4-Methoxybenzyl alcohol

• Catalog No.: A15559
• CAS Number: 105-13-5
• M. F.: C8H10O2
• M. W.: 138.1638
• Purity: 98%

SYNONYMS

• Title: 4-甲氧基苄醇
• IUPAC name: (4-methoxyphenyl)methanol
• IUPAC Traditional name: P-methoxybenzyl alcohol
• Synonyms: p-Anisyl alcohol; 4-Methoxyphenylmethanol

DATABASE IDS

• MDL Number: MFCD00004653
• CAS Number: 105-13-5
• Beilstein Number: 636654
• EC Number: 203-273-6
• Merck Index: 14604

PROPERTIES

• Purity: 98%
• Boiling Point: 259°C
• Density: 1.110
• Flash Point: 113°C(235°F)
• Melting Point: 22-25°C
• Refractive Index: 1.5450
• GHS Hazard statements: H301-H315-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Risk Statements: 22-36/37/38
• RTECS: DO8925000
• Safety Statements: 26-36/37
• TSCA Listed: 是

REFERENCES

• Carboxyl protection agent giving the 4-methoxybenzyl (PMB; 4-methoxyphenylmethyl; MPM) ester, e.g. by reaction with the 4-nitrophenyl ester. The group is stable to 0.5N HCl in MeOH which readily cleaves Boc groups, but can be removed by TFA, leaving Cbz-groups unaffected: Austr. J. Chem., 21, 2543 (1968). For cleavage using AcOH at 90^o, see: Synth. Commun., 24, 1151 (1994). For cleavage with Cerium(III) chloride heptahydrate, A12947, in the presence of NaI, see: J. Org. Chem., 64, 5696 (1999). See Appendix 6.
• Has also been used, in the presence of TFA, to protect thiols: Tetrahedron Lett., 35, 1631 (1994). Cleavage is by refluxing with TFA: Bull. Chem. Soc. Jpn., 37, 433 (1964); Bioorg. Chem. Med. Lett., 3, 739 (1993), or Hg(II) salts: Chem. Pharm. Bull., 26, 1576 (1978); J. Med. Chem., 31, 2199 (1988); J. Org. Chem., 52, 4420 (1987).