Trimethylpyrazine (HCID 26808)

概要

Trimethylpyrazine is a member of the class of pyrazines that is pyrazine in which three hydrogens at positions 2, 3 and 5 have been replaced by methyl groups. It has a role as a pheromone, a flavouring agent, an animal metabolite, a plant metabolite and a bacterial metabolite.

名称と識別子

優先名称: Trimethylpyrazine
IUPAC: 2,3,5-trimethylpyrazine
現地名: 2,3,5-トリメチルピラジン
英語名: 2,3,5-Trimethylpyrazine
分子式: C7H10N2
分子量: 122.17

名称と別名

2,3,5-Trimethylpyrazine14667-55-1TRIMETHYLPYRAZINEPyrazine, trimethyl-2,3,5-Trimethyl pyrazine2,3,6-TrimethylpyrazineFEMA No. 3244DTXSID1047075Q8PR0W8TITDTXCID9027075CHEBI:190131RefChem:441845

名称をさらに表示

2,3,5-トリメチルピラジントリメチルピラジン2,3,6-トリメチルピラジン2.3.5-トリメチルピラジントリメチルピラジン,2,3,5-2,3,5-トリメチルピラジン, 99%FEMA 32442,3,5-TriMethylpyrazine 99%FEMA NUMBER 3244Compound Fr14500trimethyl-pyrazin2.3.5-Methyl pyrazine

238-712-0Pyrazine, 2,3,5-trimethyl-Trimethyl-pyrazinetrimethyl pyrazineMFCD00006145Pyrazine, 2,3,5-trimethylCCRIS 2932EINECS 238-712-0

データベース識別子

CAS: 14667-55-1
PubChem CID: 26808
DTXSID: DTXSID1047075
ChEMBL: CHEMBL320146
ChEBI: CHEBI:190131
UNII: Q8PR0W8TIT
EC Number: 238-712-0
Nikkaji: J27.872F

物性

構造計算による物性

XLogP: 1
極性表面積: 25.8 Å²
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: 0
重原子数: 9
形式電荷: 0
複雑度: 92.9

実験および物理化学的性質

FragrancesFragrance Ingredient (2,3,5-Trimethylpyrazine) -> IFRA transparency List

LogP · 2 件

0.95

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.960-0.990

Flavoring AgentsEU Flavoring substances

Solubility · 2 件

soluble in water, oils, organic solvents

miscible at room temperature (in ethanol)

物理化学的性質

融点: 156 °C · 156 °C
沸点: 171 · 171-172 °C (lit.)
比重(密度): 0.979 g/mL · 0.979 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.5040(lit.)
FEMA: 3244 · 3244 | 2,3,5-TRIMETHYLPYRAZINE
闪点: 130 °F · 130 °F
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: Chloroform (Slightly)
酸解離定数(Pka): 2.69 · 2.69±0.10(Predicted)
外見: Liquid
色: Colorless to Light yellow to Light orange
比重: 0.979 · 0.979
臭い (Odor): コーヒーやココアを連想させる焙煎臭
においのタイプ: ナッティ
由来生物: synthetic
JECFA Number: 774 · 774
BRN: 2423 · 2423
主な用途: フレーバーそして香料
化粧品成分の機能: 香料
InChI: 1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
InChIKey: IAEGWXHKWJGQAZ-UHFFFAOYSA-N
SMILES: Cc1cnc(C)c(C)n1
LogP: 1.1 · 1.10
CAS データベース: 14667 · 14667-55-1(CAS DataBase Reference)
NISTの化学物質情報: Pyrazine, trimethyl-(14667-55-1)
EPAの化学物質情報: Trimethylpyrazine (14667-55-1)

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H226 (99.7%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P264+P265, P270, P280, P301+P317, P303+P361+P353, P305+P351+P338, P330, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1880 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 4 件

Chemical: Pyrazine, trimethyl-

Regulation (EC) No 1831/2003 (amended)

Pyrazine, 2,3,5-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyrazine, 2,3,5-trimethyl- 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)

Pyrazine, trimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 件

Flam. Liq. 3 (99.7%)

Flammable liquids - Category 3

安全データ

wgk: 3
tsca: TSCA listed
rtecs: UQ3907000
ridadr: UN 1993 3/PG 3
毒性: rat,LD50,oral,806mg/kg (806mg/kg),Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980.
hs_code: 29339900
risk_code: 10-22-36/37/38
消防法: 危-4-2-III
hazard_code: Xn
safety_code: 16-26-36/37/39
hazard_class: 3
packing_group: III
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
ストレージクラス: 3 - Flammable liquids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

U.S. Production2021: 26 lb

Consumer UsesFragrance

Household ProductsInformation on 1 consumer products that contain Trimethylpyrazine in the following categories is provided:

Use Classification · 3 件

Fragrance Ingredients

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationPyrazine, 2,3,5-trimethyl-: ACTIVE

応用分野 · 4 件

用途食品香料、香味剤

天然物の起源Reported present in bakery products, roasted barley, cocoa products, coffee, dairy products, meat, peanuts, filberts, pecans, popcorn, potato products, rum and whiskey, soy products, raw asparagus, baked potato, wheaten bread, crispbread, Swiss cheese, coffee, black tea, green tea, roasted barley, roasted filbert, heated beef, roasted peanut, soybean, raw beans, coriander seed, scallop, guava, kohlrabi, bell pepper, blue, Swiss and Gruyere cheese, boiled egg, fatty fish, beer, sherry, barley, peanut, oat products, coconut, beans, mushroom, trassi, almond, macadamia nut, sesame seed, coriander seed, rice, licorice, sweet corn, malt, peated malt, wort, krill, fermented shrimp, crab, okra, crayfish, clam, scallop and squid.

使用Trimethylpyrazine is a key aroma compound of dark chocolates differing in organoleptic properties.

一般的な説明2,3,5-Trimethylpyrazine is present in brown cheese.

調製方法

製造方法From 2,5-dimethylpyrazine by ring alkylation with MeLi; by condensing propylenediamine with 2,3-butanedione.

上流・下流製品情報

下流製品

2-エチル-3(5または6)-ジメチルピラジン、異性体混合物 2,4-オクタジエン Pyrazine, 2,5-dimethyl-3-pentyl- (9CI)Pyrazinecarboxylic acid, 5,6-dimethyl- (8CI,9CI)

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]

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]

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

2,3,5-トリメチルピラジン

基本情報

概要