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14667-55-1

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14667-55-1 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 14667-55-1 differently. You can refer to the following data:
1. CLEAR YELLOW LIQUID
2. 2,3,5-Trimethylpyrazine has a baked potato or roasted nut aroma.

Occurrence

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.

Uses

Different sources of media describe the Uses of 14667-55-1 differently. You can refer to the following data:
1. Trimethylpyrazine is a key aroma compound of dark chocolates differing in organoleptic properties.
2. 2,3,5-Trimethylpyrazine can be used as a flavor ingredient in food industries.

Preparation

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

Aroma threshold values

Detection: 400 ppb to 9 ppm (9 ppm in water)

Taste threshold values

Taste characteristics at 80 ppm: raw, musty, nutty and potato.

General Description

2,3,5-Trimethylpyrazine is present in brown cheese.

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition emits toxic fumes of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 14667-55-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,6,6 and 7 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 14667-55:
(7*1)+(6*4)+(5*6)+(4*6)+(3*7)+(2*5)+(1*5)=121
121 % 10 = 1
So 14667-55-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3

14667-55-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A14870)  2,3,5-Trimethylpyrazine, 99%   

  • 14667-55-1

  • 10g

  • 316.0CNY

  • Detail
  • Alfa Aesar

  • (A14870)  2,3,5-Trimethylpyrazine, 99%   

  • 14667-55-1

  • 50g

  • 1112.0CNY

  • Detail
  • Alfa Aesar

  • (A14870)  2,3,5-Trimethylpyrazine, 99%   

  • 14667-55-1

  • 250g

  • 4983.0CNY

  • Detail
  • Aldrich

  • (199419)  2,3,5-Trimethylpyrazine  99%

  • 14667-55-1

  • 199419-10G

  • 402.48CNY

  • Detail

14667-55-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,5-Trimethylpyrazine

1.2 Other means of identification

Product number -
Other names 2,3,5-trimethylpyrazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14667-55-1 SDS

14667-55-1Synthetic route

2,5-dimethyl-3-chloropyrazine
95-89-6

2,5-dimethyl-3-chloropyrazine

trimethylaluminum
75-24-1

trimethylaluminum

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 2h; Heating;64%
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

zinc methyl bromide
18815-74-2

zinc methyl bromide

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Negishi coupling reaction; Inert atmosphere;61%
2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;38%
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

methyllithium
917-54-4

methyllithium

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With diethyl ether
N-methyl-2,5-dimethylpyrazinium bromide
88234-17-7

N-methyl-2,5-dimethylpyrazinium bromide

A

Tetramethylpyrazine
1124-11-4

Tetramethylpyrazine

B

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 275 - 280℃;
2,3,5-trimethylpiperazine
89940-71-6

2,3,5-trimethylpiperazine

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With aluminum oxide; copper oxide-chromium oxide silicon dioxide aluminium oxide catalyst; water; silica gel at 375℃;
2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
In toluene at 300℃; Yield given;
3-amino-2-propanol
78-96-6, 1674-56-2

3-amino-2-propanol

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

2-ethyl-3,6-dimethylpyrazine
13360-65-1

2-ethyl-3,6-dimethylpyrazine

E

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

F

1-aminoethyl-2-methylaziridine

1-aminoethyl-2-methylaziridine

Conditions
ConditionsYield
With copper chromite at 180℃; for 0.333333h; Product distribution; var. temp.; other aminoalcohols;
DL-methionine
59-51-8

DL-methionine

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

methyl 3-(methylthio)propionate
13532-18-8

methyl 3-(methylthio)propionate

E

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

F

1-<3-(methylthio)propyl>-2-formylpyrrole

1-<3-(methylthio)propyl>-2-formylpyrrole

Conditions
ConditionsYield
With alpha-D-glucopyranose In water at 180℃; for 1h; Product distribution; also with methionine sulfoxide and without glucose;
2.5-dimethyl-pyrazine-mono bromomethylate

2.5-dimethyl-pyrazine-mono bromomethylate

A

Tetramethylpyrazine
1124-11-4

Tetramethylpyrazine

B

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 270 - 280℃;
D-Glucose
2280-44-6

D-Glucose

L-leucine
61-90-5

L-leucine

A

1,4-pyrazine
290-37-9

1,4-pyrazine

B

2-Methylpyrazine
109-08-0

2-Methylpyrazine

C

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

D

2,3-dimethylpyrazine
5910-89-4

2,3-dimethylpyrazine

E

2,6-dimethylpyrazine
108-50-9

2,6-dimethylpyrazine

F

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

G

var. alkyl substituted pyrazines

var. alkyl substituted pyrazines

Conditions
ConditionsYield
With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine;
3-[(Z)-Allylimino]-butan-2-one oxime
133128-90-2

3-[(Z)-Allylimino]-butan-2-one oxime

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium tert-butoxide / dimethylsulfoxide / 2 h / 50 °C
2: Et3N / CH2Cl2 / 10 - 20 °C
3: toluene / 300 °C
View Scheme
3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime
133128-94-6, 133128-98-0, 149470-69-9

3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 10 - 20 °C
2: toluene / 300 °C
View Scheme

14667-55-1Relevant articles and documents

-

Rizzi

, p. 1081,1082, 1083 (1972)

-

Synthesis and pyrolysis of two flavor precursors of oct-1-en-3-yl methylpyrazinecarboxylates

Lai, Miao,Ji, Xiaoming,Tao, Tao,Shan, Yuanyuan,Liu, Pengfei,Zhao, Mingqin

, p. 1627 - 1638 (2017/05/19)

To rich flavor additive species of pyrazines, two new compounds of 3,6-dimethyl-2,5-pyrazinedicarboxylic acid 1-octen-3-yl ester (DMPOE) and 3,5,6-trimethyl-2-pyrazinecarboxylic acid 1-octen-3-yl ester (TMPOE) were synthesized by KMnO4 oxidatio

Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents

-

, (2015/03/03)

The present invention primarily relates to imidazo[1,2-a]pyridine-ylmethyl-derivatives of Formula (I) wherein R1, R2, X, W e J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

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