3-Hydroxybenzoesure

Bezeichnung:3-Hydroxybenzoesure

CAS-Nr99-06-9

Englisch Name:3-Hydroxybenzoic acid

CBNumberCB4854760

SummenformelC7H6O3

Molgewicht138.12

MOL-Datei99-06-9.mol

Synonyma

3-Hydroxybenzoesure

3-Hydroxybenzoesure physikalisch-chemischer Eigenschaften

Schmelzpunkt	200-203 °C (lit.)
Siedepunkt	213.5°C (rough estimate)
Dichte	1.4850
Brechungsindex	1.4600 (estimate)
FEMA	4431 \| 3-HYDROXYBENZOIC ACID
Flammpunkt	220 °C
storage temp.	Store below +30°C.
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
pka	4.06(at 19℃)
Aggregatzustand	Powder
Farbe	White to off-white
PH	3 (H2O)Aqueous solution
Wasserlöslichkeit	slightly soluble
BRN	508160
InChIKey	IJFXRHURBJZNAO-UHFFFAOYSA-N
LogP	1.50
CAS Datenbank	99-06-9(CAS DataBase Reference)
NIST chemische Informationen	Benzoic acid, 3-hydroxy-(99-06-9)
EPA chemische Informationen	m-Hydroxybenzoic acid (99-06-9)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
RTECS-Nr.	DH1924980
Hazard Note	Irritant
TSCA	Yes
HS Code	29182990

Gefahreninformationscode (GHS)

3-Hydroxybenzoic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
White to light yellow crystal powder. 3-Hydroxybenzoic acid does not undergo decarboxylation at elevated temperature and is stable up to 300℃. This is in contrast to 2- and 4-hydroxybenzoic acids. Electrophilic substitution (e.g., nitration, halogenation, sulfonation) occurs ortho or para to the hydroxyl group. Thus, nitration with 62 % aqueous nitric acid gives 2-nitro-3-hydroxybenzoic acid as the main product, along with 4-nitro- and 6-nitro-3-hydroxybenzoic acids.
Verwenden
3-Hydroxybenzoic acid is used as an intermediate in the manufacture of germicides, plasticizers, preservatives, light stabiliziers, petroleum additives, pharmaceuticals, and plasticizer. It can also be used for the synthesis of azo dyes and herbicide fomesafen.
Definition
ChEBI: 3-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc. It has a role as a bacterial metabolite and a plant metabolite. It derives from a benzoic acid. It is a conjugate acid of a 3-hydroxybenzoate.
Application
3-Hydroxybenzoic acid is used in perfumery. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.
synthetische
3-Hydroxybenzoic acid is synthesized from benzoic acid by sulfonation, alkali melting and hydrolysis.
122kg of benzoic acid was put into the reactor, and 100kg of oleum was added under stirring. The temperature was raised to about 100 °C, and the reaction was carried out for 2h to obtain Sodium 3-sulfobenzoate. Then the sulfonated liquid was transferred to an alkali melting pot, 45 kg of solid sodium hydroxide was added, the temperature was raised to melting, and reacted for 4 to 5 hours to obtain sodium m-carboxyphenate, and diluted sulfuric acid was added for acid hydrolysis. Cool and crystallize, filter out sodium sulfate, and decolorize the filter cake with activated carbon to obtain 3-Hydroxybenzoic acid.
Reaktionen
m-Hydroxybenzoic Acid, of the three hydroxybenzoic acids, the metaisomer is of least commercial importance. Unlike salicylic acid, m-hydroxybenzoic acid does not undergo the Friedel-Crafts reaction. It can be converted in 80% yield to m-aminophenol by the Schmidt reaction, which involves treating the acid with hydrazoic acid in trichloroethylene in the presence of sulfuric acid at 40 °C.
Synthesis Reference(s)
Tetrahedron Letters, 9, p. 3845, 1968 DOI: 10.1016/S0040-4039(01)99116-6
läuterung methode
Crystallise the hydroxyacid from absolute EtOH. [Beilstein 10 IV 315.]

3-Hydroxybenzoic acid Upstream-Materialien And Downstream Produkte

3-Hydroxybenzoesure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

99-06-9, 3-Hydroxybenzoic acid Verwandte Suche:

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