Veratrole

HCID 7043CAS 91-16-7

基本情報

標準SMILES
COc1ccccc1OC
InChIKey
ABDKAPXRBAPSQN-UHFFFAOYSA-N
分子式
C8H10O2
平均分子量
138.16 g/mol
単同位体質量
138.06807956

概要

Veratrole is a dimethoxybenzene with the methoxy groups at ortho-positions. It has a role as a plant metabolite.

名称と識別子

優先名称
Veratrole
IUPAC
1,2-dimethoxybenzene
現地名
1,2-ジメトキシベンゼン
英語名
1,2-Dimethoxybenzene
分子式
C8H10O2
分子量
138.16

名称と別名

1,2-DimethoxybenzeneVeratrole91-16-7VeratrolO-DIMETHOXYBENZENEPyrocatechol dimethyl etherCatechol dimethyl ether2-MethoxyanisoleBenzene, 1,2-dimethoxy-2-DimethoxybenzolO,O-Dimethyl catecholSynthol
名称をさらに表示
1,2-ジメトキシベンゼン3,4-ジメトキシベンゼンo-ジメトキシベンゼンベラトロールピロカテコールジメチルエーテルカテコールジメチルエーテルベラトロル1,2-ジメトキシベンゼン(ベラトロール)1,2‐ジメトキシベンゼンODMBVeretroleFEMA 37991,2-DimethoxybenzolGUAIACOL METHYL ETHER
BrenzkatechindimethyletherFEMA No. 3799Dimethylether pyrokatechinuDTXSID704706561WJZ2Q41INSC-16934DTXCID5027065CHEBI:59114

データベース識別子

CAS
91-16-7
PubChem CID
7043
DTXSID
DTXSID7047065
ChEMBL
CHEMBL1668603
ChEBI
CHEBI:59114
UNII
61WJZ2Q41I
EC Number
202-045-3
Nikkaji
J4.334F

物性

構造計算による物性

XLogP
1.6
極性表面積
18.5 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
2
重原子数
10

実験および物理化学的性質

Chemical ClassesOther Classes -> Ethers, Other
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (1,2-Dimethoxybenzene) -> IFRA transparency List
LogP1.60
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 件

1.082-1.086

1.081 @25 °C

物理化学的性質

融点
15 °C · 15 °C(lit.)
沸点
206 · 206-207 °C(lit.)
比重(密度)
1.084 g/mL · 1.084 g/mL at 25 °C(lit.)
蒸気圧
0.63 hPa · 0.63 hPa (25 °C)
FEMA
3799 · 3799 | 1,2-DIMETHOXYBENZENE
屈折率
20 · n20/D 1.533(lit.)

化学的性質

化学的特性Colorless crystals or liquid. Soluble in alcohol and ether; slightly soluble in water.

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 1781 reports by companies from 5 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 · 5 件

Chemical: Benzene, 1,2-dimethoxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzene, 1,2-dimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,2-dimethoxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 19-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11095

Veratrole: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] An irritant; Harmful by ingestion; [Alfa Aesar MSDS] See Anisole.
Hazard Classes and Categories · 2 件

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 4

安全と保護具

Protective Action Criteria (PAC) · 3 件

2.7 [mg/m3]

29 [mg/m3]

180 [mg/m3]

安全データ

wgk
1
tsca
TSCA listed
rtecs
CZ6475000
毒性
LD50 in rats, mice (mg/kg): 1360, 2020 orally (Jenner)
hs_code
29093090
risk_code
22-20/21/22

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

UsesUsed as a flavoring agent; [FDA]
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
Use Classification · 4 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Benzene, 1,2-dimethoxy-: ACTIVE

応用分野 · 5 件

用途医薬、メッキ薬等の合成原料。

用途医薬品またはメッキ薬などの原料

天然物の起源Reported present in asparagus (raw and cooked), bonito (dried), broccoli (cooked), cauliflower (cooked), cognac, endive, grape, Gruyere de Comte cheese, guava, leek (raw and heated), olive, peas, rhubarb, rice bran and vanilla extract.

使用1,2-Dimethoxybenzene was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles.

一般的な説明1,2-Dimethoxybenzene reacts with Li{N(SO2CF3)2} to yield molecular crystal [Li{N(SO2CF3)2}{C6H4(OCH3)2}2] having solid-state lithium ion conductivity. It is a potential pollinator attractant of the nocturnal moth Hadena bicruris.

調製方法 · 2 件

製造方法Prepared by methylation of pyrocatechol.1,2-Dimethoxybenzene can also be prepared from Catechol. The specific synthesis steps are as follows: Aqueous sodium hydroxide(40%,175 ml)is added dropwise during 3 hr at 18-22 to a well stirred mixture of catechol (50 g,0.45 mole),sodium hydrosulphite (20 g,0.115 mole),dimethyl sulphate (110 ml,146.63 g, 1.16 mole)and alcohol (150 ml).Ice (1 kg)is added to the reaction mixture and left overnight at room temperature.It is extracted with ether (2x 200 ml).The ether extract is washed with water,dried (anhydrous sodium sulphtate)and distilled.Veratrole is obtained as oil.Yield 52.75 g (84.1%).B.p.207°(1it.3b.p.207).

純化方法Steam distil veratrole, then fractionally distil it from BaO, CaH2 or Na. Crystallise it from *benzene or low-boiling pet ether at 0o. Fractionally crystallise it from its melt. Store it over anhydrous Na2SO4. [Beilstein 6 IV 5564.]

サプライヤー50 社

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T&W GROUP021-61551611 13296011611 · [email protected]

補足説明

定義ChEBI: A dimethoxybenzene with the methoxy groups at ortho-positions.

関連反応

295 件

関連ノート

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