4-Iodobenzyl bromide Chemical Properties

Melting point:

78-82 °C(lit.)

Boiling point:

140°C 15mm

Density 

2.0672 (rough estimate)

refractive index 

1.6500 (estimate)

Flash point:

140°C/15mm

storage temp. 

2-8°C

form 

Adhering Crystalline Powder

color 

Light yellow

Water Solubility 

Insoluble in water.

Sensitive 

Light Sensitive/Lachrymatory

BRN 

2325160

InChI

InChI=1S/C7H6BrI/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2

InChIKey

BQTRMYJYYNQQGK-UHFFFAOYSA-N

SMILES

C1(CBr)=CC=C(I)C=C1

CAS DataBase Reference

16004-15-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,T

Risk Statements 

34-63-42/43-36/37/38

Safety Statements 

26-36/37/39-45-23

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive/Lachrymatory/Light Sensitive

HazardClass 

IRRITANT

HazardClass 

8

PackingGroup 

Ⅱ

HS Code 

29039990

MSDS

• Language:English Provider:4-Iodobenzyl bromide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Iodobenzyl bromide Usage And Synthesis

Chemical Properties

light yellow adhering crystalline powder

Uses

4-Iodobenzyl bromide is used as an organic chemical synthesis intermediate.

Synthesis

4-Iodotoluene (Compound 1C, 25 g) was added with N-bromosuccinimide (23.5 g) and benzoyl peroxide (375 mg) in carbon tetrachloride (375 ml) and heated to reflux for 7 hours under light conditions. After completion of the reaction, the mixture was stirred at room temperature overnight. Subsequently, the insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure. The concentrated residue was recrystallized with ethyl acetate and hexane to afford the target product 4-iodobenzyl bromide (Compound 1D) in 60.3% yield. [0027] NMR hydrogen spectral data (CDCl3, with TMS as internal standard): δ 7.72 (d, 2H), 7.14 (d, 2H), 4.39 (s, 2H).

References

[1] Macromolecules, 2013, vol. 46, # 12, p. 4754 - 4763
[2] Acta Crystallographica Section C: Crystal Structure Communications, 2003, vol. 59, # 4, p. o216-o218
[3] Journal of Materials Chemistry C, 2015, vol. 3, # 4, p. 734 - 741
[4] Chemistry - An Asian Journal, 2017, vol. 12, # 6, p. 690 - 697
[5] Journal of Organic Chemistry, 2014, vol. 79, # 1, p. 223 - 229

4-Iodobenzyl bromide(16004-15-2)Related Product Information

• Benzyl chloride
• Rocuronium bromide
• Sodium bromate
• 4-Bromotoluene
• N,N-Dimethylbenzylamine
• Benzalacetone
• Ethidium bromide
• 4-Bromoaniline
• Benzyl bromide
• Benzyltrimethylammonium chloride
• Benzyltriethylammonium chloride
• α-Bromo-2，3，4，5，6-pentafluorotoluene
• DIBENZYLTOLUENE
• 4-Bromobiphenyl
• 4'-Bromoacetophenone
• 4-Nitrobenzyl alcohol
• 4-Chlorobenzyl chloride
• 4-Methoxybenzylchloride