Syringaldehyde (HCID 8655)

名称と識別子

優先名称: Syringaldehyde
IUPAC: 4-hydroxy-3,5-dimethoxybenzaldehyde
現地名: シリンガアルデヒド
英語名: Syringaldehyde
分子式: C9H10O4
分子量: 182.17

名称と別名

SYRINGALDEHYDE134-96-34-Hydroxy-3,5-dimethoxybenzaldehyde3,5-Dimethoxy-4-hydroxybenzaldehydeSyringic aldehydeSyringylaldehydeBenzaldehyde, 4-hydroxy-3,5-dimethoxy-SyringealdehydeGallaldehyde 3,5-dimethyl ether2ZR01KTT21NSC-411532,6-DIMETHOXY-4-FORMYLPHENOL

名称をさらに表示

シリンガアルデヒドガロアルデヒド3,5-ジメチルエーテル3,5-ジメトキシ-4-ヒドロキシベンズアルデヒド4-ヒドロキシ-3,5-ジメトキシベンズアルデヒドシリングアルデヒド3，5-ジメトキシ-4-ヒドロベンズアルデヒド3，5ジメトキシ4ヒドロベンズアルデヒド3,5‐ジメトキシ‐4‐ヒドロキシベンズアルデヒドシリングアルデヒド, 98+%Lilac aldehydeFEMA 4049SYRINGA ALDEHYDESyringSyringaL

DTXSID2059643FEMA NO. 4049CHEBI:67380SYALRefChem:187004DTXCID60341824-H-3,5-DMBA205-167-5

データベース識別子

CAS: 134-96-3
PubChem CID: 8655
DTXSID: DTXSID2059643
ChEMBL: CHEMBL225303
ChEBI: CHEBI:67380
UNII: 2ZR01KTT21
EC Number: 205-167-5
Nikkaji: J5.601D

物性

構造計算による物性

XLogP: 0
極性表面積: 55.8 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 13
形式電荷: 0
複雑度: 157

実験および物理化学的性質

Solubility · 2 件

Insoluble in water

Soluble (in ethanol)

Physical Description · 2 件

Pale yellow solid; [Merck Index]

Very pale green needles; Alcoholic aroma

Kovats Retention Index · 3 件

1652；1654；1617；1624.2；289.6

1670.3；1662；1669；1667；1643；1664；1670；1658；1662.8；1659.5

2934；2930；2904；2907.3

物理化学的性質

融点: 110 · 110-113 °C(lit.)
沸点: 192 · 192-193 °C14 mm Hg(lit.)
比重(密度): 1.013 · 1.013
屈折率: 1.45 · 1.4500 (estimate)
FEMA: 4049 · 4049 | 4-HYDROXY-3,5,-DIMETHOXY BENZALDEHYDE
闪点: 192 · 192-193°C/14mm
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: クロロホルム、メタノール（微量）
外見: 結晶性粉末
酸解離定数(Pka): 7.8 · 7.80±0.23(Predicted)
色: 薄黄緑色～褐色
臭い (Odor): 100 %で。マイルドプラスチックウッディトンカスイート · 100.00%で。マイルドプラスチックウッディトンカスイート
においのタイプ: 緑
由来生物: synthetic
水溶解度: 非常に溶けにくい
Merck: 14 · 14,9015
JECFA Number: 1878 · 1878
BRN: 784514 · 784514
Henry's Law Constant: 3.7 · 3.7×105 mol/(m3Pa) at 25℃, McFall et al. (2020)
安定性: 吸湿性
主な用途: 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア
InChI: 1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3
InChIKey: KCDXJAYRVLXPFO-UHFFFAOYSA-N
SMILES: COc1cc(C=O)cc(OC)c1O
LogP: 1.3 · 1.30
CAS データベース: 134 · 134-96-3(CAS DataBase Reference)
NISTの化学物質情報: 4 · Benzaldehyde, 4-hydroxy-3,5-dimethoxy-(134-96-3)
EPAの化学物質情報: Syringaldehyde (134-96-3)

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (> 99.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1484 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzaldehyde, 4-hydroxy-3,5-dimethoxy-

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

Status: Active Update: 22-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23123

Benzaldehyde, 4-hydroxy-3,5-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Causes altered sleep time (including change in righting reflex) in intraperitoneal lethal-dose studies of mice (LD50 = 1,000 mg/kg); [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (> 99.9%)

法規制情報

Regulatory Information · 4 件

Chemical: Benzaldehyde, 4-hydroxy-3,5-dimethoxy-

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

Status: Active Update: 22-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23123

Benzaldehyde, 4-hydroxy-3,5-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 3
tsca: TSCA listed
rtecs: CU5760000
hs_code: 29124900
risk_code: 22-36/37/38
化審法: (3)-1207
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-37/39-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

UsesWidely distributed in plants. [Merck Index] Used as flavoring agent or adjuvant; [FDA]

Use Classification · 2 件

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing InformationBenzaldehyde, 4-hydroxy-3,5-dimethoxy-: ACTIVE

応用分野 · 5 件

用途有機合成原料。

説明Syringaldehyde is an important constituent of many plant isolates and has widespread occurrence in wood products. It can be easily converted to trimethoxy-benzaldehyde which is an essential intermediate of the antibacterial drug trimethoprim. It is also used in the colorimetric determination of free chlorine in water.

天然物の起源Reported found in pineapple, beer, wine, grape brandy, rum, many different whisky products, sherry, roasted barley and hardwood smoke

使用Syringaldehyde is used in biological studies for the isolation and structural characterization of milled wood lignin, dioxane lignin, and cellulolytic lignin preparation from Brewer''s spent grain.

一般的な説明Syringaldehyde is an aromatic phenolic aldehyde and a degradation product of lignin. It exhibits antioxidant activity and is reported to inhibit prostaglandin synthetase enzyme. The synthetic form of syringaldehyde is commercially used in pharmaceuticals, food, cosmetics, textiles, pulp and paper industries.

調製方法

製造方法Vanillin is converted to 5-iodovanillin, which is treated with sodium methoxide to form 4-hydroxy-3,5- dimethyxybenzaldehyde.

純化方法Crystallise syringaldehyde from pet ether. [Beilstein 8 H 391, 8 IV 2718.]

上流・下流製品情報

上流原料

ピペリジン 3,4,5-トリメトキシベンズアルデヒド塩酸ピリジン

下流製品

N-ブチルホルムアミド 3,4-ジメトキシフェノールバニリン酸メチル 2,6-ジメトキシフェノール 2,6-ジメトキシ-4-メチルフェノールエトキシ酢酸エチル 4-(Difluoromethoxy)-3,5-dimethoxybenzaldehyde

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明

定義ChEBI: A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity.