Welcome to LookChem.com Sign In|Join Free

CAS

  • or

828-51-3

Post Buying Request

828-51-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

828-51-3 Usage

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 828-51-3 differently. You can refer to the following data:
1. Adamantoic Acid is an inhibitor of chorismate mutase activity and hydroxyphenylpyruvate synthase. It inhibits TTR conformational changes facilitating amyloid fibril formation.
2. It can be used as a stabilizer in the synthesis of monodisperse, highly crystalline CoPt3 nanoparticles1 and porous platinum nanoparticles. It is a potent and reversible CerK inhibitor.
3. 1-Adamantanecarboxylic acid can be used as: A stabilizer in the synthesis of monodisperse, highly crystalline CoPt3?nanoparticles and porous platinum nanoparticles.An additive in polycondensation reactions to yield conjugated polymers as possible optoelectronic materials.An additive in the allylic substitution reaction, which is catalyzed by palladium in an aqueous medium.

Synthesis Reference(s)

Synthetic Communications, 18, p. 545, 1988 DOI: 10.1080/00397918808060749

Biochem/physiol Actions

1-Adamantanecarboxylic acid undergoes complexation reactions with cyclohexaamylose. It is an inhibitor of phenyl ester hydrolysis of cycloheptaamylose.

Purification Methods

Possible impurities are trimethylacetic acid and C9 and C13 acids. Dissolve 15g of the acid in CCl4 (300mL) and shake with 110mL of 15N aqueous NH3 whereby the ammonium salt separates and is collected. Acid impurities form soluble ammonium salts. The salt is washed with cold Me2CO (20mL) and suspended in H2O (250mL). This is treated with 12N HCl and extracted with CHCl3 (100mL). The dried (Na2SO4) extract was evaporated and the residue was recrystallised from a mixture of MeOH (30mL) and H2O (ca 10mL) to give the pure acid (10-11g). [Koch & Haaf Org Synth Coll Vol V 20 1973.] It was also recrystallised from absolute EtOH and dried under vacuum at 100o. Alternatively, the acid (5g) is refluxed for 2hours with 15mL of MeOH and 2mL of 98% H2SO4 (cool when mixing this solution). Pour into 10 volumes of H2O and extract with the minimum volume of CHCl3 to give clear separation of phases. The extract is washed with H2O, dried (CaCl2) and distilled. The methyl ester is collected at 77-79o/1mm, m 38-39o. The ester is hydrolysed with the calculated amount of N KOH and refluxed until clear. Acidification with HCl provides the pure acid with 90% recovery. The amide crystallises from cyclohexane, m 189o. [Stetter et al. Chem Ber 92 1629 1959.] [Beilstein 9 IV 253.]

Check Digit Verification of cas no

The CAS Registry Mumber 828-51-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 8 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 828-51:
(5*8)+(4*2)+(3*8)+(2*5)+(1*1)=83
83 % 10 = 3
So 828-51-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13)/p-1

828-51-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A12959)  Adamantane-1-carboxylic acid, 99%   

  • 828-51-3

  • 25g

  • 651.0CNY

  • Detail
  • Alfa Aesar

  • (A12959)  Adamantane-1-carboxylic acid, 99%   

  • 828-51-3

  • 100g

  • 1777.0CNY

  • Detail
  • Alfa Aesar

  • (A12959)  Adamantane-1-carboxylic acid, 99%   

  • 828-51-3

  • 500g

  • 7079.0CNY

  • Detail

828-51-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Adamantanecarboxylic acid

1.2 Other means of identification

Product number -
Other names 1-adamantylmethanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:828-51-3 SDS

828-51-3Synthetic route

N-hydroxyiminomethyl 1-adamantanecarboxylate
170952-87-1

N-hydroxyiminomethyl 1-adamantanecarboxylate

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 2h; Heating;100%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

carbon dioxide
124-38-9

carbon dioxide

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
Stage #1: 1-Adamantyl bromide With iodine; magnesium In diethyl ether for 2h; Inert atmosphere;
Stage #2: carbon dioxide In diethyl ether for 3.5h; Inert atmosphere;
96.5%
With magnesium; ethylene dibromide 1.) diethyl ether, 35 deg C; Yield given. Multistep reaction;
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

formic acid
64-18-6

formic acid

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid In hexane for 5h; Cooling with ice;96%
With sulfuric acid In tetrahydrofuran at 5 - 10℃; for 3h;95%
With sulfuric acid In tetrahydrofuran at 5 - 10℃; for 3h; Green chemistry;95%
5α-cholestan-3β-yl adamantane-1-carboxylate
73532-35-1

5α-cholestan-3β-yl adamantane-1-carboxylate

A

1-adamantanemethanol
770-71-8

1-adamantanemethanol

B

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

C

cholestane
481-21-0

cholestane

D

Cholestanol
80-97-7

Cholestanol

Conditions
ConditionsYield
With 18-crown-6 ether; tert-butylamine In tetrahydrofuran at 46℃; further reagent;A 2%
B 96%
C 43%
D 57%
With lithium; ethylamine at 17℃; further reagent;A 65%
B 4%
C 4%
D 94%
methyl adamantane-1-carboxylate
711-01-3

methyl adamantane-1-carboxylate

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With aluminum tri-bromide; ethanethiol for 24h; 0 deg C to room temp.;95.2%
With iodine; aluminium In acetonitrile at 80℃; for 18h;94%
With bis(tri-n-butyltin)oxide In toluene for 72h; Heating;10%
Multi-step reaction with 3 steps
1: 88 percent / P4S10 / dioxane / 6 h / Heating
2: 29 percent / NH2OH*HCl, CH3ONa / methanol / 1 h
3: 100 percent / HCl / H2O / 2 h / Heating
View Scheme
With methanol; sodium hydroxide Reflux;
ethyl 1-adamantanecarboxylate
2094-73-7

ethyl 1-adamantanecarboxylate

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With 18-crown-6 ether; tert-butylamine In diethyl ether95%
1-adamantanecarbonitrile
23074-42-2

1-adamantanecarbonitrile

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With potassium phosphate buffer at 30℃; for 72h; Rhodococcus sp. AJ270 cells;94.4%
formic acid
64-18-6

formic acid

1-nitroxyadamantane
32314-61-7

1-nitroxyadamantane

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 20 - 22℃; for 1h;94%
With sulfuric acid for 1h;93%
carbon monoxide
201230-82-2

carbon monoxide

1-Adamantanecarbaldehyde
2094-74-8

1-Adamantanecarbaldehyde

1-adamantyl trifluoromethanesulfonate
77418-99-6

1-adamantyl trifluoromethanesulfonate

A

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

B

3-hydroxy-4-homoadamantyl 1-adamantanecarboxylate
97382-21-3

3-hydroxy-4-homoadamantyl 1-adamantanecarboxylate

Conditions
ConditionsYield
trifluorormethanesulfonic acid In tetrachloromethane at 0℃; for 3h;A 21%
B 94%
With 2,6-di-tert-butyl-4-methylpyridine; 5A molecular sieve; trifluorormethanesulfonic acid In tetrachloromethane at 0℃; for 3h; Yields of byproduct given;A n/a
B 94%
methyl (2Z)-4-(1-adamanthyl)-2-hydroxy-4-oxo-2-butenoate

methyl (2Z)-4-(1-adamanthyl)-2-hydroxy-4-oxo-2-butenoate

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With Oxone; sodium hydrogencarbonate In water; acetone93%
C20H36O2Si

C20H36O2Si

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With water; N,N-dimethyl-formamide at 70℃; for 3h; Green chemistry; chemoselective reaction;93%
formic acid
64-18-6

formic acid

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 15 - 20℃; for 0.116667h; Koch-Haaf reaction;92%
With sulfuric acid at 0 - 10℃;42%
With hexane; sulfuric acid
Stage #1: 1-adamanthanol With sulfuric acid at 20℃; Koch-Haaf Carboxylation;
Stage #2: formic acid at 10 - 35℃; for 3.5h; Reagent/catalyst; Koch-Haaf Carboxylation;
98.9 %Chromat.
With sulfuric acid at 10 - 35℃; for 3.25h;
ethylamine
75-04-7

ethylamine

5α-cholestan-3β-yl adamantane-1-carboxylate
73532-35-1

5α-cholestan-3β-yl adamantane-1-carboxylate

A

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

B

N-ethyl-1-adamantanecarboxamide
1501-94-6

N-ethyl-1-adamantanecarboxamide

C

cholestane
481-21-0

cholestane

D

Cholestanol
80-97-7

Cholestanol

Conditions
ConditionsYield
With lithium In tetrahydrofuran at 17℃; Further byproducts given;A 4%
B 92%
C 7%
D 85%
5α-cholestane-3β,6β-diyl bis-(adamantane-1-carboxylate)
73532-34-0

5α-cholestane-3β,6β-diyl bis-(adamantane-1-carboxylate)

A

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

B

cholestane
481-21-0

cholestane

C

Cholestanol
80-97-7

Cholestanol

D

5α-cholestan-6β-ol
35490-51-8

5α-cholestan-6β-ol

Conditions
ConditionsYield
With 18-crown-6 ether; tert-butylamine Further byproducts given;A 92%
B 45%
C 27%
D 6%
octadecyl adamantane-1-carboxylate

octadecyl adamantane-1-carboxylate

A

1-octadecanol
112-92-5

1-octadecanol

B

octadecane
593-45-3

octadecane

C

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With 18-crown-6 ether; tert-butylamine In diethyl etherA 53%
B 40%
C 90%
C27H34O2Si

C27H34O2Si

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With water; N,N-dimethyl-formamide at 70℃; for 3h; Green chemistry; chemoselective reaction;89%
adamantane-1-carboxamide
5511-18-2

adamantane-1-carboxamide

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 24h; Reflux; Inert atmosphere;83%
adamantane
281-23-2

adamantane

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
81%
In acetonitrile69%
Multi-step reaction with 2 steps
1: 83 percent / HNO3 / 0.5 h
2: 93 percent / H2SO4 / 1 h
View Scheme
1-Adamantanecarbaldehyde
2094-74-8

1-Adamantanecarbaldehyde

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With sodium cyanide; pyridinium chlorochromate In tetrahydrofuran at 45℃;78%
With poly[4-(diacetoxyiodo)styrene]; 2,2,6,6-tetramethyl-piperidine-N-oxyl In acetone at 20℃; for 24h;
With 9-oxyl-9-azabicyclo<3.3.1>nonan-3-one; oxygen; nitric acid; sodium nitrite In water; acetonitrile at 23℃; under 760.051 Torr; for 8h; Sealed tube;98 mg
1-adamantanemethanol
770-71-8

1-adamantanemethanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With C22H36IrNP(1+)*CF3O3S(1-); potassium hydroxide In toluene at 120℃; for 75h;77%
With dichloro(1,5-cyclooctadiene)ruthenium(II); C30H30N3P2(1+)*Cl(1-); potassium hydroxide In toluene at 120℃; for 24h; Inert atmosphere; Schlenk technique;72%
With potassium hydroxide; zinc(II) oxide In 1,3,5-trimethyl-benzene at 164℃; for 36h; Inert atmosphere; Schlenk technique;67%
carbon monoxide
201230-82-2

carbon monoxide

adamantane
281-23-2

adamantane

A

1-adamanthanol
768-95-6

1-adamanthanol

B

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

C

1-Adamantanecarbaldehyde
2094-74-8

1-Adamantanecarbaldehyde

Conditions
ConditionsYield
trifluorormethanesulfonic acid In various solvent(s) under 62057.8 Torr; for 10h; Ambient temperature;A 6%
B 75%
C n/a
trifluorormethanesulfonic acid In various solvent(s) under 62057.8 Torr; for 10h; Product distribution; Ambient temperature; variation of superacid catalyst systems, in absence of solvent;A n/a
B n/a
C 0.2%
1,1-dichloroethane
75-34-3

1,1-dichloroethane

adamantane
281-23-2

adamantane

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
75%
carbon monoxide
201230-82-2

carbon monoxide

1-adamanthanol
768-95-6

1-adamanthanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
ConditionsYield
With Sulfate; zirconium(IV) oxide In dichloromethane at 150℃; under 37503 Torr; for 18h; Carbonylation; Koch;72%
silver trifluoromethanesulfonate In hexane at 150℃; under 37503 Torr; for 18h; Koch carbonylation;64%

828-51-3Relevant articles and documents

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.

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.

Photochemical Control of the Mechanical and Adhesive Properties of Crystalline Molecular Solids

Blelloch, Nicholas D.,Mitchell, Haydn T.,Greenburg, Louisa C.,Van Citters, Douglas W.,Mirica, Katherine A.

, p. 6143 - 6154 (2021/11/01)

This paper describes a systematic investigation of the mechanical and adhesive properties of four novel photoresponsive crystalline molecular solids. Each molecular solid comprises a benzyl, naphthyl, or adamantyl scaffold modified with a nitrobenzyl photolabile protecting group. Mechanical and adhesive testing, which recorded shear strengths in the range of 50-150 kPa, provide a direct measurement of the strength of the interfacial intermolecular interactions present within these materials. These interactions were visualized and rationalized using X-ray diffraction techniques and light microscopy. Disruption of interfacial interactions is facilitated by light-induced deprotection of the nitrobenzyl group. Depending on the strategic selection of adhesive, UV irradiation may result in up to a 4-fold increase or in a complete elimination in the observed adhesive strength. The change in adhesion exhibited by each material is determined, in part, by the extent of the solid-state photoconversion, which ranges from 5% to 26%, as well as the relative strength of the interfacial interactions present before and after irradiation. This research demonstrates the ability to tailor the emergent macroscopic mechanical properties of crystalline materials through strategic molecular design.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 828-51-3