1-(chlorodiphenylmethyl)-4-methoxybenzene

• ChemBase ID: 103022
• Molecular Formular: C20H17ClO
• Molecular Mass: 308.80138
• Monoisotopic Mass: 308.09679284
• SMILES: COc1ccc(cc1)C(Cl)(c1ccccc1)c1ccccc1
• Canonical SMILES: COc1ccc(cc1)C(c1ccccc1)(c1ccccc1)Cl
• InChI: InChI=1S/C20H17ClO/c1-22-19-14-12-18(13-15-19)20(21,16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-15H,1H3
• InChIKey: OBOHMJWDFPBPKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(chlorodiphenylmethyl)-4-methoxybenzene
• IUPAC Traditional name: 1-(chlorodiphenylmethyl)-4-methoxybenzene
• Synonyms: MMT; p-Anisylchlorodiphenylmethane; 4-Methoxytriphenylmethyl chloride; 4-Monomethoxytrityl chloride; p-ANISYL CHLORODIPHENYLMETHANE; 4-Methoxytriphenylmethyl chloride; 4-Methoxytrityl chloride; p-Monomethoxytrityl chloride; MMTrCl; 4-Methoxytriphenylchloromethane; 4-Methoxytrityl chloride; 4-Monomethoxytrityl chloride; 4-甲氧基三苯基氯甲烷; 4-茴香基氯化二苯甲烷; 4-甲氧基三苯甲基氯; 4-甲氧基三苯甲基氯; 4-甲氧基氯化三苯甲烷; 对茴香基氯二苯基甲烷; 4-甲氧基三苯基氯甲烷

Database IDs

• CAS Number: 14470-28-1
• EC Number: 238-463-8
• MDL Number: MFCD00000814
• Beilstein Number: 798425
• PubChem SID: 162089802; 24847888; 24883975
• PubChem CID: 84462

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.8352985
• LogD (pH = 7.4): 5.8352985
• Log P: 5.8352985
• Molar Refractivity: 92.8257 cm^3
• Polarizability: 35.71595 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: off-white to pink
• Melting Point: 120-124 °C; 121-125°C; 122-124 °C(lit.)

Safety Information

• Storage Condition: 0°C, Store Under Nitrogen
• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 97%
• Grade: purum
• Linear Formula: CH3OC6H4C(C6H5)2Cl
• Empirical Formula (Hill Notation): C20H17ClO

DETAILS

Sigma Aldrich - 129208

Packaging
5, 25, 100 g in glass bottle
Application
Selective protecting reagent for primary hydroxyl groups.1,2

Sigma Aldrich - 65367

Other Notes
Useful protecting group reagent1

REFERENCES

• Reagent for protection of alcohols, cf Chlorotriphenylmethane, A11799, as their monomethoxytrityl (Mmt) ethers, intermediate in acid-lability between trityl (Trt) and dimethoxytrityl (Dmt); see 4,4'-Dimethoxytrityl chloride, A11626. For use of DMAP as a catalyst for methoxytritylation of alcohols and amines, see: Tetrahedron Lett., 21, 3899 (1980); J. Org. Chem., 47, 571 (1982); Chem. Lett., 15 (1982).
• In a comparison with Dmt for N-protection during solid-phase peptide synthesis, the N-Mmt group was found to survive intact whereas N-Dmt derivatives decomposed slowly in protic solvents: Tetrahedron. Lett., 39, 1733 (1998).