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Cas Database

6240-11-5

6240-11-5

Identification

  • Product Name:1-Adamantaneethanol

  • CAS Number: 6240-11-5

  • EINECS:228-353-8

  • Molecular Weight:180.29

  • Molecular Formula: C12H20O

  • HS Code:29061990

  • Mol File:6240-11-5.mol

Synonyms:1-Adamantaneethanol(8CI);1-(2-Hydroxyethyl)adamantane;2-(1-Adamantyl)-1-ethanol;2-(1-Adamantyl)ethanol;2-(1-Adamantyl)ethylalcohol;2-(Adamantan-1-yl)ethanol;

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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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
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  • Manufacture/Brand:TRC
  • Product Description:1-Adamantaneethanol
  • Packaging:25g
  • Price:$ 415
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Adamantaneethanol >98.0%(GC)
  • Packaging:5g
  • Price:$ 108
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-Adamantaneethanol >98.0%(GC)
  • Packaging:25g
  • Price:$ 375
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Adamantaneethanol ≥98% (HPLC)
  • Packaging:5g
  • Price:$ 147
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Adamantaneethanol ≥98% (HPLC)
  • Packaging:1g
  • Price:$ 49
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-(1-Adamantyl)ethanol
  • Packaging:500mg
  • Price:$ 95
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  • Manufacture/Brand:Crysdot
  • Product Description:2-(Adamantan-1-yl)ethanol 95+%
  • Packaging:10g
  • Price:$ 129
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  • Manufacture/Brand:Crysdot
  • Product Description:2-(Adamantan-1-yl)ethanol 95+%
  • Packaging:25g
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  • Manufacture/Brand:Crysdot
  • Product Description:2-(Adamantan-1-yl)ethanol 95+%
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:1-Adamantane ethanol
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Relevant articles and documentsAll total 17 Articles be found

Synthesis and Structure-Activity Relationships of Ring-Opened Bengamide Analogues against Methicillin-Resistant Staphylococcus aureus?

Yu, Chen-Xi,Wei, Bing-Yan,Kong, Xue-Qing,Yang, Cai-Guang,Nan, Fa-Jun

supporting information, p. 671 - 676 (2021/02/12)

Methicillin-resistant Staphylococcus aureus (MRSA) has become a major threat on public health because of the increase of clinically isolated strains that exhibit resistance to many antibiotics. Therefore, development of new antibiotics for the treatment of MRSA infection is a sustained challenge. We have previously identified a ring-opened bengamide analogue L472-2 that displays moderate activity against the growth of S. aureus. In our previous work, we started from L472-2 and identified a class of analogues containing alkynyl groups which have the potential to activate SaClpP activity but moderate antibacterial activity. Herein, we focused on the antibacterial activity of L472-2, and a novel series of ring-opened bengamide analogues were synthesized and their activities were evaluated against MRSA. By conducting a compact analysis of the structure-activity relationships (SAR) of these analogues, we found that an adamantane ethanol ester bengamide 2j showed excellent antibacterial activity towards six S. aureus strains, including MRSA, while it does not activate ClpP. Therefore, these bengamide analogues represent a new class of candidates that suppress MRSA viability.

Me3SI-promoted chemoselective deacetylation: a general and mild protocol

Gurawa, Aakanksha,Kashyap, Sudhir,Kumar, Manoj

, p. 19310 - 19315 (2021/06/03)

A Me3SI-mediated simple and efficient protocol for the chemoselective deprotection of acetyl groups has been developedviaemploying KMnO4as an additive. This chemoselective deacetylation is amenable to a wide range of substrates, tolerating diverse and sensitive functional groups in carbohydrates, amino acids, natural products, heterocycles, and general scaffolds. The protocol is attractive because it uses an environmentally benign reagent system to perform quantitative and clean transformations under ambient conditions.

Drastic fluorine effect: Complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

Cloutier, Mélissa,Mamone, Marius,Paquin, Jean-Fran?ois

supporting information, p. 5969 - 5972 (2020/06/04)

The gold-catalyzed hydration reaction of haloalkynes is highly regioselective producing 2-halomethylketones as the sole products. Herein, we document a drastic fluorine effect where the reaction of 1-halo-3,3-difluoroalkynes as substrates leads to a complete reversal of selectivity and produces 3,3-difluoroesters as the unique products.

MITOCHONDRIA-TARGETING PEPTIDES

-

Page/Page column 70; 71, (2020/07/14)

Disclosed are analogs of SBT-20. The compounds are useful for the treatment and prevention of ischemia-reperfusion injury (e.g., cardiac ischemia-reperfusion injury) or myocardial infarction.

Pd-Catalyzed intermolecular C-H bond arylation reactions: Effect of bulkiness of carboxylate ligands

Tanji, Yutaka,Hamaguchi, Ryo,Tsuji, Yasushi,Fujihara, Tetsuaki

supporting information, p. 3843 - 3846 (2020/04/15)

A bulky carboxylic acid bearing one 1-adamantylmethyl and two methyl substituents at the α-position is demonstrated to work as an efficient carboxylate ligand source in Pd-catalyzed intermolecular C(sp2)-H bond arylation reactions. The reactions proceeded smoothly under mild conditions, taking advantage of the steric bulk of the carboxylate ligands.

Process route upstream and downstream products

Process route

(adamant-1-yl)-acetic acid
4942-47-6

(adamant-1-yl)-acetic acid

2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
100%
With borane-THF; In tetrahydrofuran; at 5 - 10 ℃;
97%
(adamant-1-yl)-acetic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
With Glauber's salt; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;
97%
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
96%
(adamant-1-yl)-acetic acid; With sodium tetrahydroborate; In tetrahydrofuran; for 0.25h; Cooling with ice; Inert atmosphere; Schlenk technique;
With boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere; Schlenk technique;
95%
With lithium aluminium tetrahydride;
74%
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 3h;
42%
Multistep reaction; (i) CH2N2, (ii) LiAlH4;
With sodium bis(2-methoxyethoxy)aluminium dihydride; In benzene; for 5h; Heating;
Multi-step reaction with 2 steps
1: sulfuric acid / 10 h / Reflux
2: lithium aluminium tetrahydride / diethyl ether / 20 h / Reflux
With lithium aluminium tetrahydride; sulfuric acid; In diethyl ether;
With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h; Schlenk technique; Reflux; Inert atmosphere;
1-Adamanthylethyl acetate
29817-45-6

1-Adamanthylethyl acetate

2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
With bis(tri-n-butyltin)oxide; In acetonitrile; at 90 ℃; for 96h;
97%
With methanol; potassium permanganate; trimethylsulphonium iodide; at 25 ℃; under 760.051 Torr; chemoselective reaction;
96%
methyl 2-(adamantan-1-yl)acetate
27174-71-6

methyl 2-(adamantan-1-yl)acetate

2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
In diethyl ether; water;
47%
With lithium aluminium tetrahydride; In diethyl ether; for 20h; Reflux;
1-(2-benzyloxy-ethyl)-adamantane

1-(2-benzyloxy-ethyl)-adamantane

2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
With barium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 22h; Irradiation;
75%
1-adamantane methyl iodide
51849-10-6

1-adamantane methyl iodide

2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
With formaldehyd; tert.-butyl lithium; Yield given. Multistep reaction; 1) n-pentane/diethylether, -78 deg C, 5 min, r.t., 1h ; 2) -78 deg C;
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

Conditions
Conditions Yield
76%
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

1-amino-3-ethyl-adamantane
41100-45-2

1-amino-3-ethyl-adamantane

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 92 percent / pyridine / 1.) 0 deg C, 2 h, 2.) 6 deg C, overnight
2: 82 percent / LiEt3BH / tetrahydrofuran / 15 h / Ambient temperature
3: 90.3 percent / Br2 / 4 h / Heating
4: 91.6 percent / Heating
5: NaOH / bis-(2-hydroxy-ethyl) ether / Heating
With pyridine; sodium hydroxide; bromine; lithium triethylborohydride; In tetrahydrofuran; diethylene glycol;
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

1-ethyladamantane
770-69-4

1-ethyladamantane

Conditions
Conditions Yield
With 4-methyl-benzoic acid methyl ester; tetrabutylammonium tetrafluoroborate; In N,N-dimethyl-formamide; at 60 ℃; for 6h; Electrolysis; Inert atmosphere;
97%
Multi-step reaction with 3 steps
1: (i) Na, (ii) /BRN= 1098293/, (iii) /BRN= 969135/
2: (i) (pyrolysis), (ii) Na
3: H2 / Raney-Ni
With hydrogen; nickel;
Multi-step reaction with 2 steps
1: 92 percent / pyridine / 1.) 0 deg C, 2 h, 2.) 6 deg C, overnight
2: 82 percent / LiEt3BH / tetrahydrofuran / 15 h / Ambient temperature
With pyridine; lithium triethylborohydride; In tetrahydrofuran;
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

Conditions
Conditions Yield
With iodine; oxygen; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In N,N-dimethyl-formamide; at 100 ℃; for 9h;
2-(adamant-1-yl)ethanol
6240-11-5

2-(adamant-1-yl)ethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-(adamantan-1-yl)ethyl-4-methylbenzenesulfonate
26831-48-1

2-(adamantan-1-yl)ethyl-4-methylbenzenesulfonate

Conditions
Conditions Yield
With pyridine; 1.) 0 deg C, 2 h, 2.) 6 deg C, overnight;
92%
With triethylamine; In dichloromethane; at 0 - 20 ℃;
90%
With pyridine; at 20 ℃;
89.4%
With pyridine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;
86%
With pyridine; at 0 - 20 ℃; for 36h;
With pyridine; at 20 ℃; for 20h;
p-toluenesulfonyl chloride; With triethylamine; In dichloromethane; for 0.166667h; Cooling with ice;
2-(adamant-1-yl)ethanol; In dichloromethane; at 8 ℃; for 5h;

Global suppliers and manufacturers

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  • SAGECHEM LIMITED
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  • Siwei Development Group Ltd.
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  • GIHI CHEMICALS CO.,LIMITED
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  • Kono Chem Co.,Ltd
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