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Cas Database

828-51-3

828-51-3

Identification

  • Product Name:Tricyclo[3.3.1.13,7]decane-1-carboxylicacid

  • CAS Number: 828-51-3

  • EINECS:212-584-6

  • Molecular Weight:180.247

  • Molecular Formula: C11H16O2

  • HS Code:29162000

  • Mol File:828-51-3.mol

Synonyms:1-Adamantanecarboxylicacid (6CI,7CI,8CI);1-Adamantane-1-carboxylic acid;1-Carboxyadamantane;Adamantoic acid;1-Admantane carboxylic acid;1-Adamantanecarboxylic acid;

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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

  • 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:AdamantoicAcid
  • Packaging:250 g
  • Price:$ 130
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Adamantanecarboxylic Acid >98.0%(GC)(T)
  • Packaging:500g
  • Price:$ 279
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Adamantanecarboxylic Acid >98.0%(GC)(T)
  • Packaging:25g
  • Price:$ 19
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Adamantanecarboxylic Acid >98.0%(GC)(T)
  • Packaging:100g
  • Price:$ 56
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Adamantane-1-carboxylic acid 99%
  • Packaging:100 g
  • Price:$ 45
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Adamantane-1-carboxylic acid 99%
  • Packaging:25 g
  • Price:$ 20
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Adamantane-1-carboxylic acid 99%
  • Packaging:500 g
  • Price:$ 165
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Adamantanecarboxylic acid 99%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Adamantanecarboxylic acid 99%
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  • Manufacture/Brand:Oakwood
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Relevant articles and documentsAll total 80 Articles be found

Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

Pfennig, Victoria S.,Villella, Romina C.,Nikodemus, Julia,Bolm, Carsten

supporting information, (2022/01/22)

A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer

Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin

supporting information, p. 6648 - 6653 (2021/09/08)

The oxidation of primary alcohols and aldehydes to the corresponding carboxylic acids is a fundamental reaction in organic synthesis. In this paper, we report a new chemoselective process for the oxidation of primary alcohols and aldehydes. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcohols and tert-butanesulfinamides.

An Anionic, Chelating C(sp3)/NHC ligand from the Combination of an N-heterobicyclic Carbene and Barbituric Heterocycle

Benaissa, Idir,Gajda, Katarzyna,Vendier, Laure,Lugan, No?l,Kajetanowicz, Anna,Grela, Karol,Michelet, Véronique,César, Vincent,Bastin, Stéphanie

, p. 3223 - 3234 (2021/09/30)

The coordination chemistry of the anionic NHC1-based on an imidazo[1,5-a]pyridin-3-ylidene (IPy) platform substituted at the C5 position by an anionic barbituric heterocycle was studied with d6(Ru(II), Mn(I)) and d8(Pd(II), Rh(I), Ir(I), Au(III)) transition-metal centers. While the anionic barbituric heterocycle is planar in the zwitterionic NHC precursor 1·H, NMR spectroscopic analyses supplemented by X-ray diffraction studies evidenced the chelating behavior of ligand 1-through the carbenic and the malonic carbon atoms in all of the complexes, resulting from a deformation of the lateral barbituric heterocycle. The complexes were obtained by reaction of the free carbene with the appropriate metal precursor, except for the Au(III) complex 10, which was obtained by oxidation of the antecedent gold(I) complex [AuCl(1)]?with PhICl2as an external oxidant. During the course of the process, the kinetic gold(I) intermediate 9 resulting from the oxidation of the malonic carbon of the barbituric moiety was isolated upon crystallization from the reaction mixture. The νCOstretching frequencies recorded for complex [Rh(1)(CO)2] (5) demonstrated the strong donating character of the malonate-C(sp3)/NHC ligand 1-. The ruthenium complex [Ru(1)Cl(p-cymene)] (11) was implemented as a precatalyst in the dehydrogenative synthesis of carboxylic acid derivatives from primary alcohols and exhibited high activities at low catalyst loadings (25-250 ppm) and a large tolerance toward functional groups.

Cleavage of Carboxylic Esters by Aluminum and Iodine

Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan

, p. 4254 - 4261 (2021/03/09)

A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.

Acetyl nitrate mediated conversion of methyl ketones to diverse carboxylic acid derivatives

Bernard, Josephine,Capilato, Joseph N.,Hoy, Erik P.,Mattiucci, Joseph,Pellegrinelli, Peter J.,Perez, Lark J.,Philippi, Shane,Schnorbus, Logan

, p. 5298 - 5302 (2021/06/30)

The development of a novel acetyl nitrate mediated oxidative conversion of methyl ketones to carboxylic acid derivatives is described. By analogy to the haloform reaction and supported by experimental and computational investigation we propose a mechanism for this transformation.

Process route upstream and downstream products

Process route

C<sub>96</sub>H<sub>64</sub>O<sub>32</sub>

C96H64O32

C<sub>20</sub>H<sub>24</sub>O<sub>4</sub>
502862-75-1

C20H24O4

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

C<sub>9</sub>H<sub>10</sub>O<sub>2</sub>*C<sub>96</sub>H<sub>64</sub>O<sub>32</sub>

C9H10O2*C96H64O32

2-(adamantan-1-yl)-1-(4-methoxyphenyl)ethan-1-one
104230-37-7

2-(adamantan-1-yl)-1-(4-methoxyphenyl)ethan-1-one

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
Conditions Yield
C96H64O32; C20H24O4; In aq. buffer; Sonication;
In aq. buffer; for 1.5h; Irradiation; Inert atmosphere;
2C<sub>96</sub>H<sub>64</sub>O<sub>32</sub>*C<sub>20</sub>H<sub>24</sub>O<sub>4</sub>

2C96H64O32*C20H24O4

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
Conditions Yield
Photolysis;
carbon monoxide
201230-82-2

carbon monoxide

acetic acid
64-19-7,77671-22-8

acetic acid

adamantane
281-23-2

adamantane

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
With air; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 95 ℃; for 4h; under 16 Torr;
54%
2%
29%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

carbon monoxide
201230-82-2

carbon monoxide

adamantane
281-23-2

adamantane

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
With air; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 95 ℃; for 4h; under 12160 Torr;
2%
29%
54%
acide adamantane peroxycarboxylique-1
62103-15-5

acide adamantane peroxycarboxylique-1

adamantane
281-23-2

adamantane

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
In cyclohexane; at 81 ℃; Title compound not separated from byproducts;
3 % Chromat.
3 % Chromat.
94 % Chromat.
acide adamantane peroxycarboxylique-1
62103-15-5

acide adamantane peroxycarboxylique-1

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

adamantane
281-23-2

adamantane

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
In cyclohexane; at 91 ℃; Product distribution; Mechanism; Rate constant; also in benzene;
3 % Chromat.
94 % Chromat.
3 % Chromat.
formic acid
64-18-6

formic acid

1,3-adamantandiol
5001-18-3

1,3-adamantandiol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

adamantane-1,3-dicarboxylic acid
39269-10-8

adamantane-1,3-dicarboxylic acid

3-hydroxyadamantane-1-carboxylic acid
42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
Conditions Yield
1,3-adamantandiol; With sulfuric acid; at 35 ℃; for 0.5h;
formic acid; at 20 - 40 ℃; for 3h;
octadecyl adamantane-1-carboxylate

octadecyl adamantane-1-carboxylate

1-octadecanol
112-92-5

1-octadecanol

octadecane
593-45-3

octadecane

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
With 18-crown-6 ether; tert-butylamine; In diethyl ether;
40%
90%
53%
carbon monoxide
201230-82-2

carbon monoxide

adamantane
281-23-2

adamantane

2-Adamantanone
700-58-3

2-Adamantanone

1-adamantanol
700-57-2

1-adamantanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

adamantane-2-carboxylic acid
15897-81-1

adamantane-2-carboxylic acid

Conditions
Conditions Yield
With oxygen; copper; In pyridine; acetic acid; under 1520 Torr; Further byproducts given; Ambient temperature;
0.106 mmol
0.036 mmol
0.017 mmol
0.088 mmol
With ferric picolinate complexes; dihydrogen peroxide; phosphorous acid trimethyl ester; In pyridine; acetic acid; for 3h; Further byproducts given; 0 deg C to r.t.;
0.045 mmol
0.025 mmol
0.052 mmol
0.320 mmol
formic acid
64-18-6

formic acid

adamantane
281-23-2

adamantane

1-adamantanol
700-57-2

1-adamantanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
With sulfuric acid; trifluoroacetic anhydride; Yield given. Multistep reaction; 1) 65 deg C, 3 h, 2) 10 deg C, 2 h;

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