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Citrazinic acid

Product Name
Citrazinic acid
CAS No.
99-11-6
Chemical Name
Citrazinic acid
Synonyms
2,6-DIHYDROXYISONICOTINIC ACID;36470;2,6-DIHYDROXYPYRIDINE-4-CARBOXYLIC ACID;CGA-129218;Citrazinicaci;CITRAZANICACID;citrazinicacfd;AKOS NCG1-0104;itrazinic acid;Cltrazinic acid
CBNumber
CB2746425
Molecular Formula
C6H5NO4
Formula Weight
155.11
MOL File
99-11-6.mol
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Citrazinic acid Property

Melting point:
>300 °C(lit.)
Boiling point:
278.88°C (rough estimate)
Density 
0.65 g/cm3
refractive index 
1.5423 (estimate)
storage temp. 
Inert atmosphere,2-8°C
solubility 
practically insoluble
pka
2.54±0.20(Predicted)
form 
Powder
color 
Yellow
PH
3.1-3.5 (100g/l, H2O)(slurry)
Water Solubility 
practically insoluble
Merck 
14,2325
BRN 
383736
InChIKey
CSGQJHQYWJLPKY-UHFFFAOYSA-N
CAS DataBase Reference
99-11-6(CAS DataBase Reference)
NIST Chemistry Reference
Isonicotinic acid, 2,6-dihydroxy-,(99-11-6)
EPA Substance Registry System
Citrazinic acid (99-11-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-36/37/39-22
WGK Germany 
1
RTECS 
NS1400000
TSCA 
Yes
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
153281
Product name
2,6-Dihydroxypyridine-4-carboxylic acid
Purity
97%
Packaging
25g
Price
$42.3
Updated
2025/07/31
Sigma-Aldrich
Product number
153281
Product name
2,6-Dihydroxypyridine-4-carboxylic acid
Purity
97%
Packaging
100g
Price
$89.7
Updated
2025/07/31
TCI Chemical
Product number
C0571
Product name
Citrazinic Acid
Purity
>96.0%(T)
Packaging
25g
Price
$67
Updated
2025/07/31
TCI Chemical
Product number
C0571
Product name
Citrazinic Acid
Purity
>96.0%(T)
Packaging
500g
Price
$561
Updated
2025/07/31
TRC
Product number
D453773
Product name
2,6-DihydroxyisonicotinicAcid
Packaging
500mg
Price
$45
Updated
2021/12/16
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Citrazinic acid Chemical Properties,Usage,Production

Chemical Properties

yellow powder

Uses

2,6-Dihydroxypyridine-4-carboxylic acid was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones.

Uses

2,6-Dihydroxypyridine-4-carboxylic acid (citrazinic acid) was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones.

Definition

ChEBI: CITRAZINIC ACID is an aromatic carboxylic acid and a member of pyridines.

Synthesis

77-92-9

99-11-6

(1) Weigh 1.2188 g (0.0058 mol) of citric acid and 1.3932 g (0.0231 mol) of urea, dissolve in 60 ml of deionized water, and ultrasonicate for 10 min to ensure adequate mixing; (2) Transfer the mixed solution to a reaction vessel and place it in an oven preheated to 185 ℃, and maintain the reaction in hydrothermal conditions for 2 h; after completion of the reaction, cool naturally to After the reaction was completed, it was cooled naturally to room temperature to obtain a dark green solution; (3) the above solution was placed in a constant temperature water bath at 60 ℃, and 98% sulfuric acid was added dropwise slowly under magnetic stirring to adjust the pH of the solution to 2-3; at this time, a large number of yellow solids were precipitated, and the solution was centrifuged at 12,000 rpm for 10 minutes, the supernatant was discarded, and the precipitate was washed with deionized water for several times and drained; finally, the yellow precipitate was dried in the oven at 60 ℃, and citrazinic acid was obtained, with a yield of 85.18%. The yield was 85.18%.

Purification Methods

The acid is normally a yellow powder with a greenish shade, but is white when ultra pure and turns blue on long standing. It is insoluble in H2O but slightly soluble in hot HCl and soluble in alkali or carbonate solutions. It is purified by precipitation from alkaline solutions with dilute HCl, and dried in a vacuum over P2O5. The ethyl ester has m 232o (evacuated tube) and a pKa of 4.81 in MeOCH2CH2OH [IR: Pitha Coll Czech Chem Comm 28 1408 1963]. [Beilstein 22/7 V 24.]

References

[1] Patent: CN108164458, 2018, A. Location in patent: Paragraph 0010; 0012; 0013
[2] Journal of the American Pharmaceutical Association (1912-1977), 1956, vol. 45, p. 478

Citrazinic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Citrazinic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Citrazinic acid 99-11-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2025-03-28
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Citrazinic Acid 99-11-6
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-11-15
Shaanxi Dideu Medichem Co. Ltd
Product
Citrazinic acid 99-11-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000KG
Release date
2024-08-25

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