Basic information
- CAS
2417-72-3- Standard SMILES
COC(=O)c1ccc(CBr)cc1- InChIKey
NLWBJPPMPLPZIE-UHFFFAOYSA-N- Molecular formula
- C9H9BrO2
- Average molar mass
- 229.07 g/mol
- Monoisotopic mass
- 227.97859163
Names & identifiers
- Preferred name
- Methyl 4-(bromomethyl)benzoate
- IUPAC
- methyl 4-(bromomethyl)benzoate
- English name
- Methyl 4-(bromomethyl)benzoate
- Molecular formula
- C9H9BrO2
- Molecular weight
- 229.07
Names & synonyms
Methyl 4-(bromomethyl)benzoate2417-72-3Benzoic acid, 4-(bromomethyl)-, methyl esterDTXSID4049406DTXCID3029366RefChem:157566methyl (4-bromomethyl) benzoate607-335-7InChI=1/C9H9BrO2/c1-12-9(11)8-4-2-7(6-10)3-5-8/h2-5H,6H2,1HNLWBJPPMPLPZIE-UHFFFAOYSA-NMethyl 4-bromomethylbenzoate4-(Bromomethyl)benzoic Acid Methyl Ester
Show more names
NSC 83959BroMoMethyl benzoate4-broMo-Methyl benzoateMethyl α-broMo-p-toluateMethyl bromomethylbenzoateMethyl 4-broMoMethylbenzoatoMETHYL ALPHA-BROMO-P-TOLUATE4-Bromo Benzoic methyl EsterMethyl-4-(bromethyl benzoate)methyl 4-bromomethylbenzoatae
4-bromomethylbenzoic acid methyl estermethyl4-(bromomethyl)benzoateMFCD00032453methyl-4-(bromomethyl)benzoateC9GY6V54X6NSC-839594-(Methoxycarbonyl)benzyl bromide4-carbomethoxybenzyl bromide
Database identifiers
- CAS
2417-72-3- PubChem CID
- 256687
- DTXSID
DTXSID4049406- ChEMBL
CHEMBL3183843- UNII
- C9GY6V54X6
- EC Number
- 607-335-7
- Nikkaji
- J33.623H
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 151
Physicochemical properties
- Melting point
- 57 · 57-58 °C(lit.)
- Boiling point
- 130 · 130-135 °C2 mm Hg(lit.)
- Density
- 1 · 1,47 g/cm3
- refractive index
- 1.532 · 1.5320 (estimate)
- Flash point
- 130 · 130-135°C/2mm
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- soluble in Chloroform, Methanol
- form
- Crystalline Powder, Crystals and/or Chunks
- color
- White to yellow
- Water Solubility
- Lowly soluble in water, highly soluble in ethanol and ether, not soluble in halogenated organic solvents
- Sensitive
- Lachrymatory
- BRN
- 1867272 · 1867272
- InChI
- InChI=1S/C9H9BrO2/c1-12-9(11)8-4-2-7(6-10)3-5-8/h2-5H,6H2,1H3
- InChIKey
- NLWBJPPMPLPZIE-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC=C(CBr)C=C1
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
H301 (84%): Toxic if swallowed [Danger Acute toxicity, oral]
P233, P260, P264, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P342+P316, P363, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationBenzoic acid, 4-(bromomethyl)-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 3 (84%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29163990
- risk_code
- 22-34-43
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06,GHS08
- hazard_code
- C
- hazard_note
- Irritant
- safety_code
- 26-36/37/39-45-25
- hazard_class
- 8
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemistry & industry
Applications
UsesMethyl 4-(bromomethyl)benzoate is an ester derivative of a bromoalkylated benzoic acid. Methyl 4-(bromomethyl)benzoate is used in the preparation of potential anti-HIV agents. It i s also used as a catalyst for rearrangement of benzylthiothiazoline derivatives in the preparation aldose reductase inhibitors.
General DescriptionMethyl 4-(bromomethyl)benzoate is an ester. It is a lachrymator and an important drug intermediate. Ester group is slightly twisted out of the plane of the central aromatic ring in methyl 4-(bromomethyl)benzoate.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
587 records
Compound notes
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