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258601

Sigma-Aldrich

Vanillin acetate

98%

Synonym(s):

4-Formyl-2-methoxyphenyl acetate

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About This Item

Linear Formula:
CH3CO2C6H3-4-(CHO)-2-OCH3
CAS Number:
881-68-5
Molecular Weight:
194.18
EC Number:
212-920-1
MDL number:
MFCD00003362
UNSPSC Code:
12352100
PubChem Substance ID:
24855651
NACRES:
NA.22

Assay

98%

form

solid

mp

77-79 °C (lit.)

functional group

aldehyde
ester

SMILES string

COc1cc(C=O)ccc1OC(C)=O

InChI

1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3

InChI key

PZSJOBKRSVRODF-UHFFFAOYSA-N

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General description

Chemoselective reduction of vanillin acetate using sodium borohydride has been reported.

Application

Vanillin acetate has been used in preparation of:
  • 2-nitrohomovanillic acid
  • 2-nitrovanildin acetate
  • 2-nitro-3,4-duimethoxybenzaldehyde

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7052
SHBP6884
SHBL7155
MKCD6359
MKBS6562V

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New synthesis of 2, 3-dimethoxy-5-methyl-1, 4-benzoquinone and hexahydrocoenzyme Q4 chromanol.
Weinstock LM, et al.
Journal of Chemical and Engineering Data, 12(1), 154-155 (1967)
The discovery-oriented approach to organic chemistry. 6. Selective reduction in organic chemistry: Reduction of aldehydes in the presence of esters using sodium borohydride.
Baru AR and Mohan RS
Journal of Chemical Education, 82(11), 1674-1674 (2005)
Azlactones and phenylacetic acids derived from the 2-nitro-derivatives of vanillin, isovanillin, and veratraldehyde.
S F MacDONALD
Journal of the Chemical Society, 174, 376-378 (1948-03-01)

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