Grundinformationen
- Standard-SMILES
COc1ccc(C=O)cc1OC- InChIKey
WJUFSDZVCOTFON-UHFFFAOYSA-N- Summenformel
- C9H10O3
- Durchschnittliche Molmasse
- 166,17 g/mol
- Monoisotopische Masse
- 166,06299418
Überblick
Veratraldehyde appears as needles or chunky light peach powder. Has an odor of vanilla beans. (NTP, 1992)
Namen und Bezeichner
- Bevorzugter Name
- Veratraldehyde
- IUPAC
- 3,4-dimethoxybenzaldehyde
- Lokaler Name
- Veratrumaldehyd
- Englischer Name
- Veratraldehyde
- Summenformel
- C9H10O3
- Molmasse
- 166.17
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
120-14-9- PubChem CID
- 8419
- DTXSID
DTXSID7026285- ChEMBL
CHEMBL1088937- ChEBI
CHEBI:17098- UNII
- UI88P68JZD
- EC Number
- 204-373-2
- Nikkaji
- J9.907D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,5
- Polarare Oberfläche (TPSA)
- 35,5 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 147
Experimentelle und physikochemische Eigenschaften
LogP
1.22
1.22
Solubility
less than 1 mg/mL at 72 °F (NTP, 1992)
6.32 mg/mL at 25 °C
insoluble in cold water; soluble in hot water oils
soluble (in ethanol)
Boiling Point
538 °F at 760 mmHg (NTP, 1992)
281.00 °C. @ 760.00 mm Hg
281 °C
281 °C @760 [mm Hg]
Melting Point
108 to 109 °F (NTP, 1992)
58 °C
Physical Description
Veratraldehyde appears as needles or chunky light peach powder. Has an odor of vanilla beans. (NTP, 1992)
Solid
white crystalline solid
Physikochemische Eigenschaften
- Schmelzpunkt
- 40 · 40-43 °C (lit.)
- Siedepunkt
- 281 °C · 281 °C (lit.)
- Dichte
- 1.1708 · 1.1708 (rough estimate)
- Dampfdruck
- 0.09 Pa · 0.09Pa at 24℃
- Brechungsindex
- 1.526 · 1.5260 (estimate)
- FEMA
- 3109 · 3109 | VERATRALDEHYDE
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- alcohol: freely soluble
- Aggregatzustand
- Lumps or Fused Solid
- Farbe
- White to yellow
- Wichte
- 1.15 · 1.15 (liquid)
- Geruch (Odor)
- 10 % · at 10.00 % in dipropylene glycol. sweet woody vanilla
- Geruchsart
- creamy
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- 0.1 g/100 · <0.1 g/100 mL at 22 ºC
- Merck
- 14 · 14,9951
- JECFA Number
- 877 · 877
- BRN
- 473899 · 473899
- Stabilität
- Stable. Incompatible with strong bases, strong oxidizing agents.
- Major Application
- flavors and fragrances
- Kosmetik-Inhaltsstoffe Funktionen
- PERFUMING
- InChI
- 1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3
- InChIKey
- WJUFSDZVCOTFON-UHFFFAOYSA-N
- SMILES
- [H]C(=O)c1ccc(OC)c(OC)c1
- LogP
- 0.8 at · 0.8 at 25℃
- CAS Datenbank
- 120 · 120-14-9(CAS DataBase Reference)
- NIST chemische Informationen
- 3 · Benzaldehyde, 3,4-dimethoxy-(120-14-9)
- EPA chemische Informationen
- Veratraldehyde (120-14-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1759 reports by companies from 13 notifications to the ECHA C&L Inventory.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
Gefahrenhinweise
Regulatory Information
Chemical: Benzaldehyde, 3,4-dimethoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 15-04-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/20394
3,4-Dimethoxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
VERATRALDEHYDE is incompatible with strong oxidizing agents and strong bases. (NTP, 1992). VERATRALDEHYDE is an aldehyde. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction).
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity (Oral) - Category 4
Sicherheit und Schutzausrüstung
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Protective Action Criteria (PAC)
6.0 [mg/m3]
66 [mg/m3]
400 [mg/m3]
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Sicherheitsdaten
- F
- 9-23
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29124900
- RTECS-Nr.
- YX5088000
- risk_code
- 22-38-36/37/38-36/38
- Toxizität
- LD50 orally in Rabbit: 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- hazard_code
- Xn,Xi
- safety_code
- 26-22-24/25-36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralSkin Irrit. 2
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Anwendungen
OccurrenceReported among the constituents of the essential oils of Cymbopogon javanensis and Eryngium poterium. Also reported found in raspberry, ginger, peppermint oil, Bourbon vanilla and mastic gum oil.
VerwendenVeratraldehyde was used in the preparation of 4-chloromethyl-2-(dimethoxyphenyl)-1,3-dioxolane. It was used in the synthesis of (+)-lithospermic acid, having anti-HIV activity. It forms 1:1 inclusion complexes with cyclodextrins. It reacts with 3-acetyl-2,5-dimethythiophene to yield chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one.
Darstellung
synthetischePrepared from vanillin by methylation of vanillin with dimethylsulfate under mildly alkaline conditions.
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