5-メチル-2-フルアルデヒド

5-Methylfurfural

HCID 12097CAS 620-02-0

基本情報

標準SMILES
Cc1ccc(C=O)o1
InChIKey
OUDFNZMQXZILJD-UHFFFAOYSA-N
分子式
C6H6O2
平均分子量
110.11 g/mol
単同位体質量
110.03677943

概要

5-methyl-2-furaldehyde is a member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and methyl groups, respectively. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor, a flavouring agent, a Maillard reaction product and a human metabolite. It is an aldehyde and a member of furans.

名称と識別子

優先名称
5-Methylfurfural
IUPAC
5-methylfuran-2-carbaldehyde
現地名
5-メチル-2-フルアルデヒド
英語名
5-Methyl furfural
分子式
C6H6O2
分子量
110.11

名称と別名

5-METHYLFURFURAL5-Methylfuran-2-carbaldehyde5-Methyl-2-furaldehyde5-Methyl-2-furfural5-Methyl-2-furancarboxaldehyde2-Furancarboxaldehyde, 5-methyl-5-methyl-2-furancarbaldehydeEINECS 210-622-6Furfural, 5-methyl-CCRIS 2921BRN 01068955-Methyl-2-furanaldehyde
名称をさらに表示
5-メチル-2-フルアルデヒド5-メチルフラン-2-カルボアルデヒド5-メチル-2-フランカルボアルデヒド5-メチルフルフラール5-メチルフルフルアルデヒド5-メチルフルフラル5-メチルフルフラ-ル5-メチル-2-フルフラール5‐メチルフルフラール5-メチルフラン-2-カルブアルデヒドFEMA 2702Methylfurfural5-methyl fural
5-MethyIfurfuralUNII-4482BZC72D5-METHYLFURAN-2-ALDEHYDEAI3-365915-17-09-00404 (Beilstein Handbook Reference)METHYL-5-FURALDEHYDEMETHYL FURFURAL, 5-DTXSID1060714

データベース識別子

CAS
620-02-0
PubChem CID
12097
DTXSID
DTXSID1060714
ChEMBL
CHEMBL2230304
ChEBI
CHEBI:2091
UNII
4482BZC72D
EC Number
210-622-6
Nikkaji
J37.047I

物性

構造計算による物性

XLogP
0.7
極性表面積
30.2 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
1
重原子数
8

実験および物理化学的性質

SpringerMaterials PropertiesSchoenflies notation
FragrancesFragrance Ingredient (5-Methylfurfural) -> IFRA transparency List
LogP · 2 件

0.67

0.67

Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.098-1.108
Flavoring AgentsEU Flavoring substances

物理化学的性質

融点
171 °C · 171 °C
沸点
187 · 187-189 °C(lit.)
比重(密度)
1.107 g/mL · 1.107 g/mL at 25 °C(lit.)
屈折率
20 · n20/D 1.531
FEMA
2702 · 2702 | 5-METHYLFURFURAL
闪点
163 °F · 163 °F

化学的性質

化学的特性5-Methylfurfural has a sweet, spicy, warm odor with a sweet caramel-like flavor. May be prepared from sucrose with HCL, followed by treating with stannous chloride; from various methylpentoses by distillation with acid.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 88.4% (380 of 430) of all reports.

Warning

H315 (11.4%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 430 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: 2-Furancarboxaldehyde, 5-methyl-

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

2-Furancarboxaldehyde, 5-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (11.4%)

安全データ

wgk
2
tsca
TSCA listed
rtecs
LT7032500
hs_code
29329995
risk_code
36/37/38
化審法
(5)-41

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Use Classification · 3 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information2-Furancarboxaldehyde, 5-methyl-: ACTIVE
応用分野 · 4 件

用途香料、着香料、医薬品合成原料

天然物の起源Reported found in sour cherry, apple, orange juice, cranberry, blueberry, guava, grapes, raisin, peach, blackberry, strawberry jam, asparagus, carrot, onion, potato, bell pepper, tomato, cinnamon, bark, clove bud, bread, parmesan cheese, yogurt, butter, egg, fatty fish, beef, pork liver, beer, cognac, coffee, tea, barley, filberts, popcorn, peanuts, oats, soybean, roasted coconut, cloudberry, passion fruit, pecan, mushroom, starfruit, trassi, sesame seed, mango, tamarind, rice bran, quince, sweet potato, sukiyaki, calamus, licorice, malt, wort, elderberry, mangosteen, kiwifruit, buchu oil, Bourbon vanilla, wild rice, chicory root, shrimp, oyster, clam, okra, pistachio nut and maté

使用5-methylfurfural is an intermediate for the synthesis of s-bioallethrin and prallethrin.It used for blending coffee, chocolate, nuts, caramel, spices and on food fragrance. Used in the synthesis of pharmaceutical intermediates.

一般的な説明5-Methylfurfural is formed during the photoexposition of ranitidine hydrochloride. It is employed as potential age marker for Madeira wine. It is a volatile compound present in Lavandula stoechas, Lavandula angustifolia and Lavandula angustifolia x latifolia unifloral honeys.

調製方法

製造方法From sucrose with HCl, followed by treating with stannous chloride; 5-Methyl furfural is produced by distillation of various methylpentoses with acid together.

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