Introduction Chemical Properties Usage Preparation
ChemicalBook > CAS DataBase List > Iodobenzene

Iodobenzene

Introduction Chemical Properties Usage Preparation
Product Name
Iodobenzene
CAS No.
591-50-4
Chemical Name
Iodobenzene
Synonyms
iodo-benzen;Phenyl iodide;iodinebenzol;1-Iodobenzene;benzeneiodide;Benzene,iodo-;4-Iodobenzene;mono iodobenzene;IODOBENZENE, STAB.;Iodbenzol
CBNumber
CB0700740
Molecular Formula
C6H5I
Formula Weight
204.01
MOL File
591-50-4.mol
More
Less

Iodobenzene Property

Melting point:
-29 °C (lit.)
Boiling point:
188 °C (lit.)
Density 
1.823 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.62(lit.)
Flash point:
74 °C
storage temp. 
Store below +30°C.
solubility 
0.34g/l (experimental)
form 
Liquid
Specific Gravity
1.823
color 
Clear yellow
Water Solubility 
insoluble
Sensitive 
Light Sensitive
Merck 
14,5029
BRN 
1446140
Dielectric constant
4.6（20℃）
InChIKey
SNHMUERNLJLMHN-UHFFFAOYSA-N
CAS DataBase Reference
591-50-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, iodo-(591-50-4)
EPA Substance Registry System
Benzene, iodo- (591-50-4)
More
Less

Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36-20/22
Safety Statements 
26-36-23
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
RTECS 
DA3390000
F 
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29036990
Hazardous Substances Data
591-50-4(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I7632
Product name
Iodobenzene
Purity
98%
Packaging
5G
Price
$36.7
Updated
2024/03/01
Sigma-Aldrich
Product number
I7632
Product name
Iodobenzene
Purity
98%
Packaging
100g
Price
$79.8
Updated
2024/03/01
Sigma-Aldrich
Product number
I7632
Product name
Iodobenzene
Purity
98%
Packaging
500g
Price
$254
Updated
2024/03/01
TCI Chemical
Product number
I0050
Product name
Iodobenzene
Packaging
25G
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
I0050
Product name
Iodobenzene
Packaging
100G
Price
$63
Updated
2024/03/01
More
Less

Iodobenzene Chemical Properties,Usage,Production

Introduction

Iodobenzene is one Iodine substitution of benzene and its molecular formula is C6H5I. It Is a colorless liquid with special odor, insoluble in water, soluble in trichloromethane, ether and ethanol. It is Photosensitive and gradually turns yellow in case of light. Because the bond energy of C-I is lower than that of C-Cl and C-Br, its reactivity is much stronger. It can react with magnesium to generate grignard reagent Phenylmagnesium Iodide (PhMgI), which can be used as equivalent of phenyl anion in organic synthesis. Iodobenzene can be used as the raw material in Sonogashira coupling reaction, Heck reaction and Other metals catalyzed coupling reaction.

Chemical Properties

Colorless liquid, melting point-31.27℃, boiling point 188.3℃, 63-64℃（1.07kPa）, Flash point 74 ℃,density 1.8308（20/4℃）, refractive index1.6200（18.5℃）

Usage

A general reagent for organic synthesis and used as a standard liquid refractive index

Preparation

Iodobenzene is obtained through the diazotization and replacement reaction of Aniline.
Hydrochloric acid( 30%) and aniline were added to Water, stirred and cooled to 2 ℃. Then,  sodium nitrite solution was added dropwise to the above solution and the temperature was controlled to be no more than 12℃. When the last part of sodium nitrite solution was added, potassium iodide starch paper was used to determine the blue reaction endpoint.
Then, diazotization liquid was obtained.  Potassium iodide solution was added to the diazotization solution in several batches until no nitrogen was released. After cooling, the upper aqueous solution was separated from the above system. Sodium hydroxide solution (10%) was added until the pH value was 14. A distillation process was carried out and aqueous layer was separated from the distillate. The atmospheric fractionation process was arried out after drying and the fraction at184-188 ℃ was collected, which is iodobenzene with a yield of 77%.

Chemical Properties

CLEAR YELLOW LIQUID

Uses

suzuki reaction

Uses

Iodobenzene is used to prepare biphenyl and stilbene. It reacts with magnesium to form the Grignard reagent, a phenylmagnesium iodide used in organic synthesis. It finds application as a solid chlorine source by reacting with chlorine to form a complex, iodobenzene dichloride. It serves as a substrate in Sonogashira reaction which is used to form a carbon-carbon bond between a terminal alkyne and an aryl halide.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 3167, 1992 DOI: 10.1016/S0040-4039(00)79842-X
The Journal of Organic Chemistry, 53, p. 3548, 1988 DOI: 10.1021/jo00250a024

Purification Methods

Wash it with dilute aqueous Na2S2O3, then water. Dry it with CaCl2 or CaSO4, decolourise with charcoal and distil it under reduced pressure then store it with mercury or silver powder to stabilise it. [Beilstein 5 IV 688.]

Iodobenzene Preparation Products And Raw materials

Raw materials

Aniline hydrochloride Potassium iodide statch paper

Preparation Products

(4-IODOPHENYL)ACETONE 4-Acetyl-2-fluorobiphenyl (Diacetoxyiodo)benzene 5-PHENYL-2-THIOPHENECARBALDEHYDE 1-(2-amino[1,1'-biphenyl]-4-yl)ethan-1-one 1-(2-NITRO-BIPHENYL-4-YL)-ETHANONE N,N-DIPHENYLQUINACRIDONE Diphenylacetylene 5-Phenylthiophene-2-carboxylic acid 3-Phenyl-1H-pyrazole 2-PHENYLMALONAMIDE [Bis(trifluoroacetoxy)iodo]benzene
More
Less

Iodobenzene Suppliers

Americas 1 Austria 1 Belgium 1 Canada 1 China 425 Europe 3 France 2 Germany 9 India 46 Italy 1 Japan 11 Russia 1 Slovakia 1 Switzerland 2 Ukraine 1 United Kingdom 18 United States 49 Global 573
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
AbaChemScene
Tel
732-484-9848
Fax
888-484-5008
Email
sales@chemscene.com
Country
United States
ProdList
3982
Advantage
60
Cato Research Chemicals Inc.
Tel
020-81215950 4000-868-328
Email
customer@uwalab.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
RSA Corporation
Tel
--
Fax
--
Email
media@RSAgroup.ca
Country
United States
ProdList
343
Advantage
58
Sarchem Laboratories, Inc.
Tel
--
Fax
--
Email
info@sarchemlabs.com
Country
United States
ProdList
736
Advantage
58
Tosoh USA, Inc. (part of Tosoh Corporation)
Tel
--
Fax
--
Email
info.tusa@tosoh.com
Country
United States
ProdList
32
Advantage
58
Advanced Compounds International Inc.,
Tel
--
Fax
--
Country
United States
ProdList
16
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
Advanced Compounds International. (ACI)
Tel
--
Fax
--
Email
info@advancedcompounds.com
Country
United States
ProdList
74
Advantage
58
Ajay-SQM Group (Ajay North America, LLC)
Tel
--
Fax
--
Email
sales@ajay-sqm.com
Country
United States
ProdList
16
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Amber Synthetics, Amsyn Inc.
Tel
--
Fax
--
Email
mail@amsyn.com
Country
United States
ProdList
194
Advantage
46
Fine Chem Trading LTD
Tel
--
Fax
--
Email
chemfinder@chemfinder.co.uk
Country
United States
ProdList
1609
Advantage
64
NutriScience Innovations, LLC
Tel
--
Fax
--
Email
sales@nutriscienceusa.com
Country
United States
ProdList
141
Advantage
64
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Lianyungang Ziyan Chemical Co., Ltd.
Tel
--
Fax
--
Email
ziyanchem@gmail.com
Country
United States
ProdList
360
Advantage
0
OMKAR CHEMICALS & RESEARCH LABS..
Tel
--
Fax
--
Email
rishi@bom8.vsnl.net.in
Country
United States
ProdList
87
Advantage
51
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Advanced Synthesis Technologies
Tel
--
Fax
--
Email
sales@advancedsynthesis.com
Country
United States
ProdList
4775
Advantage
61
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
Leonid Chemicals Private Limited
Tel
--
Fax
--
Email
careers@leonidchemicals.com
Country
United States
ProdList
1700
Advantage
43
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Narchem Corporation
Tel
--
Fax
--
Email
sales@narchem.com
Country
United States
ProdList
2813
Advantage
60
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
MICAL specialty chemicals
Tel
--
Fax
--
Email
service@iodine.com
Country
United States
ProdList
33
Advantage
60
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
AB Chem Technologies, LLC
Tel
--
Fax
--
Email
sales@abchemtech.com
Country
United States
ProdList
1101
Advantage
46
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
Esprit Chemical Company
Tel
--
Fax
--
Email
admin@esprixtech.com
Country
United States
ProdList
1616
Advantage
55
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
GFS Chemicals
Tel
--
Fax
--
Email
gfschem@gfschemicals.com
Country
United States
ProdList
3403
Advantage
75
Eastern Chemical Corp.
Tel
--
Fax
--
Email
eastern@u-g.com
Country
United States
ProdList
2786
Advantage
34
More
Less

View Lastest Price from Iodobenzene manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Iodobenzene 591-50-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-31
Hebei Chuanghai Biotechnology Co,.LTD
Product
Iodobenzene 591-50-4
Price
US $5.60/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000kg
Release date
2024-08-20
Henan Fengda Chemical Co., Ltd
Product
Iodobenzene 591-50-4
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24

591-50-4, IodobenzeneRelated Search:

1-Bromo-4-iodobenzene IODOBENZENE I,I-DIACETATE,IODOBENZENE DIACETATE Benzoguanamine 4-Iodobenzoic acid 2,3,5-Triiodobenzoic acid Bromobenzene 2-Iodoacetamide HEXACHLOROBENZENE 4-Iodoanisole 2-Bromoacetophenone 4-Iodophenol 2-Iodobenzoic acid Cuprous iodide Lead(II) iodide Potassium iodide Zinc iodide Cyclopropyl iodide Sodium iodide

  • iodo-benzen
  • Phenyl iodide
  • Benzene iodide
  • Benzene,iodo-
  • benzeneiodide
  • iodinebenzol
  • Iodobenzene, 97.5%
  • IODOBENZENE
  • AKOS BBS-00004395
  • 1-Iodobenzene
  • 3-Iodobenzene
  • 4-Iodobenzene
  • mono iodobenzene
  • Iodobenzene, 98% 100ML
  • Phenyliodide
  • IODOBENZENE, STAB.
  • Iodobenzene98%
  • lodobenzene
  • Iodbenzol
  • Iodobenzene 97+%
  • Vortioxetine Impurity 51
  • Iodobenzene&gt
  • IODOBENZENE FOR SYNTHESIS 100 ML
  • IODOBENZENE FOR SYNTHESIS 250 ML
  • Iodobenzene ISO 9001：2015 REACH
  • Iodobenzene iodo-benzen
  • IODOBENZENE For Synthesis
  • Vortioxetine Impurity 83
  • Iodobenzene 98% For Synthesis
  • 591-50-4
  • 591-50-1
  • 591504
  • IC6H5
  • C6H5l
  • HALOGEN
  • Building Blocks
  • Aryl
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • C6
  • alkyl Iodine
  • Aryl
  • C6
  • Halogenated Hydrocarbons
  • API intermediates
  • Iodine Compounds
  • Pharmaceutical Intermediate
  • Pharmaceutical Intermediates
  • Aromatic Halides (substituted)
  • Organics
  • bc0001
  • 591-50-4