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Merck
CN

34038

异丁香酚

analytical standard

别名:

2-甲氧基-4-丙烯基苯酚

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线性分子式:
CH3OC6H3(CH=CHCH3)OH
化学文摘社编号:
97-54-1
分子量:
164.20
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329754773
EC Number:
202-590-7
Beilstein/REAXYS Number:
1909602
MDL number:
MFCD00009285

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产品名称

异丁香酚, analytical standard

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+

InChI key

BJIOGJUNALELMI-ONEGZZNKSA-N

SMILES string

OC1=CC=C(/C=C/C)C=C1OC

grade

analytical standard

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.575 (lit.)

bp

132 °C/10 mmHg (lit.)

density

1.084 g/cm3

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

100

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相关类别

Application

Isoeugenol may be used as an analytical reference standard for the determination of the analyte in bioconversion broth using reversed-phase high-performance liquid chromatography with ultraviolet detection (RP-HPLC-UV).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Isoeugenol belongs to the class of phenylpropenes, naturally occurring in the essential oils of plants. It can also be obtained from eugenol by isomerization. It has been used as a substrate in the preparation of vanillin via enzymatic transformation by lipoxygenase enzyme.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN3641
BCCM0004
BCCL7770
BCCL4253
BCCJ5151

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The monolignol pathway contributes to the biosynthesis of volatile phenylpropenes in flowers.
Muhlemann KJ, et al.
The New phytologist, 204(3), 661-670 (2014)
Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)
Long He et al.
Organic letters, 14(12), 3158-3161 (2012-06-08)
Highly enantio- and diastereoselective three-component inverse electron-demand aza-Diels-Alder reaction of aldehydes, anilines, and isoeugenol derivatives catalyzed by a chiral phosphoric acid catalyst are reported. A wide variety of 2,3,4-trisubstituted tetrahydroquinolines containing an aryl group at the 4-position were obtained in
T Atsumi et al.
Toxicology in vitro : an international journal published in association with BIBRA, 19(8), 1025-1033 (2005-06-21)
Eugenol (compound in , 4-allyl-2-methyoxyphenol) and isoeugenol (compound in , 4-propenyl-2-methoxyphenol), both used as a flavor agent in cosmetic and food products, have both prooxidant and antioxidant activities. Their adverse effects such as allergic and inflammatory reaction may be due
Sathya N Prasad et al.
Neurotoxicology, 33(5), 1254-1264 (2012-07-31)
Acrylamide (ACR) intoxication in its monomeric form leads to neuronal damage in both experimental animals and humans. Oxidative stress is one of the principle mechanisms related to the neurotoxicity of ACR exposure. Hence, the present study aimed to recapitulate the
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