Results for:
PubChem ID: 1183

4-hydroxy-3-methoxybenzaldehyde

Mass-Spectra

Compound Details

Synonymous names
vanillin
4-Hydroxy-3-methoxybenzaldehyde
121-33-5
Vanillaldehyde
Vanillic aldehyde
p-Vanillin
Lioxin
Vanilline
Vanilla
3-Methoxy-4-hydroxybenzaldehyde
4-Hydroxy-m-anisaldehyde
2-Methoxy-4-formylphenol
Zimco
Benzaldehyde, 4-hydroxy-3-methoxy-
p-Hydroxy-m-methoxybenzaldehyde
4-Hydroxy-3-methoxy-benzaldehyde
Methylprotocatechuic aldehyde
4-Formyl-2-methoxyphenol
Vanilin
Vanillin (natural)
4-Hydroxy-5-methoxybenzaldehyde
m-Anisaldehyde, 4-hydroxy-
Protocatechualdehyde, methyl-
FEMA No. 3107
vaniline
Rhovanil
Protocatechualdehyde 3-methyl ether
Vanillin (NF)
NSC 15351
m-Methoxy-p-hydroxybenzaldehyde
CCRIS 2687
Vanillin Melting Point Standard
HSDB 1027
Vanillin, natural
EINECS 204-465-2
NSC-15351
NSC-48383
Vanillin [NF]
NSC-403658
UNII-CHI530446X
BRN 0472792
Vanillin (Standard)
CHEBI:18346
4-hydroxy-3-methoxy-benzyldehyde
AI3-00093
NPLC-0145
CHI530446X
MFCD00006942
CHEMBL13883
DTXSID0021969
VANILLIN (METHOXY-13C)
EC 204-465-2
H-0264
4-08-00-01763 (Beilstein Handbook Reference)
NSC15351
4-HYDROXY,3-METHOXY-BENZALDEHYDE
NCGC00091645-03
4-hydroxy-3-methoxybenzaldehyde (vanillin)
VANILLIN (II)
VANILLIN [II]
VANILLIN (MART.)
VANILLIN [MART.]
WLN: VHR DQ CO1
Vanillin [USAN]
DTXCID301969
VANILLIN (EP MONOGRAPH)
VANILLIN [EP MONOGRAPH]
Vanillinum
Oleoresin vanilla
Vanilla oleoresin
CAS-121-33-5
3-methoxy-4-hydroxy-benzaldehyde
oleo-Resins vanilla
V55
Vanillin sodium salt
VANILLIN [FHFI]
VANILLIN [HSDB]
VANILLIN [INCI]
FEMA Number 3107
oleo-Resins vanilla-bean
VANILLIN [FCC]
4-Hydroxy-3-methoxybenzaldehyde(Vanilline)
VANILLIN [MI]
VANILLIN [VANDF]
methyl-Protocatechualdehyde
bmse000343
bmse000597
bmse010006
Methylprotcatechuic aldehyde
VANILLIN [USP-RS]
VANILLIN [WHO-DD]
SCHEMBL1213
MLS002303069
BIDD:ER0330
Vanillin, puriss., 99.5%
GTPL6412
SGCUT00016
4-hydroxy 3-methoxybenzaldehyde
METHYLPROTOCATECHUALDEHYDE
FEMA 3107
HY-N0098R
Vanilla oleoresin (vanilla SPP)
3-methoxy-4-hydroxy benzaldehyde
4-hydroxy-3-methoxy benzaldehyde
VANILLIN, NATURAL [FHFI]
3-methoxy-4-hydroxy benzoaldehyde
Vanillin, ReagentPlus(R), 99%
4-hydroxy-3-(methoxy)benzaldehyde
HMS3651D20
HMS3885K07
Vanillin, >=97%, FCC, FG
4-hydoxy-3-(methyloxy)benzaldehyde
BCP29943
HY-N0098
NSC48383
STR01001
to_000089
Tox21_113534
Tox21_201925
Tox21_300352
4-hydoxy-3-(methyloxy)benz aldehyde
BBL011956
BDBM50177405
MFCD08702848
NSC403658
s3071
STK199262
AKOS000118929
Tox21_113534_1
CCG-266230
CS-W020052
MCULE-1294709490
Vanillin, tested according to Ph.Eur.
NCGC00091645-01
NCGC00091645-02
NCGC00091645-04
NCGC00091645-05
NCGC00091645-07
NCGC00254468-01
NCGC00259474-01
Vanillin, natural, >=97%, FCC, FG
AC-10370
BP-10602
NCI60_001085
SMR000156285
SY224451
Vanillin 1000 microg/mL in Acetonitrile
Vanillin, JIS special grade, >=98.0%
Vanillin, Vetec(TM) reagent grade, 98%
3-Methoxy-4-hydroxybenzaldehyde (vanillin)
DB-003805
AM20060497
CS-0694801
H0264
NS00009754
SW219190-1
V0080
EN300-18281
vanillin (3-methoxy-4-hydroxy- benzaldehyde)
A19444
C00755
D00091
Q33495
4-Hydroxy-3-methoxybenzaldehyde inclusion complex
Vanillin (83 degrees C) Melting Point Standard
4-hydroxy-3-methoxy-Benzaldehyde-5-chlorovanillin
4-hydroxy-3-methoxybenzaldehyde (ACD/Name 4.0)
AC-907/21098004
Q-100102
Vanillin, TraceCERT(R), certified reference material
Z57772449
F2190-0587
Vanillin, European Pharmacopoeia (EP) Reference Standard
1-(AMINOMETHYL)-CYCLOPROPANECARBOXYLICACIDETHYLESTER
Mettler-Toledo Calibration substance ME 51143093, Vanillin
Vanillin, United States Pharmacopeia (USP) Reference Standard
NSC 15351;NSC-15351; NSC15351 pound>>4-Hydroxy-3-methoxybenzaldehyde
Vanillin, Pharmaceutical Secondary Standard; Certified Reference Material
InChI=1/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H
Vanillin Melting Point Standard, United States Pharmacopeia (USP) Reference Standard
Mettler-Toledo Calibration substance ME 51143093, Vanillin, traceable to primary standards (LGC)
Vanillin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
Microorganism:

No

IUPAC name4-hydroxy-3-methoxybenzaldehyde
SMILESCOC1=C(C=CC(=C1)C=O)O
InchiInChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
FormulaC8H8O3
PubChem ID1183
Molweight152.15
LogP1.2
Atoms11
Bonds2
H-bond Acceptor3
H-bond Donor1
Chemical Classificationbenzenoids phenols ethers aldehydes aromatic compounds
CHEBI-ID18346
Supernatural-IDSN0237324

mVOC Specific Details

Boiling Point
DegreeReference
285 °C peer reviewed
Volatilization
The Henry's Law constant for vanillin for the neutral species is estimated as 2.1X10-9 atm-cu m/mole(SRC) derived from its vapor pressure, 1.18X10-4 mm Hg(1), and water solubility, 1.102X10+4 mg/L(2). This Henry's Law constant indicates that vanillin is expected to be essentially nonvolatile from water surfaces(3). Vanillin is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
Literature: (1) Yaws CL; Handbook of Vapor Pressure. Vol 3: C8-C28 Compounds. Houston, TX: Gulf Pub Co (1994) (2) Yalkowsky SH et al; Handbook of Aqueous Solubility Data. 2nd ed. Boca Raton, FL: CRC Press p. 480 (2010) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of vanillin can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that vanillin is expected to have very high mobility in soil. The pKa of vanillin is 7.4(3), indicating that this compound will partially exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 16, 2015: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm (2) Swann RL et al; Res Rev 85: 17-28 (1983) (3) Serjeant EP, Dempsey B; Ionisation constants of organic acids in aqueous solution. IUPAC Chem Data Ser No.23. New York, NY: Pergamon pp. 989 (1979) (4) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000)
Vapor Pressure
PressureReference
1.18X10-4 mm Hg at 25 deg CYaws CL; Handbook of Vapor Pressure. Vol 3: C8-C28 Compounds. Houston, TX: Gulf Pub Co (1994)
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaInonotus ObliquusnaKoreaKim et al. 2008
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaInonotus ObliquusnaHPLCyes