Iodobenzene
- CAS No.
- 591-50-4
- Chemical Name:
- Iodobenzene
- Synonyms
- iodo-benzen;Phenyl iodide;iodinebenzol;Benzene,iodo-;benzeneiodide;1-Iodobenzene;4-Iodobenzene;mono iodobenzene;IODOBENZENE, STAB.;Iodbenzol
- CBNumber:
- CB0700740
- Molecular Formula:
- C6H5I
- Molecular Weight:
- 204.01
- MDL Number:
- MFCD00001029
- MOL File:
- 591-50-4.mol
- MSDS File:
- SDS
| Melting point | -29 °C (lit.) |
|---|---|
| Boiling point | 188 °C (lit.) |
| Density | 1.823 g/mL at 25 °C (lit.) |
| refractive index |
n |
| 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) |
| FDA UNII | 9HK5L7YBBR |
| NIST Chemistry Reference | Benzene, iodo-(591-50-4) |
| EPA Substance Registry System | Benzene, iodo- (591-50-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
Iodobenzene price More Price(30)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | I7632 | Iodobenzene 98% | 591-50-4 | 5G | $36.7 | 2024-03-01 | Buy |
| Sigma-Aldrich | I7632 | Iodobenzene 98% | 591-50-4 | 100g | $79.8 | 2024-03-01 | Buy |
| Sigma-Aldrich | I7632 | Iodobenzene 98% | 591-50-4 | 500g | $254 | 2024-03-01 | Buy |
| TCI Chemical | I0050 | Iodobenzene | 591-50-4 | 25G | $25 | 2024-03-01 | Buy |
| TCI Chemical | I0050 | Iodobenzene | 591-50-4 | 100G | $63 | 2024-03-01 | Buy |
Iodobenzene Chemical Properties,Uses,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
Preparation Products
1of5
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12457 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7613 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2967 | 58 |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | alice@crovellbio.com | China | 8823 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
View Lastest Price from Iodobenzene manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-24 | Iodobenzene
591-50-4
|
US $12.00 / kg | 1kg | 99% | 100mt | Jinan Finer Chemical Co., Ltd | |
 |
2023-12-24 | Iodobenzene
591-50-4
|
US $100.00-1.00 / KG | 1KG | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2023-09-06 | Iodobenzene
591-50-4
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd |
-
- Iodobenzene
591-50-4
- US $12.00 / kg
- 99%
- Jinan Finer Chemical Co., Ltd
-
- Iodobenzene
591-50-4
- US $100.00-1.00 / KG
- 99%
- Henan Fengda Chemical Co., Ltd
-
- Iodobenzene
591-50-4
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd