Name | 3-Hydroxybenzaldehyde |
Synonyms | m-Formylphenol m-Aldehydophenol hydroxybenzaldehyde HYDROXYBENZALDEHYDE-3 m-hydroxy-benzaldehyd m-Hydroxybenzaldehyde 3-hydroxy-benzaldehyd 3-Hydroxydenzaldehyde 3-Hydroxybenzaldehyde m-hydroxy benzaldehyde 3-hydroxy benzaldehyde Benzaldehyde, m-hydroxy- META-HYDROXY BENZALDEHYDE 4-hydroxy-3-(3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl)benzoic acid |
CAS | 100-83-4 |
EINECS | 202-892-9 |
InChI | InChI=1/C7H6O2/c8-5-6-2-1-3-7(9)4-6/h1-5,9H |
InChIKey | IAVREABSGIHHMO-UHFFFAOYSA-N |
Molecular Formula | C7H6O2 |
Molar Mass | 122.12 |
Density | 1.1179 |
Melting Point | 100-103°C(lit.) |
Boling Point | 191°C50mm Hg(lit.) |
Flash Point | 191°C/50mm |
Water Solubility | SOLUBLE |
Solubility | Slightly soluble in water, soluble in hot water; ethanol; acetone; ether and benzene. Can sublimate, not steam distillation. |
Vapor Presure | 2.09E-24mmHg at 25°C |
Appearance | Slightly brown crystalline powder |
Color | faintly yellow to light brown |
BRN | 507099 |
pKa | 8.98(at 25℃) |
PH | 3-4 (H2O, 20℃)(saturated solution) |
Storage Condition | Inert atmosphere,2-8°C |
Sensitive | Air Sensitive |
Refractive Index | 1.5286 (estimate) |
MDL | MFCD00003368 |
Physical and Chemical Properties | Melting point 101-105°C boiling point 191°C (50 mmHg) water-SOLUBLE solution |
Use | For the synthesis of pharmaceuticals, dyes and organic compounds |
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. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | CU6450000 |
FLUKA BRAND F CODES | 8-9-23 |
TSCA | Yes |
HS Code | 29124900 |
Raw Materials | m-Cresol |
Downstream Products | 3-Hydroxybenzyl alcohol |
Reference Show more | 1. Shan Wang, Chen Yongsheng, Liang Xiaowei, et al. Synthesis of Hydroxycinnamic Acid Derivatives and Their Antioxidant Structure-Activity Relationship [J]. Food Industry Science and Technology, 2017(12):293-297 338. |
colorless or light yellow crystalline solid, melting point 103~104 ℃, boiling point 240 ℃,191 ℃(6. 7kPa). Slightly soluble in water, soluble in hot water, ethanol, acetone, ether and benzene. Can sublimate, can not be water vapor distillation.
with the preparation of M-nitrobenzaldehyde, there are two methods of synthesis.
its gas forms an explosive mixture with air. Combustion produces irritant, corrosive and/or toxic gases. Inhalation, ingestion and skin contact are harmful. Wear glasses, protective clothing and protective gloves. Packaged in cardboard barrels, 25kg net weight per barrel.
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
uses | used in the synthesis of medicines, dyes and organic compounds m-hydroxybenzaldehyde is used as an intermediate for fine chemicals such as medicines, dyes, fungicides, photographic emulsifiers, etc. as an intermediate, m-hydroxybenzaldehyde is mainly used in the manufacture of medicine, spices and dyes. It can also be used in fungicides, photographic emulsifiers, nickel-plated gloss agents, etc. The drugs synthesized by m-hydroxybenzaldehyde mainly include hydrochloric acid dehydroxyadrenal gland, epinephrine, quinine, otocaine, etc. Schiff's reagent (Schiff's reagent). Pharmaceutical, plastic, dye intermediates. Fungicide. Photographic emulsifier. |
production method | using m-nitrobenzaldehyde as raw material, there are two methods for preparing m-hydroxybenzaldehyde. 1. It is obtained by addition, reduction, diazotization and hydrolysis of m-nitroformaldehyde. Dissolve sodium bisulfite in water, add m-nitrobenzaldehyde, and stir and dissolve at 50°C to obtain the adduct. The adduct exists in calcium carbonate, heated and refluxed with ferrous sulfate for 3h, and reduced to amino. The reduction liquid is cooled to below 15 ℃, diazotized with sodium nitrite solution dropwise, and then hydrolyzed at 100-110 ℃ to obtain m-hydroxybenzaldehyde. After decolorization of activated carbon and recrystallization with water, the finished product is obtained. 2. It is obtained by reduction of m-nitrobenzaldehyde by stannous chloride, diazotization and hydrolysis. Mix powdered stannous chloride dihydrate with hydrochloric acid into a solution, cool to 5 ℃, and add m-nitrobenzaldehyde. After slowly heating to 25-30 ℃, the temperature rises rapidly. When it rises to 100 ℃, it is cooled and stirred vigorously to obtain orange paste. Add concentrated hydrochloric acid to form a suspension, slowly add sodium nitrite aqueous solution under stirring, and control the temperature at 4-5 ℃. After adding, stir for 1h. Cooling crystallization, filtering out diazonium salt, adding to boiling water for hydrolysis, and decolorizing with activated carbon. Filter while hot, cool and crystallize to obtain the finished product. |