2-Bromo-5-methoxybenzonitrile

HCID 21784096CAS 138642-47-4

Substructure search Find similar structures

Basic information

Standard SMILES: COc1ccc(Br)c(C#N)c1
InChIKey: ZQONVYONOASKIY-UHFFFAOYSA-N
Molecular formula: C8H6BrNO
Average molar mass: 212.04 g/mol
Monoisotopic mass: 210.96327591

Names & identifiers

Preferred name: 2-Bromo-5-methoxybenzonitrile
IUPAC: 2-bromo-5-methoxybenzonitrile
English name: 2-Bromo-5-methoxybenzonitrile
Molecular formula: C8H6BrNO
Molecular weight: 212.04

Names & synonyms

2-bromo-5-methoxybenzonitrile138642-47-4DTXSID80617998RefChem:257370DTXCID60568752625-739-14-Bromo-3-cyanoanisoleMFCD01861260Benzonitrile, 2-bromo-5-methoxy-2-bromo-5-methoxybenzenecarbonitrile2-bromo-5-methoxy-benzonitrileSCHEMBL2038941

Show more names

KML-452-BroMo-5-Methoxybenzonitrile 97%4-Bromo-3-cyanoanisole, 6-Bromo-m-anisonitrile

SBB0287762-Bromo-5-methoxybenzonitrile, 97%AKOS000304719FB55427PS-3910AC-26258SY030656DB-027531

Database identifiers

CAS: 138642-47-4
PubChem CID: 21784096
DTXSID: DTXSID80617998
EC Number: 625-739-1
Nikkaji: J3.182.828G

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 33 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 174

Physicochemical properties

Melting point: 99 · 99-102 °C
Boiling point: 292.8 · 292.8±30.0 °C(Predicted)
Density: 1.56 · 1.56±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
form: solid
color: peachy
InChI: InChI=1S/C8H6BrNO/c1-11-7-2-3-8(9)6(4-7)5-10/h2-4H,1H3
InChIKey: ZQONVYONOASKIY-UHFFFAOYSA-N
SMILES: C(#N)C1=CC(OC)=CC=C1Br
CAS DataBase Reference: 138642 · 138642-47-4
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07,GHS06
Signal word: Warning
Hazard statements: 312 · H312-H315-H331-H335-H302-H319
Precautionary statements: 261 · P261-P280-P304+P340-P405-P501a-P305+P351+P338
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22
Safety Statements: 36 · 36/37
RIDADR: 3439 · UN3439
WGK Germany: 3 · 3
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29269090 · 29269090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, 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 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
ridadr: UN3439
hs_code: 29269090
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07,GHS06
hazard_code: Xn
safety_code: 36/37
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H312-H315-H331-H335-H302-H319
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P261-P280-P304+P340-P405-P501a-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses2-Bromo-5-methoxybenzonitrile (10.0 g, 47.2 mmol) was dissolved in dry tetrahydrofuran (100 mL) in a flame-dried flask and cooled in an ice bath. A solution of borane in tetrahydrofuran (75 mL, 75 mmol, 1.0 M) was added dropwise over 30 minutes. The reaction mixture was stirred overnight at rt, then quenched slowly with ice water and Na2CO3 (saturated aqueous solution). After removing THF, the residue was extracted with large amounts of EtOAc three times. The combined organic layers were washed with water, dried, and concentrated to give the crude, which was purified by silica gel column chromatography to give 1-(2-Bromo-5-methoxyphenyl)methanamine as a white powder (3.65 g, 36%).