1-(chloromethyl)-4-methoxybenzene

• ChemBase ID: 82999
• Molecular Formular: C8H9ClO
• Molecular Mass: 156.60946
• Monoisotopic Mass: 156.03419259
• SMILES: ClCc1ccc(cc1)OC
• Canonical SMILES: ClCc1ccc(cc1)OC
• InChI: InChI=1S/C8H9ClO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6H2,1H3
• InChIKey: MOHYOXXOKFQHDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(chloromethyl)-4-methoxybenzene
• IUPAC Traditional name: 4-methoxybenzyl chloride
• Synonyms: 4-Methoxybenzyl chloride; 1-(Chloromethyl)-4-methoxybenzene; 4-(Chloromethyl)anisole; 4-Methoxybenzyl chloride; 1-(Chloromethyl)-4-methoxybenzene; 4-(氯甲基)苯甲醚; 4-甲氧基氯苄

Database IDs

• CAS Number: 824-94-2
• EC Number: 212-540-6
• MDL Number: MFCD00000915
• Beilstein Number: 606667
• PubChem SID: 162070118; 24856365; 24883599
• PubChem CID: 69993

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4028165
• LogD (pH = 7.4): 2.4028165
• Log P: 2.4028165
• Molar Refractivity: 42.3881 cm^3
• Polarizability: 16.499456 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -1 °C(lit.)
• Boiling Point: 117-118 °C/14 mmHg(lit.); 117-118°C/14mm
• Flash Point: 109 °C; 109°C; 228.2 °F
• Density: 1.15; 1.155 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.548; n20/D 1.548(lit.)

Safety Information

• Storage Warning: Corrosive/Toxic/Moisture Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 95+%; 98%
• Grade: purum
• Impurities: bottom sediment (K2CO3)
• Contains: 1% potassium carbonate as stabilizer; potassium carbonate as stabilizer
• Linear Formula: CH3OC6H4CH2Cl

DETAILS

Apollo Scientific Ltd - OR25768

Stabilised with potassium carbonate

Sigma Aldrich - 270245

Application
Employed in a synthesis of diarymethanes via Suzuki cross-coupling with postassium aryltrifluoroborates.1
O/N protecting group reagent which can be mildly oxidatively cleaved, e.g., with ceric ammonium nitrate.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 64870

Other Notes
Protecting group reagent for alcohols; the ethers are cleaved hydrogenolytically as well as oxidatively with DDQ or ceric ammonium nitrate, CAN1,2