5-Bromo-2-isobutoxybenzaldehyde

Base Information

• Chemical Name: 5-Bromo-2-isobutoxybenzaldehyde
• CAS No.: 222315-01-7
• Molecular Formula: C11H13 Br O2
• Molecular Weight: 257.127
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID40359600
• Wikidata: Q82140880
• Mol file: 222315-01-7.mol

Synonyms:5-bromo-2-isobutoxybenzaldehyde;222315-01-7;5-bromo-2-(2-methylpropoxy)benzaldehyde;SCHEMBL1928505;DTXSID40359600;PZEZMIFLPKGDBB-UHFFFAOYSA-N;BBL016309;MFCD03422448;STK399893;AKOS000308798;VS-05259;5-Bromo-2-isobutoxybenzaldehyde, AldrichCPR;CS-0314190;FT-0765812;SR-01000268925;SR-01000268925-1

Chemical Property of 5-Bromo-2-isobutoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000246mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 324.4°C at 760 mmHg
• Flash Point: 150°C
• PSA: 26.30000
• Density: 1.344g/cm³
• LogP: 3.29640
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 256.00989
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-isobutoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC1=C(C=C(C=C1)Br)C=O

Technology Process of 5-Bromo-2-isobutoxybenzaldehyde

There total 2 articles about 5-Bromo-2-isobutoxybenzaldehyde 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:

Isobutyl bromide (78-77-3) + 5-bromosalicyclaldehyde (1761-61-1) → 5-bromo-2-isobutoxybenzaldehyde (222315-01-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 2h;

Reference yield:

→ 5-bromo-2-isobutoxybenzaldehyde (222315-01-7)

Guidance literature:

Reference yield:

5-bromo-2-isobutoxybenzaldehyde (222315-01-7) → 2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester (160844-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride; sodium formate / formic acid / 7 h / 99 - 100 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 3 h / -45 - -40 °C

2.2: -20 °C

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 1 h / 70 - 75 °C

With n-butyllithium; hydroxylamine hydrochloride; sodium formate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; formic acid; hexane; water; toluene;

upstream raw materials:

Isobutyl bromide

5-bromosalicyclaldehyde

Downstream raw materials:

febuxostat

(3-cyano-4-isobutoxyphenyl)boronic acid

5-bromo-2-isobutoxy-benzonitrile

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Refernces

• 1、 -. "PROCESSES FOR THE PREPARATION OF FEBUXOSTAT AND SALTS THEREOF". Page/Page column 26. . Retrieved 2011/07/07.