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Cas Database

42228-16-0

42228-16-0

Identification

  • Product Name:Benzoic acid,4-(dimethoxymethyl)-, methyl ester

  • CAS Number: 42228-16-0

  • EINECS:255-714-7

  • Molecular Weight:210.23

  • Molecular Formula: C11H14O4

  • HS Code:29183000

  • Mol File:42228-16-0.mol

Synonyms:Methyl 4-formylbenzoate dimethyl acetal;4-Dimethoxymethylbenzoic acid methylester;Methyl 4-(dimethoxymethyl)benzoate;p-(Dimethoxymethyl)benzoic acid methyl ester;4-(Methoxycarbonyl)benzaldehyde dimethyl acetal;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH312 Harmful in contact with skin H315 Causes skin irritation H319 Causes serious eye irritation H332 Harmful if inhaled 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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-(Methoxycarbonyl)benzaldehyde dimethyl acetal
  • Packaging:25 g
  • Price:$ 1220
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-(Methoxycarbonyl)benzaldehyde dimethyl acetal
  • Packaging:5 g
  • Price:$ 330
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-(Methoxycarbonyl)benzaldehyde dimethyl acetal
  • Packaging:1 g
  • Price:$ 116
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:Methyl4-formylbenzoatedimethylacetal 95%
  • Packaging:1g
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:Methyl4-formylbenzoatedimethylacetal 95%
  • Packaging:250mg
  • Price:$ 22
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:Methyl4-formylbenzoatedimethylacetal 95%
  • Packaging:5g
  • Price:$ 160
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Methyl-4-formylbenzoate dimethylacetal 98%
  • Packaging:1g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:Methyl4-(dimethoxymethyl)benzoate 97%
  • Packaging:10g
  • Price:$ 387
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL 95.00%
  • Packaging:5G
  • Price:$ 878.82
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL 95.00%
  • Packaging:1G
  • Price:$ 624.07
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Relevant articles and documentsAll total 33 Articles be found

Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings

Zoller, Ben,Zapp, Josef,Huy, Peter H.

supporting information, p. 9632 - 9638 (2020/07/13)

Herein, the first organocatalytic method for the transformation of non-derivatized formic acid into carbon monoxide (CO) is introduced. Formylpyrrolidine (FPyr) and trichlorotriazine (TCT), which is a cost-efficient commodity chemical, enable this decarbonylation. Utilization of dimethylformamide (DMF) as solvent and catalyst even allows for a rapid CO generation at room temperature. Application towards four different carbonylative cross coupling protocols demonstrates the high synthetic utility and versatility of the new approach. Remarkably, this also comprehends a carbonylative Sonogashira reaction at room temperature employing intrinsically difficult electron-deficient aryl iodides. Commercial 13C-enriched formic acid facilitates the production of radiolabeled compounds as exemplified by the pharmaceutical Moclobemide. Finally, comparative experiments verified that the present method is highly superior to other protocols for the activation of carboxylic acids.

Chemoselective Nucleophilic Functionalizations of Aromatic Aldehydes and Acetals via Pyridinium Salt Intermediates

Kawajiri, Takahiro,Kato, Maho,Nakata, Hiroki,Goto, Ryota,Aibara, Shin-Yo,Ohta, Reiya,Fujioka, Hiromichi,Sajiki, Hironao,Sawama, Yoshinari

, p. 3853 - 3870 (2019/03/07)

The development of a novel chemoselective functionalization can diversify the strategy for synthesizing the target molecules. The perfect chemoselectivity between aromatic and aliphatic aldehydes is difficult to achieve by the previous methods. The aromatic aldehyde-selective nucleophilic addition in the presence of aliphatic aldehydes was newly accomplished. Namely, the aromatic aldehyde-selective nucleophilic addition using arenes and allyl silanes proceeded in the presence of trialkylsilyl triflate and 2,2′-bipyridyl, while the aliphatic aldehydes completely remained unchanged. The reactive pyridinium-type salt intermediate derived from an aromatic aldehyde chemoselectively underwent the nucleophilic substitution. Moreover, the aromatic acetals as the protected aldehydes could be directly transformed into similar pyridinium salt intermediates, which reacted with various nucleophiles coexisting with the aliphatic aldehydes.

Silver-Catalyzed Olefination of Acetals and Ketals with Diazoesters to β-Alkoxyacrylates

Li, Jiawen,Qian, Bo,Huang, Hanmin

supporting information, p. 7090 - 7094 (2018/11/23)

The first silver-catalyzed reaction of acetals or ketals with diazoesters leading to trisubstituted or tetrasubstituted β-alkoxyacrylates is now reported. A broad range of acetals and ketals bearing different substituents is compatible with this protocol and thus provides an attractive approach for the synthesis of complex β-alkoxyacrylates. The power of this method was further demonstrated by the successful synthesis of picoxystrobin, which is one of the most popular agricultural fungicides commercialized by Dupont.

Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties

Gazizov,Ivanova, S. Yu.,Khairullin,Kirillina, Yu. S.,Gazizova

, p. 2243 - 2250 (2019/01/04)

A new procedure has been developed for the simultaneous preparation of terephthalaldehyde and 4-(dibromomethyl)benzaldehyde by catalytic debromophosphoryl- and phosphonyloxylation of 1,4-bis- (dibromomethyl)benzene with P(IV) acid methyl esters. The reaction of 4-(dibromomethyl)benzaldehyde with ortho esters in the presence of sulfuric acid gave the corresponding acetals, whereas in the presence of ZnCl2 terephthalaldehyde bis-acetals were formed. 4-(Dibromomethyl)benzaldehyde and its acetal were converted to methyl 4-(dibromomethyl)- and 4-(dimethoxymethyl)benzoates which were phosphorylated by the action of chlorophosphines, as well as by successive treatment with phosphorus(III) chloride and P(III) esters.

Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes

Gazizov,Ivanova, S. Yu.,Bashkirtseva, N. Yu.,Khairullina,Khairullin,Gazizova

, p. 1230 - 1233 (2017/12/02)

Zinc chloride-catalyzed double debromoalkoxylation of (dibromomethyl)arenes on treatment with trialkyl orthoformates resulted in the corresponding aromatic aldehyde acetals. On the first step, α-brominated ether is formed, which undergoes the second debro

Process route upstream and downstream products

Process route

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With sulfuric acid; In methanol; for 48h; Heating;
96%
With sulfuric acid; In methanol; at 75 ℃;
95%
With sulfuric acid; In methanol; at 80 ℃; for 48h;
92%
With sulfuric acid; In methanol; for 48h; Reflux;
92%
With sulfuric acid; In methanol; for 12h; Heating;
With sulfuric acid; In methanol; for 48h; Reflux;
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With *OTf3; In methanol; for 5h; Ambient temperature;
99%
With amberlyst-15; In acetonitrile; for 1h; electroosmos;
99.4%
With amberlyst-15; In acetonitrile; for 0.166667h;
95.3%
With lithium tetrafluoroborate; In methanol; for 6h; Inert atmosphere; Reflux;
81%
In methanol; at 20 ℃; for 1.5h; Inert atmosphere;
78%
With ammonium chloride; In methanol;
With toluene-4-sulfonic acid; In methanol; for 24h; Yield given; Heating;
With Dowex acidic resin; In methanol; for 2h; Heating;
With sulfuric acid; In methanol; for 16h; Reflux;
7 g
With sulfuric acid; In methanol; at 25 ℃; for 24h; Inert atmosphere;
methanol
67-56-1

methanol

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With sulfuric acid; at 75 ℃;
95%
With sulfuric acid; at 80 ℃; for 48h;
92%
With sulfuric acid; at 80 ℃; for 12h;
90%
methyl 4-(dibromomethyl)benzenecarboxylate
131852-50-1

methyl 4-(dibromomethyl)benzenecarboxylate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With zinc(II) chloride; at 80 ℃; for 2h;
81%
With zinc(II) chloride; at 80 ℃; for 2h;
81%
With zinc(II) chloride; at 80 ℃; for 2h;
81%
4-(dibromomethyl)benzoyl bromide
877-75-8

4-(dibromomethyl)benzoyl bromide

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With zinc(II) chloride; at 80 ℃; for 10h;
99.2%
methanol
67-56-1

methanol

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With Br(1-)*C19H14Br3O3PS*Na(1+); at 20 ℃;
91%
With ruthenium trichloride; for 8h; Heating;
85%
With titanium tetrachloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;
77%
With titanium tetrachloride; triethylamine; In dichloromethane; at 0 ℃;
70%
methanol; methyl 4-formylbenzoate; With 1,4-benzenedicarboxylic acid dimethyl ester; at 25 ℃; for 0.5h;
With toluene-4-sulfonic acid; for 2h;
methanol
67-56-1

methanol

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-methyl-benzoic acid methyl ester
99-75-2

4-methyl-benzoic acid methyl ester

1,4-benzenedicarboxylic acid dimethyl ester
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With hydrogenchloride; In water; at 25 ℃; for 1.5h;
30 %Chromat.
6 %Chromat.
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With toluene-4-sulfonic acid; trimethyl orthoformate; In methanol;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 2h;
82%
methanol
67-56-1

methanol

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

methyl 4-(dimethoxymethyl)benzoate
42228-16-0

methyl 4-(dimethoxymethyl)benzoate

Conditions
Conditions Yield
With sulfuric acid; In chloroform; for 4h; Reflux;
71%
at 140 ℃; im Einschlussrohr;

Global suppliers and manufacturers

Global( 14) Suppliers
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  • Amadis Chemical Co., Ltd.
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  • Career Henan Chemical Co
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  • Emails:purchase@coreychem.com
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  • Finetech Industry Limited
  • Business Type:Trading Company
  • Contact Tel:86-27-87465837
  • Emails:sales@finetechnology-ind.com
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  • Country:China (Mainland)
  • Antimex Chemical Limied
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  • Emails:anthony@antimex.com
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