Phenyliodide
Iodobenzene
CAS: 591-50-4
Molecular Formula: C6H5I
Phenyliodide - Names and Identifiers
| Name | Iodobenzene |
| Synonyms | iodo-benzen IODOBENZENE Iodobenzene iodinebenzol Phenyliodide Benzene,iodo- Phenyl iodide benzeneiodide Benzene, iodo- Benzene iodide AKOS BBS-00004395 |
| CAS | 591-50-4 |
| EINECS | 209-719-6 |
| InChI | InChI=1/C6H6.HI/c1-2-4-6-5-3-1;/h1-6H;1H/p-1 |
| InChIKey | SNHMUERNLJLMHN-UHFFFAOYSA-N |
Phenyliodide - Physico-chemical Properties
| Molecular Formula | C6H5I |
| Molar Mass | 204.01 |
| Density | 1.823 g/mL at 25 °C (lit.) |
| Melting Point | -29 °C (lit.) |
| Boling Point | 188 °C (lit.) |
| Flash Point | 74 °C |
| Water Solubility | insoluble |
| Solubility | 0.34g/l (experimental) |
| Appearance | Liquid |
| Specific Gravity | 1.823 |
| Color | Clear yellow |
| Merck | 14,5029 |
| BRN | 1446140 |
| Storage Condition | Store below +30°C. |
| Sensitive | Light Sensitive |
| Refractive Index | n20/D 1.62(lit.) |
| Physical and Chemical Properties | Density 1.82 melting point -29°C boiling point 188°C refractive index 1.618-1.62 flash point 74°C water-soluble insoluble |
| Use | For Organic synthesis |
Phenyliodide - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R20/22 - Harmful by inhalation and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S23 - Do not breathe vapour. |
| UN IDs | NA 1993 / PGIII |
| WGK Germany | 3 |
| RTECS | DA3390000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29036990 |
| Hazard Note | Irritant |
Phenyliodide - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | Iodobenzene (Iodobenzene), also known as iodobenzene, is an iodine substitute for benzene. The molecular formula is C6H5I, which is colorless and has a special odor. Liquid, insoluble in water, soluble in chloroform, ether and ethanol. Sensitive to light, the color of the light gradually turns yellow. Flash point 74 ℃. Since C- I bond energy is lower than C- Cl and C- Br bond energy, iodobenzene is more reactive than chlorobenzene and bromobenzene. It can react with magnesium to produce the Grignard reagent phenylmagnesium iodide (PhMgI), which can be used as a synthon equivalent of phenyl anions in organic synthesis. Iodobenzene can also be used as a raw material in the coupling reaction, Heck reaction and other metal-catalyzed coupling reactions. |
| Use | Used as standard refractive index liquid Used in organic synthesis or as refractive index standard liquid. Used in organic synthesis, it is also a general reagent, which can be used as refractive index standard solution |
| production method | is obtained by diazotization and replacement of aniline. Add 30% hydrochloric acid and aniline to water, stir and cool to 2 ℃, slowly add sodium nitrite solution dropwise, and control the temperature not to exceed 12 ℃. When dropping the last part of sodium nitrite solution, use potassium iodide starch test paper to test, and the blue color is the end point of the reaction to obtain the diazotized solution. Add the potassium iodide solution to the diazotization solution several times, release nitrogen at this time, and leave it for 2 hours until no nitrogen escapes. After cooling, the upper water solution is divided. Add 10% sodium hydroxide solution to make the reaction solution to pH14. Steam distillation is carried out, the distillate is divided into water layer, dried and fractionated at normal pressure, and the fraction at 184-188 ℃ is collected, which is iodobenzene with 77% yield. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:46
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