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2-Chloro-3,4-dihydroxyacetophenone CAS 99-40-1

Chemical Property:

Molecular Formula C8H7ClO3
Molar Mass 186.59
Density 1.444±0.06 g/cm3(Predicted)
Melting Point 174-176°C(lit.)
Boling Point 418.7±35.0 °C(Predicted)
Flash Point 207°C
Solubility Soluble in DMSO, methanol.
Vapor Presure 1.33E-07mmHg at 25°C
Appearance Solid
Color White to Pale Beige
BRN 2092660
pKa 7.59±0.20(Predicted)
Storage Condition 2-8°C
Sensitive Easily absorbing moisture
Refractive Index 1.611

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Risk and Safety

Hazard Symbols Xi - Irritant
Risk Codes 36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39 - Wear suitable gloves and eye/face protection
S36 - Wear suitable protective clothing.
WGK Germany 3
HS Code 29252900

99-40-1 - Reference Information

Overview 3, 4-dihydroxy-2 '-chloroacetophenone is a key intermediate in the synthesis of carbamot. Carbazil also known as blood, adrenal pigment ammonia urea sodium salicylate, mainly used for increased capillary permeability caused by bleeding.
Use The intermediate of haemostatic drug anluoxue, adrenomimetic drug gashaler, etc.
production method add catechol and chloroacetic acid to a dry reaction pot, raise the temperature to 60 °c, and stir, 85-90 degrees C insulation 0.5h. Cool to below 65 ℃, add phosphorus oxychloride, react at 60-70 ℃ for 4h,70-80 ℃ for 4h. When it is difficult to stir the reactants thick, add water, raise the temperature, and hydrolyze at 90-100 ℃ for 0.5h. The crystals were cooled to below 10 ° C., and filtered. The solid matter was washed with water until neutral to obtain 2-chloro-3 ',4'-dihydroxyacetophenone.

Application
2-Chloro-3,4-dihydroxyacetophenone (3,4-Dihydroxyphenacyl chloride) is a high-purity α-chloroketone and a key pharmaceutical intermediate. It is primarily used as a critical building block in the synthesis of carbazochrome (carbazochrome salicylate, Adrenochrome monosemicarbazone), a hemostatic agent indicated for bleeding caused by increased capillary permeability. The compound is also an essential intermediate in the synthesis of adrenergic drugs such as noradrenaline (norepinephrine), epinephrine, and related sympathomimetic agents (e.g.,喘息灵). Its catechol framework and reactive chloromethyl ketone group enable further transformations to construct diverse bioactive molecules, including drug candidates for cardiovascular, neurological, and inflammatory indications. Additionally, it serves as a valuable laboratory chemical in organic synthesis research and as a reference standard (Noradrenaline Imp. E) for pharmaceutical quality control. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of high-purity 2-Chloro-3,4-dihydroxyacetophenone to support your pharmaceutical R&D and commercial production needs. Contact us for a competitive quote and reliable global supply.


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