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Benzaldehyde
Cas No: 100-52-7
USD $ 1.0-1.0 / Kilogram 1 Kilogram 1-500 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Good quality benzaldehyde CAS 100-52-7
Cas No: 100-52-7
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Benzaldehyde
Cas No: 100-52-7
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Benzaldehyde
Cas No: 100-52-7
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high purity 100-52-7 Benzaldehyde
Cas No: 100-52-7
USD $ 1.9-2.5 / Kilogram 1 Kilogram 999999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
benzaldehyde
Cas No: 100-52-7
USD $ 1300.0-1300.0 / Gram 10000 Gram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
Benzaldehyde CAS:100-52-7
Cas No: 100-52-7
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Benzaldehyde Natural
Cas No: 100-52-7
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Benzaldehyde, Benzoic aldehyde, CAS: 100-52-7, Benzenecarbonal
Cas No: 100-52-7
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Benzaldehyde
Cas No: 100-52-7
USD $ 1.0-1.0 / Gram 10 Gram 1 Metric Ton/Month Hebei Yingong New Material Technology Co.,Ltd . Contact Supplier

100-52-7 Usage

reactions

Benzaldehyde can be slowly oxidized to benzoic acid in air, so a small amount of hydroquinone is often added to prevent its oxidation.

There is no α-H atom in the benzaldehyde molecule. Disproportionation reaction(Cannizarro reaction) may occur under the action of concentrated alkali:

Heating benzaldehyde in the presence of catalyst of cyanide ion, it will occur bimolecular condensation:

Reactivity Profile

A nontoxic, combustible liquid, reacts with oxidizing reagents. Benzaldehyde must be blanketed with an inert gas at all times since Benzaldehyde is oxidized readily by air to benzoic acid [Kirk-Othmer, 3rd ed., Vol. 3, 1978, p. 736]. In contact with strong acids or bases Benzaldehyde will undergo an exothermic condensation reaction [Sax, 9th ed., 1996, p. 327]. A violent reaction was observed on contact with peroxyacids (peroxyformic acid) [DiAns, J. et al., Ber., 1915, 48, p. 1136]. An explosion occurred when pyrrolidine, Benzaldehyde, and propionic acid were heated to form porphyrins.

Air & Water Reactions

Oxidizes in air to form benzoic acid, which is moderately toxic by ingestion. Insoluble in water.

Uses

Manufacture of dyes, perfumery, cinnamic and mandelic acids, as solvent; in flavors.

Uses

1. Benzaldehyde is an important raw material for medicine, dyestuff, perfume and resin industry. It also can be used as solvent, plasticizer and low temperature lubricant. In essence, it is mainly used for the deployment of food flavor. A small amount of benzaldehyde is daily use in flavor and flavor of tobacco. In spite of being widely used as commercial food condiment and industrial solvents, the main use of benzyl alcohol is still used to synthesize a variety of other compounds from pharmaceuticals to plastic additives. Benzyl alcohol is an important intermediate product in the production of perfumes, spices, and some aniline dyes.
Mandelic acid was synthesized by benzaldehyde as the starting reagent: With the first hydrocyanic acid reacts with benzaldehyde, then mandelonitrile hydrolyzed to Racemic mandelic acid. Glacialist LaChepelle and Stillman reported Ice crystallization is inhibited by benzaldehyde and aldehydes ice in 1966, so as to prevent the thick frost formation (Depth Hoar). This process can prevent snowslide caused by the instability of the snow cover. However, this compound has not been used extensively, because of the destruction of vegetation and polluted water sources.
2.It is mainly used for the preparation of flavors, such as almond, cherry, peach, nuts, etc., the amount is up to 40%. As aromatizing agent canned cherry syrup, adding amount is sugar 3mL/kg.
3. Pharmaceutical, dyestuff, spice intermediates. For the production of oxygen based benzene formaldehyde, lauric acid, lauric aldehyde, malachite, benzyl benzoate, benzyl aniline and benzylidene acetone etc.. Used to tune the soap flavor, edible essence, etc.
4. As the head of the special aroma, it is used trace formula for fragrance, such as lilac, white, violet, jasmine, acacia, sunflower, sweet plum, orange flower, Tofu pudding etc.. Also it is used in soap. Also it can be used as edible spices for almond, coconut cream, berries, cherries, apricots, peaches, plums, walnuts, and vanilla bean, spicy flavor. Wine with flavors such as rum, brandy, etc.
5. Benzaldehyde is an intermediate of herbicide resistance, plant growth regulator, and anti-amine.
6. Used as a reagent for the determination of ozone, phenol, alkaloid and methylene. Used in the preparation of spices.

Purification Methods

To diminish its rate of oxidation, benzaldehyde usually contains additives such as hydroquinone or catechol. It can be purified via its bisulfite addition compound but usually distillation (under nitrogen at reduced pressure) is sufficient. Prior to distillation it is washed with NaOH or 10% Na2CO3 (until no more CO2 is evolved), then with saturated Na2SO3 and H2O, followed by drying with CaSO4, MgSO4 or CaCl2. [Beilstein 7 IV 505.]

description

Benzaldehyde is an organic compound, and is synthetized by the way that the hydrogen of benzene is substituted by aldehyde. It is the most simple, and also the most commonly used industrial aromatic aldehyde. It is a colorless liquid at room temperature and has a special almond odor. Benzaldehyde is a compound that aldehyde is directly linked to the phenyl group, because it has a similar bitter almond flavor. Benzaldehyde widely exists in plant, especially in the Rosaceae plants. It is mainly in the form of glycosides in plant stem bark, leaves or seeds, such as amygdalin, bitter almond, cherry, laurel, peach. Benzaldehyde is naturally in bitter almond oil, patchouli oil, hyacinth oil, cananga oil. The compound is also in the nutlets and nuts, and exists in the form of Amygdalin, which is combination of glycosides. The chemical properties of Benzaldehyde is similar to that of aliphatic aldehydes, but It is also different. Benzaldehyde cannot reduce fehling reagent. When the reducing fat is used to reduce the benzaldehyde, the main products are benzene methanol, four substituted for the ortho-glycol and two-phenyl ethylene glycol. In the presence of potassium cyanide, two molecules of benzaldehyde form benzoin by acceptance the hydrogen atom. The substitution reaction in aromatic nucleus of benzaldehyde is mainly the meta-position product. For example, the main product is the m-nitrobenzaldehyde , when benzaldehyde is nitrated.

Introductioin

Benzaldehyde(C6H5CHO) is an aromatic aldehyde bearing a single formyl group with an almond odor. Benzaldehyde occurs naturally in bitter almond oil, patchouli oil, hyacinth oil and other essential oils. It is widely used as a precursor to prepare various aniline dyes, perfumes, flavorings, and pharmaceuticals, and as a solvent, plasticizer and cryogenic lubricant used industrially.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Chemical Properties

Colorless to light yellow liquid

Production

Benzaldehyde can be prepared by a variety of ways.
  • Obtained from natural essential oils by fractionation.
  • Ozone oxidation and thiourea reduction reaction of natural cinnamon oil (containing cinnamaldehyde constituent 80% or more)
  • Catalytic oxidation of Toluene
  • Hydrolyze dichloromethane under alkaline conditions.

General Description

A clear colorless to yellow liquid with a bitter almond odor. Flash point near 145°F. More denser than water and insoluble in water. Hence sinks in water. Vapors are heavier than air. The primary hazard is to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates the soil to contaminate groundwater and nearby waterways. Used in flavoring and perfume making.
InChI:InChI=1/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

100-52-7 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1050905)  Benzaldehyde  United States Pharmacopeia (USP) Reference Standard 100-52-7 1050905-3X1ML 4,647.24CNY Detail
Sigma-Aldrich (Y0001064)  Benzaldehyde  European Pharmacopoeia (EP) Reference Standard 100-52-7 Y0001064-150MG 1,936.35CNY Detail
Sigma-Aldrich (PHR1203)  Benzaldehyde  pharmaceutical secondary standard; traceable to USP 100-52-7 PHR1203-3X1ML 732.19CNY Detail
Alfa Aesar (A10348)  Benzaldehyde, 99+%    100-52-7 5000g 1084.0CNY Detail
Alfa Aesar (A10348)  Benzaldehyde, 99+%    100-52-7 1000g 282.0CNY Detail
Alfa Aesar (A10348)  Benzaldehyde, 99+%    100-52-7 250g 229.0CNY Detail
Alfa Aesar (30749)  Benzaldehyde, 98%    100-52-7 3kg 579.0CNY Detail
Alfa Aesar (30749)  Benzaldehyde, 98%    100-52-7 1kg 212.0CNY Detail
Alfa Aesar (30749)  Benzaldehyde, 98%    100-52-7 250g 158.0CNY Detail
TCI America (B2379)  Benzaldehyde  >98.0%(GC) 100-52-7 500g 225.00CNY Detail

100-52-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name benzaldehyde

1.2 Other means of identification

Product number -
Other names Benzoylhydride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-52-7 SDS

100-52-7Synthetic route

styrene
292638-84-7

styrene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Activation energy; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;100%
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Solvent;99.8%
With sodium periodate; C22H23ClIN2Os(1+)*F6P(1-) In water; tert-butyl alcohol at 60℃; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere;97%
stilbene
588-59-0

stilbene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With oxygen In dichloromethane at 20℃; for 2h; visible light irradiation;100%
With sodium periodate; [η5-C5H5Ru(CO)2NH2C6H11]BF4 In water; acetonitrile at 60℃; for 1h; Catalytic behavior; Schlenk technique; Inert atmosphere;100%
With dihydrogen peroxide In acetonitrile at 65℃; for 6h;96%
Conditions
ConditionsYield
With dinitratocerium (IV) chromate In benzene for 0.666667h; Heating;100%
With tris paraperiodate In benzene for 1.5h; Heating;100%
With pyridine chromium peroxide In dichloromethane for 0.25h; Product distribution; Ambient temperature; effect of various chromium(VI) based oxidants;100%
toluene
108-88-3

toluene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With laccase from Coriolus versicolor MTCC-138; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane for 0.5h; pH=4.5; Green chemistry; Enzymatic reaction;100%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Reagent/catalyst; Solvent; Irradiation; Green chemistry;98%
With water at 20℃; for 3h; Reagent/catalyst;98%
benzylamine
100-46-9

benzylamine

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With dinitratocerium (IV) chromate In benzene for 1.25h; Heating;100%
With 2,2'-bipyridylchromium peroxide for 0.4h; Product distribution; effect of various chromium(VI) based oxidants;100%
With barium ferrate(VI) In benzene for 1h; Product distribution; Heating;100%
benzyl alcohol
100-51-6

benzyl alcohol

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With bis(pyridine)silver(I) permanganate In benzene for 0.5h;100%
With pyridine chromium peroxide In dichloromethane for 0.5h; Ambient temperature;100%
With manganese(IV) oxide; Pyridine-2,6-dicarboxylic acid In water; acetonitrile at 20℃; for 20h;100%
cyclohexene sulfide
286-28-2

cyclohexene sulfide

cis-2-methyl-3-phenyloxaziridine
39245-63-1

cis-2-methyl-3-phenyloxaziridine

A

(Z)-azomethane
4143-42-4

(Z)-azomethane

B

N,N'-bis(methyl)sulphur di-imide
13849-02-0, 84878-02-4, 84878-03-5, 84878-04-6

N,N'-bis(methyl)sulphur di-imide

C

benzaldehyde
100-52-7

benzaldehyde

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In chloroform Mechanism; Ambient temperature; via thionitrosomethane, CH3NS (also used: other oxaziridines and episulfides);A n/a
B 83%
C 100%
D 100%
(2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)(phenyl)methanone
19202-00-7

(2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)(phenyl)methanone

A

1,4-benzoxazine
5735-53-5

1,4-benzoxazine

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In ethyl acetate; benzene at -40℃;A 100%
B 100%
2-phenyl-1,3-dioxolane
936-51-6

2-phenyl-1,3-dioxolane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
1,3-di(NCS)-tetrabutyldistannoxane In diethylene glycol dimethyl ether; water at 100℃; for 2h; Deprotection of acetal;100%
Tetrabutyl-1,3-diisothiocyanato-distannoxane In diethylene glycol dimethyl ether; water at 100℃; for 2h;100%
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents;100%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

4-cyano-N,N-dimethylaniline-N-oxide
62820-00-2

4-cyano-N,N-dimethylaniline-N-oxide

A

formaldehyd
50-00-0

formaldehyd

B

4-cyano-N-methylaniline
4714-62-9

4-cyano-N-methylaniline

C

benzaldehyde
100-52-7

benzaldehyde

D

4-cyano-N,N-dimethylaniline
1197-19-9

4-cyano-N,N-dimethylaniline

Conditions
ConditionsYield
With chloro(5,10,15,20-tetraphenylporphyrinato)chromium(III) In acetonitrile for 0.666667h; Rate constant; Ambient temperature; Irradiation; oxygen transfer was investigated, different irradiation time;A n/a
B n/a
C 100%
D 100%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tris paraperiodate In benzene for 1.5h; Heating;100%
With N-iodo-succinimide In tetrahydrofuran for 3h; Ambient temperature; in the dark;98%
With calcium hypochlorite; water; aluminum oxide for 0.00555556h; microwave irradiation;98%
2-Phenyl-[1,3]dithiane
5425-44-5

2-Phenyl-[1,3]dithiane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With K-10 clay supported copper(II) nitrate trihydrate In dichloromethane for 5h; Ambient temperature; K-10 clay supported iron(III) nitrate nonahydrate; mild cleavege of thioacetals into the corresponding carbonyl compounds;100%
With K-10 clay supported iron(III) nitrate nonahydrate In dichloromethane for 5h; Ambient temperature; with K-10 clay-supported copper(II) nitrate trihydrate;100%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.75h; Micellar solution;100%
(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; iron(III) perchlorate In acetonitrile at -10℃; for 0.0833333h;100%
With air; [Pt(2,2':6',2'':6'',2'''-quaterpyridine)](CF3SO3)2; Nafion In acetonitrile at 20℃; for 5h; Irradiation;100%
With sodium periodate; osmium(VIII) oxide In tetrahydrofuran; water at 20℃;99%
(2-methyl-1-propenyl)-benzene
768-49-0

(2-methyl-1-propenyl)-benzene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With sodium nitrite In water; acetic acid 1.) 0 deg C 2.) 60 deg C, 0,5 h;100%
With oxygen at 25℃; under 1500.15 Torr; for 24h; pH=6; aq. buffer; Enzymatic reaction; chemoselective reaction;
benzyloxy-trimethylsilane
14642-79-6

benzyloxy-trimethylsilane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With benzyltriphenylphosphonium chlorate; aluminium trichloride In acetonitrile for 0.25h; Heating;100%
With nitrogen dioxide at 20℃; for 0.0833333h;100%
With N-benzyl-N,N-dimethyl anilinium peroxodisulfate In acetonitrile for 0.0833333h; Reflux;99%
(diethoxymethyl)benzene
774-48-1

(diethoxymethyl)benzene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With water at 80℃; for 2h;100%
With iodo trichloro silane for 0.333333h; Ambient temperature;95%
With iodo trichloro silane for 0.333333h; Product distribution; Mechanism; Ambient temperature; other acyclic and cyclic acetals and ketals;95%
benzaldehyde p-toluenesulfonylhydrazone
1666-17-7

benzaldehyde p-toluenesulfonylhydrazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 24h; Heating;100%
With Cr-MCM-41 zeolite on silica gel for 0.1h; microwave irradiation;96%
With copper(II) nitrate In tetrachloromethane at 25℃; for 2h; regeneration of aldehydes and ketones from tosylhydrazones; further tosylhydrazones;92%
benzyl nitrite
935-05-7

benzyl nitrite

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With nitric acid In dichloromethane at 20℃; for 1h;100%
With sulfuric acid In dichloromethane; water for 0.5h; in air;100%
With dimethyl sulfoxide at 70℃; for 6h;87.9%
With Amberlyst-15 In 1,4-dioxane at 40℃; Kinetics; Concentration; Temperature;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h;100%
With water at 80℃; for 2h;100%
With water at 90℃; Inert atmosphere;100%
benzylidene 1,1-diacetate
581-55-5

benzylidene 1,1-diacetate

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h;100%
With sulphated zirconia In acetonitrile at 60℃; for 0.45h; Microwave irradiation;100%
With aluminum oxide at 35℃; for 0.0111111h; microwave irradiation;98%
benzaldehyde dibenzyldithioacetal
5418-20-2

benzaldehyde dibenzyldithioacetal

A

dibenzyl disulphide
150-60-7

dibenzyl disulphide

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrate In tetrachloromethane; water for 5h; Ambient temperature; other reagent;A n/a
B 100%
1-(N,N-dibenzylamino)cyclopropanecarboxylic acid
119111-63-6

1-(N,N-dibenzylamino)cyclopropanecarboxylic acid

A

benzaldehyde
100-52-7

benzaldehyde

B

1-(N-benzylamino)cyclopropanecarboxylic acid hydrochloride
119111-75-0

1-(N-benzylamino)cyclopropanecarboxylic acid hydrochloride

Conditions
ConditionsYield
With pivaloyl chloride In chloroform Ambient temperature;A 100%
B 63%
benzaldehyde semicarbazone
1574-10-3

benzaldehyde semicarbazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With Oxone; silica gel In dichloromethane for 0.333333h; Reflux;100%
With benzyltriphenylphosphonium dichromate; silica gel for 0.166667h;97%
With hexaaquairon(III) perchlorate for 2h;96%
1-Acetamido-N-benzyloxy-6,7-dihydro-5H-dibenzazepin
83080-95-9

1-Acetamido-N-benzyloxy-6,7-dihydro-5H-dibenzazepin

A

benzaldehyde
100-52-7

benzaldehyde

B

1-Acetamido-5H-dibenzazepin-N-oxid
83081-01-0

1-Acetamido-5H-dibenzazepin-N-oxid

C

11-Acetamido-5H-dibenzazepin-N-oxid
83081-02-1

11-Acetamido-5H-dibenzazepin-N-oxid

Conditions
ConditionsYield
With dihydrogen peroxide In acetic acid for 1.66667h; Ambient temperature; Yield given. Title compound not separated from byproducts;A 100%
B n/a
C n/a
benzaldehyde phenylhydrazone
588-64-7

benzaldehyde phenylhydrazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 6h; Heating;100%
With baker's yeast; phosphate buffer In ethanol at 37℃; for 12h;98%
With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.416667h;98%
tetrahydro-2-(benzyloxy)-2H-pyran
1927-62-4

tetrahydro-2-(benzyloxy)-2H-pyran

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; benzyltriphenylphosphonium chlorate In acetonitrile at 20℃; for 3h;100%
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 0.75h; Heating;98%
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetone at 20℃; for 1h;96%
2-hydroxy-1,2,3-triphenyl-propan-1-one
7540-93-4

2-hydroxy-1,2,3-triphenyl-propan-1-one

A

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

B

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Heating;A 100%
B 38%
C 6%
α-(2-cyanoethyl)benzoin
174869-02-4

α-(2-cyanoethyl)benzoin

A

4-oxo-4-phenylbutanenitrile
5343-98-6

4-oxo-4-phenylbutanenitrile

B

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Ambient temperature;A 100%
B 75%
C 2%
2-phenyl-1,3-dioxane
772-01-0

2-phenyl-1,3-dioxane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents;100%
indium(III) chloride In methanol; water for 1.16667h; Heating;93%
With water; sodium acetate; Pyridine hydrobromide In methanol at 20℃; for 24h; Reagent/catalyst;9%
4-chloromethyl-2-phenyl[1,3]dioxolane
36236-72-3

4-chloromethyl-2-phenyl[1,3]dioxolane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents;100%
piperidine
110-89-4

piperidine

benzaldehyde
100-52-7

benzaldehyde

1,1'-benzylidenedipiperidine
2538-76-3

1,1'-benzylidenedipiperidine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
In ethanol at 25℃; for 0.5h;95%
With aluminum oxide In diethyl ether at 20℃;90%
morpholine
110-91-8

morpholine

benzaldehyde
100-52-7

benzaldehyde

4,4'-(phenylmethylene)bismorpholine
6425-08-7

4,4'-(phenylmethylene)bismorpholine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
In benzene at 20℃; for 16h; Inert atmosphere;99%
In benzene Reflux;95%
2-methyl-1H-indole
95-20-5

2-methyl-1H-indole

benzaldehyde
100-52-7

benzaldehyde

2-methyl-3-((2-methyl-1H-indol-3-yl)(phenyl)methyl)-1H-indole
17371-59-4

2-methyl-3-((2-methyl-1H-indol-3-yl)(phenyl)methyl)-1H-indole

Conditions
ConditionsYield
With C62H58N8O20Y2Zn2 In ethanol; water for 2h; Friedel-Crafts Alkylation;100%
With tris(hydroxymethyl)methane ammonium hydrogensulphate In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry;99%
With ruthenium trichloride In methanol at 20℃; for 0.05h;98%
N-methyl-N-(pyridin-2-yl)hydrazine
4231-74-7

N-methyl-N-(pyridin-2-yl)hydrazine

benzaldehyde
100-52-7

benzaldehyde

(E)-2-benzylidene-1-methyl-1-(pyridin-2-yl)hydrazine
4231-75-8

(E)-2-benzylidene-1-methyl-1-(pyridin-2-yl)hydrazine

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
With water
2-oxoindole
59-48-3

2-oxoindole

benzaldehyde
100-52-7

benzaldehyde

3-benzylideneoxindole
3359-49-7, 23772-61-4, 23782-37-8

3-benzylideneoxindole

Conditions
ConditionsYield
With UiO-66 metal organic framework nanoparticles In neat (no solvent) at 80℃; for 2h; Friedel-Crafts Alkylation; Sealed tube; Darkness;100%
With pyrrolidine In ethanol for 2h; Reflux;94%
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate at 80℃; for 1h;93%
4-aminourazole
21531-96-4

4-aminourazole

benzaldehyde
100-52-7

benzaldehyde

4-benzylidenamino-[1,2,4]triazolidine-3,5-dione
4114-10-7

4-benzylidenamino-[1,2,4]triazolidine-3,5-dione

Conditions
ConditionsYield
In water for 0.5h; Reflux;100%
With water
isobutylamine
78-81-9

isobutylamine

benzaldehyde
100-52-7

benzaldehyde

benzylideneisobutylamine
27845-49-4, 6852-57-9

benzylideneisobutylamine

Conditions
ConditionsYield
at 20℃; for 2h;100%
91%
cyclohexanone
108-94-1

cyclohexanone

benzaldehyde
100-52-7

benzaldehyde

2-Benzylidenecyclohexanone
5682-83-7

2-Benzylidenecyclohexanone

Conditions
ConditionsYield
Stage #1: cyclohexanone With sodium hydroxide In ethanol; water at 0 - 5℃;
Stage #2: benzaldehyde In ethanol; water
100%
With CaO modified with benzyl bromide In methanol at 65℃; under 760.051 Torr; for 3h; Reagent/catalyst; Concentration; Temperature; Time;95.8%
With N,N-Dimethyltrimethylsilylamine; magnesium bromide ethyl etherate at 20℃; for 16h; Inert atmosphere; neat (no solvent);93%
acetic anhydride
108-24-7

acetic anhydride

benzaldehyde
100-52-7

benzaldehyde

benzylidene 1,1-diacetate
581-55-5

benzylidene 1,1-diacetate

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In dichloromethane at 20℃; for 0.25h; Green chemistry; chemoselective reaction;100%
With SBA-15-Ph-PrSO3H at 20℃; for 0.0833333h; Green chemistry;100%
With poly(4-vinylpyridinium) perchlorate In neat (no solvent) at 20℃; for 0.0333333h; Time; Green chemistry; chemoselective reaction;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

urea
57-13-6

urea

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
123237-03-6, 5395-36-8

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With Cl7Fe2(1-)*C6H9N2O2(1+); C8H15N2(1+)*C4H12B(1-) at 80℃; for 2h; Reagent/catalyst; Biginelli Pyrimidone Synthesis;99%
With guanidine In neat (no solvent) at 80℃; for 2h; Biginelli Pyrimidone Synthesis;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
1165-06-6

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With ammonia for 3h; Heating;100%
With C23H3BF16N2O; ammonium acetate In toluene at 100℃; for 10h; Hantzsch Dihydropyridine Synthesis;100%
With ammonium carbonate In water at 55 - 60℃; for 3.5h; Hantzsch pyridine synthesis;99%
1-amino-naphthalene
134-32-7

1-amino-naphthalene

benzaldehyde
100-52-7

benzaldehyde

N-benzylidenenaphthalen-1-amine
890-51-7

N-benzylidenenaphthalen-1-amine

Conditions
ConditionsYield
With aluminum oxide for 5h; Milling;100%
In water at 20℃; for 2h;80%
In dichloromethane for 10h; Reflux;70%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

benzaldehyde
100-52-7

benzaldehyde

2-Phenyl-[1,3]dithiane
5425-44-5

2-Phenyl-[1,3]dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 23℃; for 3h;100%
With lithium tetrafluoroborate at 25℃; for 1h;100%
With lithium bromide at 75 - 80℃; for 0.25h;99%
propylamine
107-10-8

propylamine

benzaldehyde
100-52-7

benzaldehyde

N-benzylidenepropylamine
6852-55-7

N-benzylidenepropylamine

Conditions
ConditionsYield
In toluene for 1h; Ambient temperature;100%
at 26℃; for 24h;96%
With aluminum oxide at 20℃; for 4h;95%
n-butyllithium

n-butyllithium

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -78 - 20℃;100%
Stage #1: n-butyllithium With mischmetall tribromide In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78℃; for 3h; Imamoto reaction;
98%
In hexane at -78 - 20℃; for 1.16667h;95%
nitromethane
75-52-5

nitromethane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
palladium/alumina at 60℃; for 1h;100%
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Reagent/catalyst; Henry Nitro Aldol Condensation; Green chemistry;99%
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation; Ionic liquid; Green chemistry;99%
hydrogen cyanide
74-90-8

hydrogen cyanide

benzaldehyde
100-52-7

benzaldehyde

(R)-Mandelonitrile
10020-96-9

(R)-Mandelonitrile

Conditions
ConditionsYield
With (R)-oxynitrilase (almond meal); citric buffer pH 5.5 In ethyl acetate at 4℃; for 48h; Product distribution; other aldehydes and methyl ketones, also in micro-aqueous phase, var temp. and solvents;100%
With (R)-oxynitrilase (almond meal) In ethyl acetate at 4℃; for 48h; 0.02 M citrate buffer pH 5.5;100%
With (R)-hydroxynitrile lyase In tert-butyl methyl ether; dimethyl sulfoxide at 5℃; for 24h; pH=4; aq. citrate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;100%
(R,R)-2,3-butandiol
24347-58-8

(R,R)-2,3-butandiol

benzaldehyde
100-52-7

benzaldehyde

4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane
75281-80-0

4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 100℃; for 3h; Molecular sieve;100%
With trifluoromethanesulfonate; 1-phenyl-1-trimethylsilyloxyethane In dichloromethane at -20℃; for 3h;96%
With toluene-4-sulfonic acid; orthoformic acid triethyl ester at 140℃; for 2h;85%
hexan-1-amine
111-26-2

hexan-1-amine

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
at 20℃; for 2h;100%
With ethanol; potassium carbonate
With aluminum oxide for 2h; Ambient temperature;
benzaldehyde
100-52-7

benzaldehyde

t-butyl 3-benzylidenecarbazate
24469-50-9

t-butyl 3-benzylidenecarbazate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 4h;100%
In ethanol for 3h; Reflux;100%
In ethanol99%
4,4'-thiobisaniline
139-65-1

4,4'-thiobisaniline

benzaldehyde
100-52-7

benzaldehyde

N,N'-(thiobis(4,1-phenylene))bis(1-phenyl methanimine)
3430-68-0

N,N'-(thiobis(4,1-phenylene))bis(1-phenyl methanimine)

Conditions
ConditionsYield
With piperidine In ethanol100%
With acetic acid In ethanol for 4h; Reflux;86%
With ethanol; zinc(II) chloride
phenyl carbamate
64-10-8

phenyl carbamate

benzaldehyde
100-52-7

benzaldehyde

1,1'-(phenylmethylene)bis(3-phenylurea)
40848-82-6

1,1'-(phenylmethylene)bis(3-phenylurea)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 5h;100%
With silica-bonded N-(propylsulfonyl)piperazine-N-sulfamic acid In toluene for 2.5h; Reflux;78%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-2-propen-1-ol
4393-06-0

1-Phenyl-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;100%
In tetrahydrofuran at -10 - 20℃; Schlenk technique;95%
In tetrahydrofuran at -10℃; for 2h; Inert atmosphere;93%
1-propynylmagnesium bromide
16466-97-0, 13254-27-8

1-propynylmagnesium bromide

benzaldehyde
100-52-7

benzaldehyde

1-phenylbut-2-yn-1-ol
32398-66-6

1-phenylbut-2-yn-1-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
In tetrahydrofuran at 0 - 20℃;86%
In tetrahydrofuran at 0 - 20℃; for 2h; Grignard Reaction; Schlenk technique; Inert atmosphere;77%
l-cysteine hydrochloride
52-89-1

l-cysteine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid
196930-46-8

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

Conditions
ConditionsYield
Stage #1: l-cysteine hydrochloride With sodium hydroxide In water
Stage #2: benzaldehyde In ethanol; water at 20℃; for 3h;
100%
With potassium acetate In methanol; water at 0 - 25℃; for 6h;98%
Stage #1: l-cysteine hydrochloride With potassium carbonate In water
Stage #2: benzaldehyde In methanol; water at 25℃; for 3h;
98%
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-1-propanol
93-54-9

1-Phenyl-1-propanol

Conditions
ConditionsYield
With methylaluminum bis(2,6-di-tert-butylphenoxide) In diethyl ether; toluene at -78℃; for 2h;100%
In diethyl ether at 0 - 20℃;87%
Stage #1: ethylmagnesium bromide; benzaldehyde In tetrahydrofuran at 30℃; for 24h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran Inert atmosphere;
73%
benzaldehyde
100-52-7

benzaldehyde

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorobenzylidene)aniline
780-21-2

N-(4-chlorobenzylidene)aniline

Conditions
ConditionsYield
With acetic acid In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;100%
With aqueous extract of pericarp of Sapindus trifoliatus fruits at 20℃; for 0.0333333h;98%
sodium hydrogen sulfate; silica gel at 62 - 64℃; for 0.0208333h; microwave irradiation;96%
benzaldehyde
100-52-7

benzaldehyde

dimedone
126-81-8

dimedone

3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione
19744-83-3

3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione

Conditions
ConditionsYield
With poly[(2-acrylamido-2-methylpropane sulfonic acid)-co-(acrylic acid)-co-(vinyl functionalized halloysite clay)] In water at 20℃; for 3h;100%
With sulfated polyborate catalyst In neat (no solvent) at 100℃; for 0.05h; Catalytic behavior; Temperature; Green chemistry;99%
With acetic acid at 110℃; for 0.25h; Microwave irradiation;98%

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