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105-13-5 - 4-Methoxybenzyl alcohol, 98% - p-Anisyl alcohol - 4-Methoxyphenylmethanol - A15559 - Alfa Aesar

A15559 4-Methoxybenzyl alcohol, 98%

CAS Number
105-13-5
Synonyms
p-Anisyl alcohol
4-Methoxyphenylmethanol

Size Price ($) Quantity Availability
100g 28.43
500g 93.89
2500g 332.80
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4-Methoxybenzyl alcohol, 98%

MDL
MFCD00004653
EINECS
203-273-6

Chemical Properties

Formula
C8H10O2
Formula Weight
138.17
Melting point
22-25°
Boiling Point
259°
Flash Point
113°(235°F)
Density
1.110
Refractive Index
1.5450
Solubility
Soluble in water, chloroform, ethyl acetate.

Applications

4-Methoxybenzyl Alcohol is used in the preparation of semiconductors, nanosheets and nanocrystals. Also is used as a reagent for various chemical organic reactions such as in the synthesis of quinolines. It is used as a fragrance and flavorant. It is used to study the photo catalytic oxidation of 4-methoxybenzyl alcohol to p-anisaldehyde.

Notes

Store in a cool, dry conditions in a well sealed container. Incompatible with oxidizing agent, acids, acid chlorides, acid anhydrides.

Literature References

Radek Cibulka; Rudolf Vasold; Burkhard König. Catalytic photooxidation of 4-methoxybenzyl alcohol with a flavin-zinc(II)-cyclen complex. Chemistry: A European Journal. 2004, 10 (24), 6224-6231.

Valeria B Arce; Sonia G Bertolotti; Fernando J V E Oliveira; Claudio Airoldi; Antonio Arques; Lucas Santos-Juanes; Mónica C Gonzalez; Carlos J Cobos; Patricia E Allegretti; Daniel O Mártire. Triplet state of 4-methoxybenzyl alcohol chemisorbed on silica nanoparticles. Photochemical & Photobiological Sciences. 2012, 11, (6), 1032-1040.

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H315-H319-H335

Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P301+P310-P305+P351+P338-P304+P340-P362-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,604
Beilstein
636654
Harmonized Tariff Code
2909.49
TSCA
Yes
RTECS
DO8925000

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