Substance

ID:717821

4-Methoxybenzyl alcohol

Names and Identifiers
IUPAC Traditional name
P-methoxybenzyl alcohol
IUPAC name
(4-methoxyphenyl)methanol
Synonyms
p-Anisyl alcohol4-Methoxybenzyl alcohol4-甲氧基苄醇4-Methoxyphenylmethanol
Registration numbers
EC Number
CAS Number
MDL Number
Beilstein Number
Merck Index
Properties
Physical Property
Density
1.110
Flash Point
113°C(235°F)
Boiling Point
259°C
Refractive Index
1.5450
Melting Point
22-25°C
Safety Information
GHS Precautionary statements
P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
GHS Pictograms
GHS06
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Safety Statements
26-36/37
GHS Hazard statements
H301-H315-H319-H335
European Hazard Symbols
Harmful Harmful (X)
Risk Statements
22-36/37/38
TSCA Listed
RTECS
DO8925000
Product Information
Purity
98%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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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 90o, 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).