3,4-ジメトキシベンズアルデヒド

Veratraldehyde

HCID 8419CAS 120-14-9

基本情報

標準SMILES
COc1ccc(C=O)cc1OC
InChIKey
WJUFSDZVCOTFON-UHFFFAOYSA-N
分子式
C9H10O3
平均分子量
166.17 g/mol
単同位体質量
166.06299418

概要

Veratraldehyde appears as needles or chunky light peach powder. Has an odor of vanilla beans. (NTP, 1992)

名称と識別子

優先名称
Veratraldehyde
IUPAC
3,4-dimethoxybenzaldehyde
現地名
3,4-ジメトキシベンズアルデヒド
英語名
Veratraldehyde
分子式
C9H10O3
分子量
166.17

名称と別名

3,4-DimethoxybenzaldehydeVERATRALDEHYDE120-14-9Veratric aldehydeBenzaldehyde, 3,4-dimethoxy-Vanillin methyl etherVeratrum aldehydeVeratryl aldehydeVeratralp-Veratric aldehyde4-O-Methylvanillin3,4-Dimethoxybenzenecarbonal
名称をさらに表示
3,4-ジメトキシベンズアルデヒドベラトルムアルデヒドバニリンメチルエーテル3,4-ジメトキシベンゼンカルボアルデヒドメチルバニリンベラトリルアルデヒドベラトルアルデヒド3,4ジメトキシベンズアルデヒド3,4-ジメトキシベンズアルデヒド(ベラトルムアルデヒド)3,4‐ジメトキシベンズアルデヒドベラトルアルデヒド, 99%3,4-DIMETHOXYANILINE204-373-2FEMA 3109METHYL VANILLINMethyl vanilline
Protocatechualdehyde dimethyl etherProtocatechuic aldehyde dimethyl etherFEMA No. 3109DTXSID7026285UI88P68JZDNSC-8500NSC-24521DTXCID406285

データベース識別子

CAS
120-14-9
PubChem CID
8419
DTXSID
DTXSID7026285
ChEMBL
CHEMBL1088937
ChEBI
CHEBI:17098
UNII
UI88P68JZD
EC Number
204-373-2
Nikkaji
J9.907D

物性

構造計算による物性

XLogP
1.5
極性表面積
35.5 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
3
重原子数
12

実験および物理化学的性質

FragrancesFragrance Ingredient (Veratraldehyde) -> IFRA transparency List
LogP · 2 件

1.22

1.22

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility · 4 件

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)

Flash Pointgreater than 230 °F (NTP, 1992)

物理化学的性質

融点
40 · 40-43 °C (lit.)
沸点
281 °C · 281 °C (lit.)
比重(密度)
1.1708 · 1.1708 (rough estimate)
蒸気圧
0.09 Pa · 0.09Pa at 24℃
屈折率
1.526 · 1.5260 (estimate)
FEMA
3109 · 3109 | VERATRALDEHYDE
化学的性質 · 1 件

化学的特性Veratraldehyde is a crystalline solid (mp 44.5–45°C) with a woody, vanillalike odor. Veratraldehyde can be prepared by methylation of vanillin. It is used in oriental and warm, woody fragrances, as well as in flavor compositions for vanilla notes. It is an intermediate in, for example, the synthesis of pharmaceuticals.

安全と法規制

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Regulatory Information · 4 件

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

Fire HazardsThis compound is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Exposure to this compound may cause skin, eye, mucous membrane or upper respiratory tract irritation.
Reactive GroupAldehydes
Reactivity Profile · 1 件

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).

Air and Water ReactionsInsoluble in water.

安全と保護具

Fire FightingFires involving this compound may be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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 · 1 件

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) · 3 件

6.0 [mg/m3]

66 [mg/m3]

400 [mg/m3]

Personal Protective Equipment (PPE) · 1 件

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)

安全データ

F
9-23
wgk
3
tsca
TSCA listed
rtecs
YX5088000
毒性
LD50 orally in Rabbit: 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
hs_code
29124900

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Use Classification · 6 件

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

General Manufacturing InformationBenzaldehyde, 3,4-dimethoxy-: ACTIVE
応用分野 · 4 件

用途香料,合成中間

天然物の起源Reported 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.

使用Veratraldehyde 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.

一般的な説明Needles or chunky light peach powder. Has an odor of vanilla beans.

調製方法

製造方法Prepared from vanillin by methylation of vanillin with dimethylsulfate under mildly alkaline conditions.

純化方法Crystallise the ether from diethyl ether, pet ether, CCl4 or toluene. [Beilstein 8 IV 1765.]

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