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97-53-0 molecular structure
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2-methoxy-4-(prop-2-en-1-yl)phenol

ChemBase ID: 103251
Molecular Formular: C10H12O2
Molecular Mass: 164.20108
Monoisotopic Mass: 164.08372962
SMILES and InChIs

SMILES:
COc1c(O)ccc(CC=C)c1
Canonical SMILES:
C=CCc1ccc(c(c1)OC)O
InChI:
InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
InChIKey:
RRAFCDWBNXTKKO-UHFFFAOYSA-N

Cite this record

CBID:103251 http://www.chembase.cn/molecule-103251.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-methoxy-4-(prop-2-en-1-yl)phenol
IUPAC Traditional name
eugenol
2-methoxy-4-(prop-2-en-1-yl)phenol
Synonyms
Eugenol
Eugenic acid
Caryophyllic acid
1-Allyl-3-methoxy-4-hydroxybenzene
Allylguaiacol
2-Methoxy-4-allylphenol
4-Allylcatechol-2-methyl ether
2-methoxy-4-(2-propen-1-yl)phenol
4-allyl-2-methoxyphenol
2-Methoxy-4-(2-propenyl)phenol
4-Allyl-2-methoxyphenol
4-Allylguaiacol
EUGENOL
4-Allyl-1-Hydroxy-2-Methoxy Benzene
Eugenolum
1-Allyl-4-hydroxy-3-methoxybenzene
5-Allylguaiacol
2-甲氧基-4-(2-丙烯基)苯酚
4-烯丙基-2-甲氧基苯酚
4-烯丙基愈创木酚
丁子香酚
丁香酚
丁香酚
CAS Number
97-53-0
EC Number
202-589-1
MDL Number
MFCD00008654
Beilstein Number
1366759
Merck Index
143898
PubChem SID
24894609
24862128
24901115
24869841
162103090
24901114
PubChem CID
3314
CHEBI ID
4917
CHEMBL
42710
Chemspider ID
13876103
FEMA ID
2467
KEGG ID
D04117
Unique Ingredient Identifier
3T8H1794QW
Wikipedia Title
Eugenol
Council of Europe Number
171
Flavis Number
4.003

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.941818  H Acceptors
H Donor LogD (pH = 5.5) 2.6105645 
LogD (pH = 7.4) 2.6093426  Log P 2.61058 
Molar Refractivity 48.7894 cm3 Polarizability 18.73316 Å3
Polar Surface Area 29.46 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
-10°C expand Show data source
-12 to -10°C expand Show data source
-12--10 °C(lit.) expand Show data source
-7.5°C expand Show data source
Boiling Point
252-253°C expand Show data source
254 °C(lit.) expand Show data source
254°C expand Show data source
Flash Point
>230°C expand Show data source
104 °C expand Show data source
112 °C expand Show data source
127°C(260°F) expand Show data source
233.6 °F expand Show data source
Density
1.06 g/cm3 expand Show data source
1.067 g/mL at 25 °C(lit.) expand Show data source
1.068 expand Show data source
1.07 g/ml expand Show data source
Refractive Index
1.5410 expand Show data source
n20/D 1.541(lit.) expand Show data source
Vapor Pressure
1 mm Hg at 78.4 °C expand Show data source
pKa
10.19 at 25 °C expand Show data source
Organoleptic
cinnamon; clove; spicy expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Room Temperature (15-30°C), Protect from light expand Show data source
RTECS
SJ4375000 expand Show data source
European Hazard Symbols
X expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
3 expand Show data source
Risk Statements
22-36/37/38-42/43 expand Show data source
22-36/38-43 expand Show data source
R:22 expand Show data source
Safety Statements
23-24-26-37 expand Show data source
26-36 expand Show data source
S:36/37/39 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301-H315-H319-H317 expand Show data source
H302-H315-H317-H319-H334-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338-P342 + P311 expand Show data source
P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A expand Show data source
Personal Protective Equipment
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Regulation Compliance
EU Regulation 1334/2008 & 178/2002 expand Show data source
FCC expand Show data source
FDA 21 CFR (177.2800) expand Show data source
FDA 21 CFR (184.1257) expand Show data source
Gene Information
human ... UGT1A4(54657) expand Show data source
Allergens
no known allergens expand Show data source
Mechanism of Action
Thromboxane antagonist expand Show data source
Purity
~99% expand Show data source
≥98% expand Show data source
99% expand Show data source
Grade
FG expand Show data source
Halal expand Show data source
Kosher expand Show data source
natural expand Show data source
NI expand Show data source
PESTANAL®, analytical standard expand Show data source
Ph Eur expand Show data source
ReagentPlus® expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Biological Source
Very widespread occurrence in essential oils. Major component of clove oil. Also found in those of Cinnamomum spp., Cistus spp., Camellia spp., Pelargonium spp., Thymus spp. and Citans peel spp. Present in apple, apricot, banana and cherry fruits expand Show data source
Application(s)
Antifungal agent expand Show data source
Antioxidant expand Show data source
Antiseptic expand Show data source
Dental analgesic expand Show data source
Linear Formula
4-(H2C=CHCH2)C6H3-2-(OCH3)OH expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02151106 external link
1 ml = approx. 1.07 gm
Colorless to light yellow liquid
Purity: ~99%
MP Biomedicals - 02151107 external link
Reportedly used as internal standard in GC assays of biological samples for presence of thymol.
1 ml = approx. 1.07 gm
Anal. Biochem., 69, 10 (1975).
Sigma Aldrich - E51791 external link
Packaging
5, 100, 500 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Sigma Aldrich - W246719 external link
Packaging
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum
Sigma Aldrich - W246700 external link
Packaging
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum
Sigma Aldrich - 35995 external link
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 1091A, (ir)
  • • Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 278A, (nmr)
  • • Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 1028A, (ir)
  • • Erdmann, F. et al., J. Prakt. Chem., 1897, 56, 143, (synth)
  • • Naves, Y.-R., Helv. Chim. Acta, 1948, 31, 378, (isol)
  • • Psenak, M. et al., Planta Med., 1970, 19, 154, (Gein)
  • • Popa, G. et al., Rev. Chim. (Bucharest), 1973, 24, 635; CA, 80, 103486u
  • • Manito, P. et al., J.C.S. Perkin 1, 1974, 1727; 1975, 1548, (biosynth)
  • • Khischies, M. et al., Chem. Comm., 1975, 879, (biosynth)
  • • Yamaguchi, H. et al., Chem. Pharm. Bull., 1975, 23, 1169, (pmr)
  • • Opdyke, D.L.J., Food Cosmet. Toxicol., 1975, 13, 545, (rev, tox)
  • • Massow, F. et al., J.C.S. Perkin 2, 1976, 977, (cmr)
  • • Bohlmann, F. et al., Phytochemistry, 1976, 15, 1318, (isol)
  • • Shibuya, M. et al., Chem. Pharm. Bull., 1978, 26, 2671, (deriv)
  • • Wenkert, E. et al., Synthesis, 1983, 701, (synth)
  • • IARC Monog., 1985, 36, 75; Suppl., 7, 63, (rev, tox)
  • • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, EQR500; EQS000
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PATENTS

PATENTS

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INTERNET

INTERNET

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