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Cas Database

591-31-1

591-31-1

Identification

  • Product Name:m-Anisaldehyde

  • CAS Number: 591-31-1

  • EINECS:209-712-8

  • Molecular Weight:136.15

  • Molecular Formula: C8H8O2

  • HS Code:29124900

  • Mol File:591-31-1.mol

Synonyms:3-Methoxy benzaldehyde;Metamethoxybenzaldehyde;4-08-00-00241 (Beilstein Handbook Reference);3-Anisaldehyde;m-Methoxybenzaldehyde;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:3-Methoxybenzaldehyde
  • Packaging:100g
  • Price:$ 275
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:m-Anisaldehyde >98.0%(GC)
  • Packaging:500mL
  • Price:$ 279
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  • Manufacture/Brand:TCI Chemical
  • Product Description:m-Anisaldehyde >98.0%(GC)
  • Packaging:100mL
  • Price:$ 93
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  • Manufacture/Brand:TCI Chemical
  • Product Description:m-Anisaldehyde >98.0%(GC)
  • Packaging:25mL
  • Price:$ 32
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-Methoxybenzaldehyde 97%
  • Packaging:25 g
  • Price:$ 21
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-Methoxybenzaldehyde 97%
  • Packaging:5 g
  • Price:$ 16
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:m-Anisaldehyde ≥97%
  • Packaging:100g
  • Price:$ 106
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:3-Methoxybenzaldehyde for synthesis. CAS No. 591-31-1, EC Number 209-712-8., for synthesis
  • Packaging:8057960100
  • Price:$ 169
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:m-Anisaldehyde 97%
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  • Manufacture/Brand:Sigma-Aldrich
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Relevant articles and documentsAll total 339 Articles be found

C70Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Kumar, Inder,Kumar, Rakesh,Gupta, Shiv Shankar,Sharma, Upendra

supporting information, p. 6449 - 6457 (2021/05/29)

C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence

Kim, Hun Young,Oh, Kyungsoo,Si, Tengda

supporting information, p. 18150 - 18155 (2021/12/09)

Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper-containing amine oxidase (CuAO)-like o-NQ-catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)-like TBHP-mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP-mediated oxidation pathways of imines. The developed metal-free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.

1,2,3-Triazole framework: a strategic structure for C-H?X hydrogen bonding and practical design of an effective Pd-catalyst for carbonylation and carbon-carbon bond formation

Hajipour, Abdol Reza,Hosseini, Seyed Mostafa,Jahromi, Maryam Dehdashti,Mohammadsaleh, Fatemeh,Niknam, Khodabakhsh

, p. 20812 - 20823 (2021/07/01)

1,2,3-Triazole is an interesting N-heterocyclic framework which can act as both a hydrogen bond donor and metal chelator. In the present study, C-H hydrogen bonding of the 1,2,3-triazole ring was surveyed theoretically and the results showed a good agreement with the experimental observations. The click-modified magnetic nanocatalyst Pd@click-Fe3O4/chitosan was successfully prepared, in which the triazole moiety plays a dual role as both a strong linker and an excellent ligand and immobilizes the palladium species in the catalyst matrix. This nanostructure was well characterized and found to be an efficient catalyst for the CO gas-free formylation of aryl halides using formic acid (HCOOH) as the most convenient, inexpensive and environmentally friendly CO source. Here, the aryl halides are selectively converted to the corresponding aromatic aldehydes under mild reaction conditions and low Pd loading. The activity of this catalyst was also excellent in the Suzuki cross-coupling reaction of various aryl halides with phenylboronic acids in EtOH/H2O (1?:?1) at room temperature. In addition, this catalyst was stable in the reaction media and could be magnetically separated and recovered several times.

A Magnetically Recyclable Palladium-Catalyzed Formylation of Aryl Iodides with Formic Acid as CO Source: A Practical Access to Aromatic Aldehydes

You, Shengyong,Zhang, Rongli,Cai, Mingzhong

, p. 1962 - 1970 (2021/01/25)

A magnetically recyclable palladium-catalyzed formylation of aryl iodides under CO gas-free conditions has been developed by using a bidentate phosphine ligand-modified magnetic nanoparticles-anchored- palladium(II) complex [2P-Fe 3O 4@SiO 2-Pd(OAc) 2] as catalyst, yielding a wide variety of aromatic aldehydes in moderate to excellent yields. Here, formic acid was employed as both the CO source and the hydrogen donor with iodine and PPh 3as the activators. This immobilized palladium catalyst can be obtained via a simple preparative procedure and can be facilely recovered simply by using an external magnetic field, and reused at least 9 times without any apparent loss of catalytic activity.

Selective oxidation of alkenes to carbonyls under mild conditions

Huo, Jie,Xiong, Daokai,Xu, Jun,Yue, Xiaoguang,Zhang, Pengfei,Zhang, Yilan

supporting information, p. 5549 - 5555 (2021/08/16)

Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.

Process route upstream and downstream products

Process route

1-[(benzyloxy)methyl]-3-methoxybenzene
81395-26-8

1-[(benzyloxy)methyl]-3-methoxybenzene

3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

benzaldehyde
100-52-7

benzaldehyde

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

Conditions
Conditions Yield
aluminum oxide; In benzene; at 340 ℃; Product distribution; Mechanism;
carbon monoxide
201230-82-2

carbon monoxide

methoxybenzene
100-66-3

methoxybenzene

(2-methoxyphenyl)methanol
612-16-8

(2-methoxyphenyl)methanol

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

Conditions
Conditions Yield
RhCl(CO)(PMe3)2; for 16.5h; under 760 Torr; Yield given. Further byproducts given. Yields of byproduct given; Ambient temperature; Irradiation;
β-Cyano-β-(3-methoxy-benzyliden)-acetophenon
25364-72-1

β-Cyano-β-(3-methoxy-benzyliden)-acetophenon

Benzoylacetonitrile
614-16-4

Benzoylacetonitrile

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With hydrogenchloride; water; In ethanol; water; at 25 ℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit), pH dependence of the rate of hydrolysis;
3-METHOXYBENZYLAMINE
5071-96-5

3-METHOXYBENZYLAMINE

3-methoxybenzonitrile
1527-89-5

3-methoxybenzonitrile

m-methoxybenzamide
5813-86-5

m-methoxybenzamide

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With water; oxygen; at 140 ℃; for 10h; under 3800.26 Torr;
87%
m-methoxyphenylacetic acid
1798-09-0

m-methoxyphenylacetic acid

3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With cerium(IV) t-butoxide; In toluene; at 20 ℃; for 6h; Overall yield = > 99 percentSpectr.; Irradiation;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With glucose dehydrogenase; β-D-glucose; pyrophosphatase; Meiothermus ruber polyphosphate kinase; nocardia iowensis carboxylate reductase; sinorhizobium meliloti polyphosphate kinase; ATP; NADPH; sodium hydroxide; magnesium chloride; In water; at 30 ℃; for 18h; pH=7 - 7.5; Reagent/catalyst; Enzymatic reaction;
1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

3-methoxybenzyl 3-methoxybenzoate

3-methoxybenzyl 3-methoxybenzoate

3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With Au-Pd/C; oxygen; at 160 ℃; for 7h; under 7500.75 Torr;
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With sodium hydroxide;
With sodium hydroxide;
3-methoxybenzyl alcohol
6971-51-3

3-methoxybenzyl alcohol

3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With dihydrogen peroxide; methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate; at 90 ℃; for 4h;
7%
55%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h; Schlenk technique;
49%
38%
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium;
With oxygen; In water; at 80 ℃; for 8h; under 760.051 Torr;
With 2,2-diphenyl-1-picrylhydrazyl; tungusten oxide/alumina; oxygen; In acetone; at 80 ℃; for 3h;
With Ti0.85V0.15O2; dihydrogen peroxide; In methanol; at 20 ℃; for 2h;
In N,N-dimethyl-formamide; at 120 ℃; for 4h; Inert atmosphere;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

Conditions
Conditions Yield
With oxygen; acetic acid; bismuth; In water; dimethyl sulfoxide; at 125 ℃; for 24h; under 760.051 Torr;

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