1-(Bromomethyl)-4-butoxybenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-4-butoxybenzene
• CAS No.: 2417-74-5
• Molecular Formula: C11H15BrO
• Molecular Weight: 243.143
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID50509795
• Nikkaji Number: J32.081A
• Wikidata: Q82367661
• Mol file: 2417-74-5.mol

Synonyms:2417-74-5;4-n-butoxybenzyl bromide;1-(BROMOMETHYL)-4-BUTOXYBENZENE;Benzene, 1-(bromomethyl)-4-butoxy-;4-butoxybenzyl bromide;SCHEMBL4487824;DTXSID50509795;BDFZQEDEJPQJNB-UHFFFAOYSA-N;1-(bromomethyl) -4-butoxybenzene;CAA41774

Chemical Property of 1-(Bromomethyl)-4-butoxybenzene

Chemical Property:

• Boiling Point: 292.675 °C at 760 mmHg
• Flash Point: 115.708 °C
• PSA: 9.23000
• Density: 1.263 g/cm³
• LogP: 3.76040
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 242.03063
• Heavy Atom Count: 13
• Complexity: 119

Purity/Quality:

98%Min ^*data from raw suppliers

1-(Bromomethyl)-4-butoxy-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)CBr
• Uses: 4-N-BUTOXYBENZYL BROMIDE is an intermediate used to prepare 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)-9H-purines with antirhinovirus activity. It is also used in the synthesis of alkyl derivatives of the glycopeptide antibiotic A40926 and their amides with antibacterial acitivity.

Technology Process of 1-(Bromomethyl)-4-butoxybenzene

There total 5 articles about 1-(Bromomethyl)-4-butoxybenzene 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: 74.12%

(4-butoxyphenyl)methanol (6214-45-5) → 4-butoxybenzyl bromide (2417-74-5)

Guidance literature:

With hydrogen bromide; In toluene; at 110 - 130 ℃; for 5h; Inert atmosphere;

Reference yield:

p-butoxybenzaldehyde (5736-88-9) → 4-butoxybenzyl bromide (2417-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 5 h / 30 - 45 °C / Inert atmosphere

2: hydrogen bromide / toluene / 5 h / 110 - 130 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; hydrogen bromide; In toluene;

Reference yield:

1-butoxy-4-methylbenzene (10519-06-9) → 4-butoxybenzyl bromide (2417-74-5)

Guidance literature:

With N-Bromosuccinimide; Yield given;

DOI:10.1016/S0040-4020(97)00871-5

upstream raw materials:

(4-butoxyphenyl)methanol

1-butoxy-4-methylbenzene

p-cresol

p-butoxybenzaldehyde

Downstream raw materials:

3-(p-butoxyphenyl)propionic acid

C₈₂H₈₀Cl₂N₈O₂₉

(E)-4,4’-dibutoxystilbene

bis(4-butoxybenzyl) (E,E)-muconate

Refernces

• 1、 Ndayikengurukiye, Henri,Jacobs, Sven,Tachelet, Wim,Van Der Looy, Johan,Pollaris, Anne,Geise, Herman J.,Claeys, Magda,Kauffmann, Jean M.,Janietz, Silvia. "Alkoxylated p-phenylenevinylene oligomers: Synthesis and spectroscopic and electrochemical properties". . p. 13811 - 13828. Retrieved 2007/10/03.
• 2、 MAMALIS,GREEN,OUTRED,RIX. "AMINO-OXY-DERIVATIVES. V. SOME O-ETHERS OF 2-SUBSTITUTED". . p. 1829 - 1843. Retrieved 2007/10/04.