3-Bromoanisole
Basic information
- CAS
2398-37-0- Standard SMILES
COc1cccc(Br)c1- InChIKey
PLDWAJLZAAHOGG-UHFFFAOYSA-N- Molecular formula
- C7.H7.Br. O
- Average molar mass
- 187.03 g/mol
- Monoisotopic mass
- 185.96803
Names & identifiers
- Preferred name
- 3-Bromoanisole
- IUPAC
- 1-bromo-3-methoxybenzene
- English name
- 3-Bromoanisole
- Molecular formula
- C7H7BrO
- Molecular weight
- 187.03
Names & synonyms
3-Bromoanisole2398-37-01-BROMO-3-METHOXYBENZENEm-Bromoanisole3-MethoxybromobenzeneBenzene, 1-bromo-3-methoxy-m-BromomethoxybenzeneAnisole, m-bromo-m-Methoxybromobenzene3-Methoxy-1-bromobenzenem-Bromophenyl methyl etherDTXSID4044618
Show more names
META BROMO ANISOLE3-Methoxyphenyl bromideM-Bro3-BROMO ANISOL5-bromoanisole
NSC 822937ZO6TY38WYNSC-822931Bromo3methoxybenzeneEINECS 219-264-5DTXCID2024618mBromoanisoleAnisole, mbromo
Database identifiers
- CAS
2398-37-0- PubChem CID
- 16971
- DTXSID
DTXSID4044618- ChEMBL
CHEMBL3182998- UNII
- 7ZO6TY38WY
- EC Number
- 219-264-5
- Nikkaji
- J12.874K
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 85
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Anisoles
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP3.23
Density1.49 @25 °C
Boiling Point211 °C @760 [mm Hg]
Vapor Pressure0.28 [mmHg]
Physical DescriptionClear light yellow liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 2 °C · 2 °C
- Boiling point
- 210 · 210-211 °C(lit.)
- Density
- 1.49 g/mL · 1.490 g/mL at 20 °C
- vapor pressure
- 38.39 Pa · 38.39Pa at 25℃
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
This chemical does not meet GHS hazard criteria for 9.4% (5 of 53) of reports.
Warning
H315 (26.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 53 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
REACH registered substance: 3-bromoanisole (EC: 219-264-5)
3-Bromoanisole: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Anisole. See 4-Bromoanisole.
Hazard Classes and CategoriesSkin Irrit. 2 (26.4%)
Safety & protection
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Safety data
- F
- 8
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzene, 1-bromo-3-methoxy-: ACTIVE
Applications
Uses3-Bromoanisole used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.
Preparation methods
Preparation3-Bromoanisole is synthesized through a reaction between m-bromophenol and dimethyl sulfate. The synthesis method involves the following steps:Dissolve m-bromophenol in a sodium hydroxide solution.Slowly add dimethyl sulfate dropwise to the solution while stirring.Heat the mixture and allow it to react for 1 hour.Cool the reaction mixture to separate the colorless oil formed.Extract the water layer with ether.Dry the ether extract and then distill it to recover the ether.Distill the residue obtained after recovering the ether, along with the colorless oil, under reduced pressure.This distillation process results in the production of m-bromoanisole as the final product.The overall yield of m-bromoanisole achieved through this process is 90%.
Upstream & downstream products
Upstream raw materials
Related reactions
257 records
Compound notes
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