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Merck

223735

Coniferyl alcohol

98%

Synonym(s):

3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-ol, 4-Hydroxy-3-methoxycinnamyl alcohol

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About This Item

Linear Formula:
HOC6H3(OCH3)CH=CHCH2OH
CAS Number:
458-35-5
Molecular Weight:
180.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853400
EC Number:
207-277-9
Beilstein/REAXYS Number:
2048961
MDL number:
MFCD00002922

Product Name

Coniferyl alcohol, 98%

InChI key

JMFRWRFFLBVWSI-NSCUHMNNSA-N

InChI

1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+

SMILES string

COc1cc(\C=C\CO)ccc1O

assay

98%

form

solid

bp

163-165 °C/3 mmHg (lit.)

mp

75-80 °C (lit.)

solubility

alcohol: moderately soluble(lit.)
diethyl ether: freely soluble(lit.)
water: insoluble (almost)

functional group

hydroxyl

storage temp.

−20°C

Quality Level

100

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Application

Coniferyl alcohol was used as a fungal growth inhibitor.

General description

Coniferyl alcohol is one of the preferred substrate of the eucalpytus globus enzyme.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0308
MKCT5482
MKCW3109
MKCS2084
MKCP9345

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José Renán García et al.
Plant cell reports, 33(8), 1263-1274 (2014-04-17)
The gene coding for F5H from Eucalyptus globulus was cloned and used to transform an f5h -mutant of Arabidopsis thaliana , which was complemented, thus verifying the identity of the cloned gene. Coniferaldehyde 5-hydroxylase (F5H; EC 1.14.13) is a cytochrome
Stefanie König et al.
The New phytologist, 202(3), 823-837 (2014-02-04)
Verticillium longisporum is a soil-borne vascular pathogen causing economic loss in rape. Using the model plant Arabidopsis this study analyzed metabolic changes upon fungal infection in order to identify possible defense strategies of Brassicaceae against this fungus. Metabolite fingerprinting identified
Guilhem Reyt et al.
Nature communications, 12(1), 2320-2320 (2021-04-21)
Lignin is a complex polymer deposited in the cell wall of specialised plant cells, where it provides essential cellular functions. Plants coordinate timing, location, abundance and composition of lignin deposition in response to endogenous and exogenous cues. In roots, a
Paula Oyarce et al.
Nature plants, 5(2), 225-237 (2019-01-30)
Lignin is the main cause of lignocellulosic biomass recalcitrance to industrial enzymatic hydrolysis. By partially replacing the traditional lignin monomers by alternative ones, lignin extractability can be enhanced. To design a lignin that is easier to degrade under alkaline conditions
John H Grabber et al.
Journal of agricultural and food chemistry, 60(20), 5152-5160 (2012-04-06)
Apoplastic targeting of secondary metabolites compatible with monolignol polymerization may provide new avenues for designing lignins that are less inhibitory toward fiber fermentation. To identify suitable monolignol substitutes, primary maize cell walls were artificially lignified with normal monolignols plus various
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