4-(Bromomethyl)benzonitrile
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Basic information
- CAS
17201-43-3- Standard SMILES
N#Cc1ccc(CBr)cc1- InChIKey
UMLFTCYAQPPZER-UHFFFAOYSA-N- Molecular formula
- C8H6BrN
- Average molar mass
- 196.04 g/mol
- Monoisotopic mass
- 194.96836
Names & identifiers
- Preferred name
- 4-(Bromomethyl)benzonitrile
- IUPAC
- 4-(bromomethyl)benzonitrile
- English name
- 4-Cyanobenzyl bromide
- Molecular formula
- C8H6BrN
- Molecular weight
- 196.04
Names & synonyms
4-Cyanobenzyl bromide17201-43-34-(Bromomethyl)benzonitrilep-Cyanobenzyl bromideBenzonitrile, 4-(bromomethyl)-alpha-Bromo-p-tolunitrilep-(Bromomethyl)benzonitrileBenzonitrile, p-(bromomethyl)-p-Tolunitrile, alpha-bromo-NSC 95792p-Toluonitrile, alpha-bromo-RV332B84ZG
Show more names
Para Cyano Benzyl BromideA-BROMO-P-TOLUNITRILE4CNBBAKOS BC-30284-CyanobenzylAKOS BBS-000039704-Cyanobezyl Bromide4-Cynobenzyl bromide
EINECS 241-246-0NSC-95792DTXSID40864744RefChem:515417DTXCID90813227InChI=1/C8H6BrN/c9-5-7-1-3-8(6-10)4-2-7/h1-4H,5H4-bromomethylbenzonitrile4-Bromomethyl-benzonitrile
Database identifiers
- CAS
17201-43-3- PubChem CID
- 86996
- DTXSID
DTXSID40864744- UNII
- RV332B84ZG
- EC Number
- 241-246-0
- Nikkaji
- J266.795I
Properties
Computed structural propertiesFilling in
- XLogP
- 2.2
- Topological polar surface area
- 23.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 139
Physicochemical properties
- Melting point
- 115 · 115-117 °C(lit.)
- Boiling point
- 143 °C · 143 °C / 12mmHg
- Density
- 1.5466 · 1.5466 (rough estimate)
- refractive index
- 1.655 · 1.6550 (estimate)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Liquid
- color
- Clear colorless to yellow
- Water Solubility
- Soluble in chloroform and methanol. Insoluble in water.
- BRN
- 636717 · 636717
- InChI
- InChI=1S/C8H6BrN/c9-5-7-1-3-8(6-10)4-2-7/h1-4H,5H2
- InChIKey
- UMLFTCYAQPPZER-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC=C(CBr)C=C1
- CAS DataBase Reference
- 17201 · 17201-43-3(CAS DataBase Reference)
- FDA UNII
- 332 B84ZG · RV332B84ZG
- NIST Chemistry Reference
- «ALPHA»-bromo-p-tolunitrile(17201-43-3)
- EPA Substance Registry System
- 4 · Benzonitrile, 4-(bromomethyl)- (17201-43-3)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS08
- Signal word
- Danger
- Hazard statements
- 314 · H314-H334
- Precautionary statements
- 260 · P260-P280-P284-P303+P361+P353-P304+P340+P310-P305+P351+P338
- PPE
- 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- Hazard Codes
- C
- Risk Statements
- 34 · 34-42/43
- Safety Statements
- 22 · 22-26-36/37/39-45-28A
- RIDADR
- 3261 · UN 3261 8/PG 2
- WGK Germany
- 3 · 3
- F
- 10 · 10-19-21
- Hazard Note
- Corrosive
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29269090 · 29269090
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Skin · Resp. Sens. 1Skin Corr. 1B
- Limited Quantities
- 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (98.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (35.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H334 (88.2%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
P233, P260, P264, P264+P265, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P342+P316, P363, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 85 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationBenzonitrile, 4-(bromomethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1B (98.8%)；Eye Dam. 1 (35.3%)；Resp. Sens. 1 (88.2%)
Regulatory information
Regulatory InformationBenzonitrile, 4-(bromomethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 10-19-21
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29269090
- risk_code
- 34-42/43
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS08
- hazard_code
- C
- hazard_note
- Corrosive
- safety_code
- 22-26-36/37/39-45-28A
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314-H334
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- Hazard Classifications
- Resp. Sens. 1Skin Corr. 1B
- Precautionary statements
- P260-P280-P284-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzonitrile, 4-(bromomethyl)-: ACTIVE
Applications
Uses4-Cyanobenzyl bromide is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.
UsesA benzyl halide as postemergence herbicides.
Uses4-(Bromomethyl)benzonitrile is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.
Uses4-(Bromomethyl)benzonitrile may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.
General Description4-(Bromomethyl)benzonitrile reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
604 records
Compound notes
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