2-(bromomethyl)-1,3-dichlorobenzene

• ChemBase ID: 78740
• Molecular Formular: C7H5BrCl2
• Molecular Mass: 239.9246
• Monoisotopic Mass: 237.89516752
• SMILES: BrCc1c(cccc1Cl)Cl
• Canonical SMILES: BrCc1c(Cl)cccc1Cl
• InChI: InChI=1S/C7H5BrCl2/c8-4-5-6(9)2-1-3-7(5)10/h1-3H,4H2
• InChIKey: PDFGFQUSSYSWNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(bromomethyl)-1,3-dichlorobenzene
• IUPAC Traditional name: 2-(bromomethyl)-1,3-dichlorobenzene
• Synonyms: alpha-Bromo-2,6-dichlorotoluene; 2-(Bromomethyl)-1,3-dichlorobenzene; 2,6-Dichlorobenzyl bromide; α-BROMO-2,6-DICHLORO TOLUENE-2,6-DICHLOROBENZYLBROMIDE; α-Bromo-2,6-dichlorotoluene; 2,6-Dichlorobenzyl bromide; α-Bromo-2,6-dichlorotoluene; 1-Bromomethyl-2,6-dichlorobenzene; 2,6-DICHLOROBENZYLBROMIDE; α-溴-2,6-二氯甲苯; 1-溴甲基-2,6-二氯苯; 2,6-二氯溴苄; 2,6-二氯苯甲基溴

Database IDs

• CAS Number: 20443-98-5
• EC Number: 243-827-4
• MDL Number: MFCD00000577
• Beilstein Number: 637351
• PubChem SID: 162043503; 24846523
• PubChem CID: 30159

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.9540725
• LogD (pH = 7.4): 3.9540725
• Log P: 3.9540725
• Molar Refractivity: 48.518 cm^3
• Polarizability: 18.765429 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 54-56 °C; 54-56 °C(lit.); 54-57°C; 54-57°C
• Flash Point: >110°C(230°F); >112°C; 113 °C; 235.4 °F

Safety Information

• Storage Condition: 0°C
• Storage Warning: Corrosive/Irritant/Lachrymatory/Moisture Sensitive/Light Sensitive/Store under Argon
• RTECS: XS7966000
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 34-36/37; R:36
• Safety Statements: 22-26-27-28-36/37/39-45; 26-36/37/39-45; S:36
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H318; H314-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥97.0% (HPLC); 97%
• Grade: purum
• Linear Formula: Cl2C6H3CH2Br

DETAILS

MP Biomedicals - 02150863

Tyrosine protecting reagent.

MP Biomedicals - 05223849

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 100307

Packaging
25, 100 g in glass bottle

REFERENCES

• May be used to introduce the 2,6-dichlorobenzyl protecting group for phenols, including the OH group of tyrosine in peptide synthesis. It is readily cleaved with TfOH-TFA in the presence of thioanisole as a cation scavenger: J. Chem. Soc., Chem. Commun., 1063 (1980).