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3-Hydroxybenzoic acid

Product Name
3-Hydroxybenzoic acid
CAS No.
99-06-9
Chemical Name
3-Hydroxybenzoic acid
Synonyms
M-HYDROXYBENZOIC ACID;3-hydroxybenzoate;Benzoic acid, 3-hydroxy-;m-Salicylic acid;meta-Hydroxybenzoic acid;m-Hba;m-salicylicacid;m-Salicylic Aci;3-Carboxyphenol;m-Hydroxybenzoic
CBNumber
CB4854760
Molecular Formula
C7H6O3
Formula Weight
138.12
MOL File
99-06-9.mol
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3-Hydroxybenzoic acid Property

Melting point:
200-203 °C (lit.)
Boiling point:
213.5°C (rough estimate)
Density 
1.4850
refractive index 
1.4600 (estimate)
FEMA 
4431 | 3-HYDROXYBENZOIC ACID
Flash point:
220 °C
storage temp. 
Store below +30°C.
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
4.06(at 19℃)
form 
Powder
color 
White to off-white
PH
3 (H2O)Aqueous solution
Water Solubility 
slightly soluble
BRN 
508160
InChIKey
IJFXRHURBJZNAO-UHFFFAOYSA-N
LogP
1.50
CAS DataBase Reference
99-06-9(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 3-hydroxy-(99-06-9)
EPA Substance Registry System
m-Hydroxybenzoic acid (99-06-9)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
DH1924980
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29182990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
H20008
Product name
3-Hydroxybenzoic acid
Purity
ReagentPlus , 99%
Packaging
5g
Price
$36.4
Updated
2024/03/01
Sigma-Aldrich
Product number
36333
Product name
3-Hydroxybenzoic acid
Purity
analytical standard
Packaging
100mg
Price
$61.3
Updated
2022/05/15
TCI Chemical
Product number
H0205
Product name
3-Hydroxybenzoic Acid
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$23
Updated
2024/03/01
TCI Chemical
Product number
H0205
Product name
3-Hydroxybenzoic Acid
Purity
>98.0%(HPLC)(T)
Packaging
100g
Price
$49
Updated
2024/03/01
Alfa Aesar
Product number
A13628
Product name
3-Hydroxybenzoic acid, 99%
Packaging
100g
Price
$54.9
Updated
2024/03/01
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3-Hydroxybenzoic acid Chemical Properties,Usage,Production

Chemical Properties

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.

Uses

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.

Preparation

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.

Reactions

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

Purification Methods

Crystallise the hydroxyacid from absolute EtOH. [Beilstein 10 IV 315.]

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3-Hydroxybenzoic acid Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
Nantong Chem-Tech.(Group) Co., Ltd
Tel
--
Fax
--
Email
ni.trade@pub.nt.jsinfo.net
Country
Europe
ProdList
1811
Advantage
56
ecochem international chemical broker
Tel
--
Fax
--
Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
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View Lastest Price from 3-Hydroxybenzoic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
3-Hydroxybenzoic acid 99-06-9
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-04-30
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Hydroxybenzoic acid 99-06-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-25
Asia Chem I and E (Jiangsu) Co Ltd
Product
3-Hydroxybenzoic acid 99-06-9
Price
US $11.17/kg
Min. Order
1kg
Purity
3-Hydroxybenzoic acid 99.5%min
Supply Ability
20tons/month
Release date
2024-11-07

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