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ChemicalBook > Product Catalog >Organic Chemistry >Carboxylic acids and derivatives >Cyclic carboxylic acids >4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde Structure
CAS No.
123-08-0
Chemical Name:
4-Hydroxybenzaldehyde
Synonyms
4-HYDROXYBENZALDEHYDE;PHB;PARA HYDROXY BENZALDEHYDE;Benzaldehyde, 4-hydroxy-;4-Hydroxybenzaldehyde ,99%;FEMA 3984;4-FORMYLPHENOL;p-Formylphenol;p-Oxybenzaldehyde;Hydroxy benzaldehyd
CBNumber:
CB6446138
Molecular Formula:
C7H6O2
Molecular Weight:
122.12
MOL File:
123-08-0.mol
MSDS File:
SDS
Modify Date:
2024/6/18 13:26:42
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4-Hydroxybenzaldehyde Properties

Melting point 112-116 °C (lit.)
Boiling point 191°C 50mm
Density 1,129 g/cm3
vapor pressure 0.004Pa at 25℃
refractive index 1.5105 (estimate)
FEMA 3984 | 4-HYDROXYBENZALDEHYDE
Flash point 174°C
storage temp. Store below +30°C.
solubility 13.8g/l
form Crystalline Powder
pka 7.61(at 25℃)
color light yellow to light brown
Odor at 100.00 %. sweet nutty almond balsam woody
Odor Type woody
Water Solubility 13 g/L (30 ºC)
Sensitive Air Sensitive
JECFA Number 956
Merck 14,4811
BRN 471352
Stability Hygroscopic
InChIKey RGHHSNMVTDWUBI-UHFFFAOYSA-N
LogP 1.3 at 23℃
CAS DataBase Reference 123-08-0(CAS DataBase Reference)
NIST Chemistry Reference Benzaldehyde, 4-hydroxy-(123-08-0)
EPA Substance Registry System p-Hydroxybenzaldehyde (123-08-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38-R36/37/38
Safety Statements  26-36-24/25-37/39-S24/25
WGK Germany  2
RTECS  CU6475000
Autoignition Temperature 450 °C
Hazard Note  Irritant/Air Sensitive
TSCA  Yes
HS Code  29124900
Toxicity LD50 orally in Rabbit: 2250 mg/kg
NFPA 704
2
0

4-Hydroxybenzaldehyde price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W398403 4-Hydroxybenzaldehyde ≥97%, FG 123-08-0 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W398403 4-Hydroxybenzaldehyde ≥97%, FG 123-08-0 1KG ₹27094.98 2022-06-14 Buy
Sigma-Aldrich(India) W398403 4-Hydroxybenzaldehyde ≥97%, FG 123-08-0 5KG ₹95184.23 2022-06-14 Buy
Sigma-Aldrich(India) W398403 4-Hydroxybenzaldehyde ≥97%, FG 123-08-0 10KG ₹122636.43 2022-06-14 Buy
Sigma-Aldrich(India) 8.04536 4-Hydroxybenzaldehyde for synthesis 123-08-0 100G ₹7520 2022-06-14 Buy
Product number Packaging Price Buy
W398403 1SAMPLE-K ₹5141.88 Buy
W398403 1KG ₹27094.98 Buy
W398403 5KG ₹95184.23 Buy
W398403 10KG ₹122636.43 Buy
8.04536 100G ₹7520 Buy

4-Hydroxybenzaldehyde Chemical Properties,Uses,Production

Chemical Properties

4-Hydroxybenzaldehyde is a yellow to light brown crystalline powder that has a very faint, sweet-woody-balsamic odor and a sweet taste with little or no other flavor impression. The odor is also reported as vanillic/nutty.

Occurrence

It is found as a volatile in several food products, including cherries, grapes, papayas, tomatoes, cheese, beer, rum, brandy, wine, tea and peanuts. Occurs in the form of esters in several plants, notably in wintergreen leaves and the bark of sweet birch.

Uses

4-Hydroxybenzaldehyde maintains bactericidal activity when tested against certain bacteria strains. It also displays antioxidant potential when analyzed through assay. It is widely used starting material for polymers and pharmaceuticals.

Definition

ChEBI: 4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as a plant metabolite, a mouse metabolite and an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor.

Preparation

p-Hydroxybenzaldehyde is prepared by heating sodium phenolate with carbon dioxide under pressure.

Application

p-Hydroxybenzaldehyde is the important intermediates of pharmaceutical industry and spices. In foreign , it's also used for synthesis of bromoxynil and chloroxynil which are kind of herbicides, and also used in the manufacture of bactericide, photographic emulsifier, nickel plating luster agent, liquid crystal, etc; In the pharmaceutical field, it can be used for synthesis of amoxicillin, antibacterial synergistic agent named TMP, 3,4,5-Trimethoxybenzaldehyde，Artificial gastrodia elata, farrerol, esmololhydrochloride; In the spicery field, it can be used for synthesis of spicery,for example: vanillin, ethyl vanillin, piperonal, springaldehyde, p-anisaldehyde, raspberry ketone natural,etc.

General Description

4-hydroxybenzaldehyde occurs naturally in vanilla beans and is one of the keys contributors to the vanilla flavor.

Synthesis

2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ 908 mg, 4 mmol) was added to a solution of 4-hydroxybenzyl alcohol (496 mg, 4 mmol) in dioxane (24 mL). The reaction mixture immediately turned deep green (exothermic reaction), and DDQH2 started precipitating within 1 min. Thin layer chromatography (TLC) analysis indicated consumption of starting material after 15 min. The solvent was removed from the yellow reaction mixture in vacuo. Treatment of the residue with CH2Cl2 left DDQH2 undissolved (quantitatively). Filtration followed by evaporation of CH2Cl2 gave 4-hydroxybenzaldehyde (74% yield) which was recrystallized from water.
synthesis of 4-hydroxybenzaldehyde
Reference: Becker, H.-D.; Bjork, A.; Alder, E. J. Org. Chem. 1980, 45, 1596?1600.

Purification Methods

Crystallise it from water (containing some H2SO4). Dry it over P2O5 under vacuum. [Beilstein 8 H 64, 8 IV 251.]

References

[1] HANS DIETER BECKER Erich A Anders Bjoerk. Quinone dehydrogenation. Oxidation of benzylic alcohols with 2,3-dichloro-5,6-dicyanobenzoquinone[J]. The Journal of Organic Chemistry, 1980, 45 9: 1596-1600. DOI:10.1021/jo01297a010.
[2] CHAN WOO KANG. 4-Hydroxybenzaldehyde accelerates acute wound healing through activation of focal adhesion signalling in keratinocytes.[J]. Scientific Reports, 2017: 14192. DOI:10.1038/s41598-017-14368-y.
[3] M. EDDOUKS. Insulin Resistance as a Target of Some Plant-Derived Phytocompounds[J]. Studies in natural products chemistry, 1900, 26 1: 351-373. DOI:10.1016/B978-0-444-63430-6.00011-4.
[4] DOUGLASS F. TABER. Vanillin Synthesis from 4-Hydroxybenzaldehyde[J]. Journal of Chemical Education, 2007, 84 7: 1158. DOI:10.1021/ed084p1158.
[5] MAKOTO KOMIYAMA Hidefumi H. Selective synthesis of 4-hydroxybenzaldehyde with cyclodextrin as catalyst[J]. Macromolecular Rapid Communications, 1981, 2 12: 715-717. DOI:10.1002/marc.1981.030021202.
[6] HIROAKI MATSUDA . Mutagenicity of ozonation and chlorination products from p-hydroxybenzaldehyde[J]. Science of the Total Environment, 1991, 103 2: Pages 141-149. DOI:10.1016/0048-9697(91)90140-A.

4-Hydroxybenzaldehyde Preparation Products And Raw materials

Raw materials

Chloral ZINC CYANIDE Oxygen Chloroform p-Cresol
Salicylaldehyde Cyanide, Quant Test Strips 4-Nitrotoluene Efficient catalysts Hydrochloric acid
Sodium hydroxide Glyoxylic acid Methanediol,1-[4-(acetyloxy)phenyl]-, 1,1-diacetate 4-(TETRAHYDRO-PYRAN-2-YLOXY)-BENZALDEHYDE
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Preparation Products

4-Hydroxy-3-nitrobenzaldehyde Troglitazone 4-[(3,4-DICHLOROBENZYL)OXY]BENZALDEHYDE 4-N-DECYLOXYBENZALDEHYDE N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline
2-(4-FLUOROBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE Bromoxynil octanoate 4-Vinylphenol 4-(2-CHLORO-6-FLUOROBENZYLOXY)BENZALDEHYDE 3,4,5-Trimethoxybenzaldehyde
4-[2-(DIMETHYLAMINO)ETHOXY]BENZALDEHYDE 2-(4-PENTYLBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE 2-(4-CHLOROBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE BETA-(4-ACETOXYPHENYL)PROPIONIC ACID 2-(4-BROMOBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE
2-Bromobenzonitrile Ciprofibrate 4-Cyanophenol 4-(2-Hydroxyethoxy)benzaldehyde p-Anisaldehyde
4-(4-FLUOROBENZYLOXY)BENZALDEHYDE 2-(4-METHOXYBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE Fast Green FCF Raspberry Ketone
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4-Hydroxybenzaldehyde Suppliers

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JSK Chemicals 58
Clarion Drugs Ltd 58
Atul Ltd 58

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4-Hydroxybenzaldehyde Spectrum

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123-08-0(4-Hydroxybenzaldehyde)Related Search:

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P-HYDROXYBENZALDEHYDE AKOS BBS-00003195 AKOS B004220 (4-HYDROXYPHENYL)METHANAL LABOTEST-BB LT00487051 4-HYDROXYBENZALDEHYDE 97+% The hydroxy benzaldehyde Para hydroxy benzene formaldehyde ANTI-PHB1(C-TERMINAL) antibody produced in rabbit ANTI-PROHIBITIN (PHB1)(N-TERMINAL) antibody produced in rabbit Bisoprolol EP Impurity S 4-Hydroxybenzaldehyde >=95.0% (HPLC) 4-Hydroxybenzaldehyde Vetec(TM) reagent grade, 95% 4-hydroxy-benzaldehyd 4-hydroxybenzaldehyde,p-formylphenol,4-formylphenol 4-Hydroxybenzenecarbonal Benzaldehyde, p-hydroxy- benzaldehyde,-hydroxy- p-hydroxy-benzaldehyd p-Hydroxybenzaldlehyde USAF m-6 HYDROXYBENZALDEHYDE, 4-(RG) 4-Hydroxy benzaldehy 4-Hydroxybenzaldehyde, 98+% 4-Hydroxybenzaldehyde, 99% 250GR 4-Hydroxybenzaldehyde, 99% 50GR 4-HYDROXYBENZALDEHYDE FOR SYNTHESIS P-Hydroxy Benzaldehyde 99.5%min P-Hydroxybenzaldehyde>98% P-Hydroxybenzaldehyde122.12 4-Hydroxy Benzaldehyde(4-Hb) 99.5% 4-HYDROXYBENZALDEHYDE (P-HYDROXYBENZALDEHYDE) 4-hydroxybenzaldhyde PARA-FORMYLPHENOL 4-HYDROXYBENZALDEHYDE 99.5% usafm-6 4-Hydroxybenzaldehyde 4-Formyllphenol Bisoprolol Impurity 15(Bisoprolol EP Impurity S) 4-HydroxybenzaL 4-Hydroxybenzaldehyde, 99.5%, for synthesis 4-Hydroxybenzaldehyde > p-Hydroxybenzaldehyde ISO 9001：2015 REACH Bisoprolol EP Impurity S (4-Hydroxybenzaldehyde) Pharmaceutical Intermediate CAS 123-08-0 99% Purity Phba 4-Hydroxybenzaldehyde/P-Hydroxybenzaldehyde Powder Bisoprolol impurities1634 p-Hydroxybenzaldehyde pure, 99% Bisoprolol Fumarate EP Impurity S p-Hydroxybenzaldehyde (PHBA) PHB 4-HYDROXYBENZALDEHYDE 4-FORMYLPHENOL FEMA 3984 Hydroxy benzaldehyd p-Formylphenol p-Oxybenzaldehyde 4-Hydroxybenzaldehyde ,99% Benzaldehyde, 4-hydroxy- PARA HYDROXY BENZALDEHYDE