2-Chloro-5-fluorobenzyl bromide

Base Information

• Chemical Name: 2-Chloro-5-fluorobenzyl bromide
• CAS No.: 81778-09-8
• Molecular Formula: C7H5BrClF
• Molecular Weight: 223.472
• Hs Code.: 29039990
• DSSTox Substance ID: DTXSID10378601
• Wikidata: Q72450705
• Mol file: 81778-09-8.mol

Synonyms:2-Chloro-5-fluorobenzyl bromide;81778-09-8;2-(bromomethyl)-1-chloro-4-fluorobenzene;MFCD01631419;1-(Bromomethyl)-2-chloro-5-fluorobenzene;SCHEMBL189219;2-chloro-5-fluoro-benzylbromide;Methyl4-iodo-3-indolecarboxylate;AMY2652;DTXSID10378601;2-chloro-5-fluoro-benzyl bromide;a-Bromo-2-chloro-5-fluorotoluene;AUVLFQDKJFSFIX-UHFFFAOYSA-N;BBL101417;CK2034;STL555213;AKOS005258556;2-Chloro-5-fluorobenzyl bromide, 99%;2-Bromomethyl-1-chloro-4-fluoro-benzene;AC-14714;PS-10026;1-Chloro-2-(bromomethyl)-4-fluorobenzene;C2359;CS-0046221;FT-0655943;EN300-160264;2-(bromomethyl)-1-chloranyl-4-fluoranyl-benzene;A840194;J-508825

Chemical Property of 2-Chloro-5-fluorobenzyl bromide

Chemical Property:

• Vapor Pressure: 0.141mmHg at 25°C
• Refractive Index: n20/D 1.566(lit.)
• Boiling Point: 223.7 °C at 760 mmHg
• Flash Point: 89.1 °C
• PSA: 0.00000
• Density: 1.654 g/cm³
• LogP: 3.37400
• Sensitive.: Lachrymatory
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 221.92472
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-fluorobenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34-45-36/37/39-33-26-23-16
• Safety Statements: 16-23-26-33-36/37/39-45-34-11

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)CBr)Cl
• Uses: 2-Chloro-5-fluorobenzyl bromide may be used to synthesize 2-chloro-5-fluorobenzaldehyde.

Technology Process of 2-Chloro-5-fluorobenzyl bromide

There total 4 articles about 2-Chloro-5-fluorobenzyl bromide 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: 82.0%

2-chloro-5-fluorotoluene (33406-96-1) → 1-(bromomethyl)-2-chloro-5-fluorobenzene (81778-09-8)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 3h; Heating;

DOI:10.1002/jhet.5570340105

Reference yield:

(2-chloro-5-fluorophenyl)methanol (261762-59-8) → 1-(bromomethyl)-2-chloro-5-fluorobenzene (81778-09-8)

Guidance literature:

With phosphorus tribromide; In 1,2-dimethoxyethane; at 0 - 20 ℃; for 3h;

Reference yield:

methyl 2-chloro-5-fluorobenzoate (647020-63-1) → 1-(bromomethyl)-2-chloro-5-fluorobenzene (81778-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 1 h / 20 °C

2: phosphorus tribromide / 1,2-dimethoxyethane / 3 h / 0 - 20 °C

With methanol; sodium tetrahydroborate; phosphorus tribromide; In 1,2-dimethoxyethane;

upstream raw materials:

2-chloro-5-fluorotoluene

2-chloro-5-fluoro-benzoic acid

methyl 2-chloro-5-fluorobenzoate

(2-chloro-5-fluorophenyl)methanol

Downstream raw materials:

3-acetyl-1-(2-chloro-5-fluorobenzyl)-4-methoxy-1H-indole

C₁₄H₁₀BrClFN₃O

N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide

Refernces

• 1、 -. "CERTAIN DIPEPTIDYL PEPTIDASE INHIBITORS". . . Retrieved 2011/07/08.
• 2、 Krapcho, A. Paul,Gallagher, Cynthia E.,Hammach, Abdelhakim,Ellis, Michael,Menta, Ernesto,Oliva, Ambrogio. "Synthesis of regioisomeric 6,9-(chlorofluoro)-substituted benzo[g]quinoline-5,10-diones, benzo[g]isoquinoline-5,10-diones and 6-chloro-9-fluorobenzo[g]quinoxaline-5,10-dione". . p. 27 - 32. Retrieved 2007/10/03.