4-Bromoaniline CAS 106-40-1
Introduction：Basic information about 4-Bromoaniline CAS 106-40-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Bromoaniline Basic information
| Product Name: | 4-Bromoaniline |
| Synonyms: | 4-Bromanilinu;4-bromanilinu(czech);4-bromo-benzenamin;AKOS BBS-00003662;4-BROMOBENZENAMIDE;4-BROMOBENZENAMINE;4-BROMOANILINE;4-Bromoanilines |
| CAS: | 106-40-1 |
| MF: | C6H6BrN |
| MW: | 172.02 |
| EINECS: | 203-393-9 |
| Product Categories: | C2 to C6;Nitrogen Compounds;Anilines, Amides & Amines;Bromine Compounds;Anilines (Building Blocks for Liquid Crystals);Bifunctional Compounds (Building Blocks for Liquid Crystals);FINE Chemical & INTERMEDIATES;Anilines, Aromatic Amines and Nitro Compounds;Amines;Phenyls & Phenyl-Het;Building Blocks for Liquid Crystals;Functional Materials;Phenyls & Phenyl-Het;amine | alkyl bromide;API intermediates;106-40-1 |
| Mol File: | 106-40-1.mol |
4-Bromoaniline Chemical Properties
| Melting point | 56-62 °C (lit.) |
| Boiling point | 230-250 °C |
| bulk density | 810kg/m3 |
| density | 1.497 |
| refractive index | 1.5680 (estimate) |
| Fp | 222-224°C |
| storage temp. | Store below +30°C. |
| solubility | ethanol: soluble0.5g/10 mL, clear, colorless to almost colorless |
| pka | 3.86(at 25℃) |
| form | crystalline |
| color | white to light yellow |
| Odor | Sweetish |
| Water Solubility | <0.1 g/100 mL at 23 ºC |
| Merck | 14,1404 |
| BRN | 742031 |
| Dielectric constant | 13.0（-7℃） |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents, peroxides, acids, acid chlorides, acid anhydrides, chloroformates. May be air sensitive. |
| InChI | 1S/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 |
| InChIKey | WDFQBORIUYODSI-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Br)cc1 |
| CAS DataBase Reference | 106-40-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Bromoaniline(106-40-1) |
| EPA Substance Registry System | p-Bromoaniline (106-40-1) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 21/22-36/37/38-20/21/22 |
| Safety Statements | 26-36/37-36/37/39 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | BW9280000 |
| F | 8-9-23 |
| Hazard Note | Harmful |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29214210 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1 STOT RE 2 |
| Hazardous Substances Data | 106-40-1(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 456 mg/kg LD50 dermal Rat 536 mg/kg |
| Chemical Properties | Gray-brown crystals with a peculiar odor. When heated or burned, they break down and release harmful fumes that contain hydrogen bromide and nitrogen oxides. When dissolved in water, it acts as a mild base. It reacts with acids and powerful oxidizing agents. The compound 4-bromoaniline consists of a hydrophobic benzene ring and an amino group that assists in carrying substances and improving PSC stability. |
| Uses | 4-Bromoaniline is a brominated aniline that is commonly used as a building block in the preparation of pharmaceutical and organic compounds. It is used in the preparation of azo dyes and is condensed with formaldehyde to prepare dihydroquinazolines. In addition, 4-Bromoaniline is also used as an intermediate in the production of other chemicals such as metobromuron, a herbicide, and resorantel, an antiparasitic agent. |
| Preparation | 4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 40, p. 1867, 1975 DOI: 10.1021/jo00900a053 Synthetic Communications, 19, p. 3047, 1989 DOI: 10.1080/00397918908052699 |
| General Description | P-bromoaniline is a brown solid with a sweet odor. (NTP, 1992) |
| Air & Water Reactions | 4-Bromoaniline is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water. |
| Reactivity Profile | Vapor may form highly reactive mixtures in air. |
| Fire Hazard | Flash point data are not available for 4-Bromoaniline, but 4-Bromoaniline is probably combustible. |
| Biological Activity | 4-Bromoaniline reduces gluconeogenesis in renal cortical slices obtained from the kidneys of untreated, male Fischer 344 rats. |
| Synthesis | RGO/Cu NPs (25 mg), arylboronic acid (1.0 mmol), K2CO3(1.3 mmol), 25-28% aqueous ammonia (5 mmol) and methanol(4 mL) were added to a 50 mL round-bottomed flask. The reactionmixture was stirred under reflux conditions for the appropriatetime. After completion of the reaction as monitored by TLC, themixture was filtered, and the solvent of the filtrate was removedunder vacuum with the aid of a rotary evaporator. The residue waspurified by column chromatography on silica gel to afford 4-Bromoaniline. |
| Purification Methods | Crystallise the aniline (with appreciable loss) from aqueous EtOH. The benzoyl derivative has m 204o (from EtOH). [Beilstein 12 IV 1497.] |
4-Bromoaniline Preparation Products And Raw materials
| Raw materials | 4-Nitroaniline-->Hydrochloric acid-->Copper(II) sulfate-->Cuprous bromide-->1-Bromo-4-nitrobenzene-->Hydrogen bromide-->Sodium nitrite-->4-Bromophenylboronic acid-->1-Bromo-4-iodobenzene-->Aniline |
| Preparation Products | 4-BROMO-2-NITROPHENYLBORONIC ACID-->6-BROMO-4-CHLOROQUINOLINE-->4-Aminobiphenyl-->6-Bromoquinoline-->6-bromoquinolin-4(3H)-one-->4-(4-Methylpiperazin-1-yl)phenylboronic Acid-->brotianide-->4-Bromobiphenyl-->2-(4-BROMOPHENYL)THIOPHENE-->4-BROMOPHENYLTHIOUREA-->4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline-->2-Amino-6-bromobenzothiazole-->4-BROMOPHENYLUREA-->4'-Bromoacetanilide-->5-(4-Bromophenyl)furfural-->polyaniline synthesized by means of condensation polymerization-->4,4'-THIODIANILINE-->Diazene, (4-bromophenyl)(4-chlorophenyl)- (9CI)-->ethenylsulfanylethene |
