Basic information
- Standard SMILES
N#Cc1ccc(Br)cc1- InChIKey
HQSCPPCMBMFJJN-UHFFFAOYSA-N- Molecular formula
- C7H4BrN
- Average molar mass
- 182.02 g/mol
- Monoisotopic mass
- 180.95271123
Names & identifiers
- Preferred name
- Benzonitrile, 4-bromo-
- IUPAC
- 4-bromobenzonitrile
- English name
- 4-Bromobenzonitrile
- Molecular formula
- C7H4BrN
- Molecular weight
- 182.02
Names & synonyms
Show more names
Database identifiers
- CAS
623-00-7- PubChem CID
- 12162
- DTXSID
DTXSID60211352- ChEMBL
CHEMBL3248210- UNII
- 32L8XG37J4
- EC Number
- 210-764-9
- Nikkaji
- J42.017D
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 23.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 127
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 110 · 110-115 °C(lit.)
- Boiling point
- 235 · 235-237 °C(lit.)
- Density
- 1 · 1,562 g/cm3
- refractive index
- 1.5999 · 1.5999 (estimate)
- Flash point
- 130 °C · 130°C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 0.2 g/l · 0.2g/l
- form
- Powder or Flakes
- color
- White to light yellow or flakes
- Water Solubility
- Very slightly soluble in water(0.2g/L). Soluble in alcohol and ether.
- BRN
- 2041518 · 2041518
- InChI
- 1S/C7H4BrN/c8-7-3-1-6(5-9)2-4-7/h1-4H
- InChIKey
- HQSCPPCMBMFJJN-UHFFFAOYSA-N
- SMILES
- Brc1ccc(cc1)C#N
- LogP
- 2.3 at · 2.3 at 22.5℃ and pH7
- CAS DataBase Reference
- 623 · 623-00-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 32 L8XG37J4 · 32L8XG37J4
- NIST Chemistry Reference
- 4 · 4-Bromobenzoic acid nitrile(623-00-7)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312-H319-H412
- Precautionary statements
- 264 · P264-P273-P280-P301+P312-P302+P352+P312-P305+P351+P338
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn,T,Xi
- Risk Statements
- 22 · 22-36/37/38-20/21/22
- Safety Statements
- 61 · 61-36/37/39-26-24/25
- RIDADR
- 3439 · UN 3439 6.1/PG 3
- WGK Germany
- 2 · 2
- RTECS
- 2460000 · DI2460000
- Hazard Note
- Toxic/Irritant
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29269095 · 29269095
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2
- REACH Registrations
- Active
- Limited Quantities
- 5 kg · 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (91.2%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 57 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25590
4-Bromobenzonitrile: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 2
- rtecs
- DI2460000
- ridadr
- UN 3439 6.1/PG 3
- hs_code
- 29269095
- risk_code
- 22-36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,T,Xi
- hazard_note
- Toxic/Irritant
- safety_code
- 61-36/37/39-26-24/25
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H302+H312-H319-H412
- Limited Quantities
- 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Chronic 3Eye Irrit. 2
- Precautionary statements
- P264-P273-P280-P301+P312-P302+P352+P312-P305+P351+P338
Chemistry & industry
Applications
Uses4- Bromobenzonitrile is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceu ticals and other organic chemicals,
Uses4-Bromobenzonitrile is used as reagents and solvents. Reaction of 2-propanol, 4-bromobenzonitrile, and NaH in the presence of 1.5 mol % Pd2(dba)3 and 3 mol % (S)-(-)2,2-bis(di-p-tolylphosphino)- 1,1-binaphthyl at 50°C afforded 4-isopropoxy- benzonitrile in 80% isolated yield. The synthesis of 4-cyanobiphenyl at room temperature in a flow injection microreactor, using a supported catalyst, without the addition of a base gave a product yield of 67±7% (n=6). This was achieved by injecting 4-bromobenzonitrile. The 3-arylation of 2,5-dimethylthiophene with 4-bromopropiophenone, 4-trifluoromethylbromobenzene or 4-bromobenzonitrile gave 3-5 in only 38-50% yields in Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.
Upstream & downstream products
Downstream products
Suppliers50 total
Related reactions
Linked notes
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