| Identification | More | [Name]
3-Bromophenylacetonitrile | [CAS]
31938-07-5 | [Synonyms]
3-BROMOBENZYL CYANIDE
3-BROMOPHENYLACETONITRILE
M-BROMOBENZYL CYANIDE
TIMTEC-BB SBB006625
3-BROMOBENZYL CYANIDE 98%
Alpha-Bromo-M-Tolunitrile98%
3-Bromophenylacetonitrile, 98%+
3-Bromophenylacetonitrile,97%
3-BROMOPHENYLACETONITRILE/3-BROMOBENZYL CYANIDE
m-Bromophenylacetonitrile | [EINECS(EC#)]
250-867-6 | [Molecular Formula]
C8H6BrN | [MDL Number]
MFCD00001906 | [Molecular Weight]
196.04 | [MOL File]
31938-07-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow low melting crystalline solid | [Melting point ]
27-28 °C (lit.) | [Boiling point ]
145-147 °C/10 mmHg (lit.) | [density ]
1.5466 (rough estimate) | [refractive index ]
1.5700 | [Fp ]
>110°C | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
liquid | [color ]
Colourless | [BRN ]
2355439 | [Exposure limits]
NIOSH: IDLH 25 mg/m3 | [InChI]
InChI=1S/C8H6BrN/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6H,4H2 | [InChIKey]
UUZYFBXKWIQKTF-UHFFFAOYSA-N | [SMILES]
C1(CC#N)=CC=CC(Br)=C1 | [LogP]
2.220 (est) | [CAS DataBase Reference]
31938-07-5(CAS DataBase Reference) | [EPA Substance Registry System]
31938-07-5(EPA Substance) |
| Questions And Answer | Back Directory | [Synthesis]
Step 1, Synthesis of 2-(3-bromophenyl)acetamide Under a nitrogen atmosphere, 1-hydroxybenzotriazole (HOBT, 13.82 g, 102.3 mmol), N-ethyldiisopropylamine (13.22 g, 102.3 mmol), and ammonium carbonate (27.0 g, 279.0 mmol) were added to 3-bromophenylacetic acid (20.0 g, 93.0 mmol) in a freshly dried and distilled solution of tetrahydrofuran (80 mL). The reaction mixture was stirred at room temperature for about 5 minutes, then cooled to 0°C and stirred at the same temperature for about 1 hour. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI.HCl, 19.61 g, 102.3 mmol) was added at 0 °C under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for about 12 hours. The solvent was evaporated under vacuum and water was added to give a white solid, which was filtered, washed with water, and dried to give 2-(3-bromophenyl)acetamide, yield 12.69 g. Step 2, Synthesis of 3-bromobenzyl cyanide 2-(3-bromophenyl)acetamide (10.0 g, 46.73 mmol) in dry 1,4-dioxane (100 mL) was cooled to 0 °C, and triethylamine (18.91 g, 187.92 mmol) was added. The reaction mixture was stirred for about 10 minutes. Trifluoroacetic anhydride (39.26 g, 186.92 mmol) was added dropwise at 0 °C, and the reaction mixture was stirred at room temperature for about 12 hours. The reaction mixture was poured into cold water, extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under vacuum to give an oily residue. This residue was purified by silica gel column chromatography, eluting with ethyl acetate and hexane (1:49) to give the title compound as a pale yellow oil. Yield: 8.4 g. |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
3449 | [WGK Germany ]
3 | [RTECS ]
AL8060000 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
I | [HS Code ]
29269090 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow low melting crystalline solid | [Uses]
3-Bromophenylacetonitrile has been used in the synthesis of:
- a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands
- 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione
|
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
Shanghai Ennopharm Co., Ltd.
|
| Telephone: |
+86 (21) 6435-5022 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList13640/0_EN.htm |
|