2,3-dibromo-3-methylbutanal

β,β-dibromovinyl methyl ether

Downstream raw materials:

benzyl-4',5-dimethylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

benzyl-5-methoxy-4'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

C₁₆H₁₈N₂O₂

C₁₇H₁₈BrN₃O₂