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Cas Database

10226-30-9

10226-30-9

Identification

  • Product Name:6-Chloro-2-hexanone

  • CAS Number: 10226-30-9

  • EINECS:233-546-5

  • Molecular Weight:134.606

  • Molecular Formula: C6H11 Cl O

  • HS Code:29141990

  • Mol File:10226-30-9.mol

Synonyms:1-Chlorohexan-5-one;4-Chlorobutyl methyl ketone; 5-Oxohexyl chloride; 6-Chloro-2-hexanone

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Safety information and MSDS view more

  • Pictogram(s):

  • Hazard Codes:Xi,Xn

  • 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

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  • Manufacture/Brand:TRC
  • Product Description:6-Chloro-2-hexanone
  • Packaging:100mg
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:6-Chloro-2-hexanone >97.0%(GC)
  • Packaging:250mL
  • Price:$ 600
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  • Manufacture/Brand:TCI Chemical
  • Product Description:6-Chloro-2-hexanone >97.0%(GC)
  • Packaging:25mL
  • Price:$ 150
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:6-Chloro-2-hexanone 97%
  • Packaging:5g
  • Price:$ 101
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:6-Chlorohexan-2-one 95+%
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:6-Chlorohexan-2-one 95+%
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  • Manufacture/Brand:Matrix Scientific
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Relevant articles and documentsAll total 26 Articles be found

In-situ-generation of alkylsilyl peroxides from alkyl hydroperoxides and their subsequent copper-catalyzed functionalization with organosilicon compounds

Xu, Weiping,Zhong, Wenfeng,Yang, Qin,Kato, Terumasa,Liu, Yan,Maruoka, Keiji

, (2021)

Alkylsilyl peroxides were generated in situ from the corresponding alkyl hydroperoxides using organosilicon compounds of the type Me3SiX (X = CN, N3, and halogens) and an amine base. Subsequent in situ copper-catalyzed homolytic cleavage of the alkylsilyl peroxides afforded alkyl radicals, which were then trapped with X (X = CN, N3, and halogens) to furnish products with new carbon-carbon, carbon-nitrogen, or carbon-halogen bonds in good to high yields.

Controlling Selectivity by Controlling Energy Partitioning in a Thermal Reaction in Solution

Kurouchi, Hiroaki,Andujar-De Sanctis, Ivonne L.,Singleton, Daniel A.

, p. 14534 - 14537 (2016)

The comparison of experimental and predicted kinetic isotope effects in the α-cleavage of alkoxy radicals is used here to judge the applicability of statistical rate theories. It is found that the governing rate theory and the statistical versus nonstatistical nature of the cleavage depend on the cleavage barrier and how much energy is imparted to the radical. The latter can then be controlled by changing the size of substituents in the system. With a large alkyl group substituent, the vibrational energy of the alkoxy radical is increased, but this energy is not statistically distributed, leading to a lower isotope effect than predicted by statistical theories. The observed isotope effect can be approximately rationalized using a semistatistical localized RRKM model.

(±)-Camphor sulfonic acid assisted IBX based oxidation of 1° and 2° alcohols

Kumar, Kamlesh,Joshi, Penny,Rawat, Diwan S

, (2021)

-

-

Wilt,J.W.,Hill,J.W.

, p. 3523 - 3525 (1961)

-

-

Walling,C.,Padwa,A.

, p. 1593 - 1597 (1963)

-

Palladium-Catalyzed Aerobic Anti-Markovnikov Oxidation of Aliphatic Alkenes to Terminal Acetals

Komori, Saki,Yamaguchi, Yoshiko,Kataoka, Yasutaka,Ura, Yasuyuki

, p. 3093 - 3099 (2019/03/29)

Terminal acetals were selectively synthesized from various unbiased aliphatic terminal alkenes and 1,2-, 1,3-, or 1,4-diols using a PdCl2(MeCN)2/CuCl catalyst system in the presence of p-toluquinone under 1 atm of O2 and mild reaction conditions. The slow addition of terminal alkenes suppressed the isomerization to internal alkenes successfully. Electron-deficient cyclic alkenes, such as p-toluquinone, were key additives to enhance the catalytic activity and the anti-Markovnikov selectivity. The halogen groups in the alkenes were found to operate as directing groups, suppressing isomerization and increasing the selectivity efficiently.

Secondary Phosphine Oxides as Multitalented Preligands En Route to the Chemoselective Palladium-Catalyzed Oxidation of Alcohols

Vasseur, Alexandre,Membrat, Romain,Gatineau, David,Tenaglia, Alphonse,Nuel, Didier,Giordano, Laurent

, p. 728 - 732 (2017/03/13)

Secondary phosphine oxides O=PHR2 (SPOs) were identified as multitalented preligands for the chemoselective Pd-catalyzed oxidation of alcohols by a hydrogen-abstracting methodology. SPOs were found to promote the hydrogen-abstraction step as well as hydrogen transfer to a Michael acceptor by generating a putative active H?Pd species. The catalytic system operates under neutral conditions and was proven to be compatible with various electrophilic and nucleophilic functionalities within the substrates as well as water- and air-sensitive functional groups.

Cobaloxime-catalyzed hydration of terminal alkynes without acidic promoters

Hou, Shengtai,Yang, Hongjian,Cheng, Bin,Zhai, Hongbin,Li, Yun

supporting information, p. 6926 - 6929 (2017/07/10)

Cobaloxime (Co(dmgBF2)2·2H2O), an inexpensive first-row transition-metal complex, catalyzed hydration of terminal alkynes gave the corresponding methyl ketones in good to excellent yields under neutral conditions (additional protic acids and silver salts are not required). A wide range of functional groups, such as allyl ether, benzyl ethers, carboxylic esters, imides, amides, nitro, and halogens, were tolerated. The mild reaction conditions together with the inexpensive feature and easy availability of the catalyst well address the current challenges in the field of alkyne hydration.

Process route upstream and downstream products

Process route

6-chloro-2-hexanol
18804-33-6

6-chloro-2-hexanol

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With 2-iodoxybenzoic acid; 10-camphorsufonic acid; In 1,4-dioxane; dichloromethane; at 20 ℃; Inert atmosphere;
89%
With C44H66O8P4Pd2; methyl vinyl ketone; In water; toluene; at 105 ℃; for 16h; chemoselective reaction; Inert atmosphere;
65%
With pyridinium chlorochromate;
1-methyl-cyclopentyl hydroperoxide
27115-55-5

1-methyl-cyclopentyl hydroperoxide

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With copper(l) iodide; chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; at 28 ℃; for 12h; Inert atmosphere;
67%
With hydrogenchloride; iron(II) sulfate; In water;
1-methylcyclopentanol
1462-03-9

1-methylcyclopentanol

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With sodium hydrogencarbonate; iron(II) sulfate; In tetrachloromethane; Ambient temperature; in the dark;
100%
With lead(IV) acetate; lithium chloride; at 20 - 35 ℃; for 4h; mechanical activation;
51%
Multistep reaction; (i) aq. NaOCl, (ii) AgNO3, NaOH, aq. NH3;
Multistep reaction; (i) aq. NaOCl, AcOH, (ii) (heating);
Multistep reaction; (i) aq. HClO, CCl4, (ii) (irradiation);
With sodium hydroxide; chlorine; for 2h;
73.13 g
With sodium hypochlorite; Yield given. Multistep reaction; 1) CCl4, 0 deg C, glacial acetic acid, 5.5 h, 2) reflux, 1.5 h;
Multi-step reaction with 2 steps
1: sodium hypochlorite; acetic acid / water / 2 h / 0 °C
2: dichloromethane / 2 h / Reflux
With sodium hypochlorite; acetic acid; In dichloromethane; water;
1-chloro-5-hexyne
10297-06-0

1-chloro-5-hexyne

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With (cyclohexylisocyanide)gold(I) chloride; water; potassium tetrakis(pentafluorophenyl)borate; In methanol; at 20 ℃; for 24h; Reagent/catalyst;
99%
With methanol; [Co((dimethylglyoximate)BF2)2?2H2O]; at 65 ℃; for 2.5h; regioselective reaction; Sealed tube; Neutral conditions;
98%
With silver hexafluoroantimonate; SPGS-550-M; NOK; C35H47O3P*Au(1+)*Cl(1-); trifluoroacetic acid; In water; toluene; at 20 ℃; for 24h; Green chemistry;
90%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

4-Chloro-N,O-dimethylbutyric acid amide
138344-21-5

4-Chloro-N,O-dimethylbutyric acid amide

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -15 ℃;
4-Chloro-N,O-dimethylbutyric acid amide; In tetrahydrofuran; hexane; at -78 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃;
68%
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

6-chlorohexene
928-89-2

6-chlorohexene

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

2-(5-chloropentyl)-4,4,5,5-tetramethyl-1,3-dioxolane

2-(5-chloropentyl)-4,4,5,5-tetramethyl-1,3-dioxolane

Conditions
Conditions Yield
With dichloro bis(acetonitrile) palladium(II); oxygen; 2-Methyl-1,4-benzoquinone; copper(l) chloride; tert-butyl alcohol; at 40 ℃; for 3h; under 760.051 Torr;
60%
8 %Spectr.
1-methylcyclopentanol
1462-03-9

1-methylcyclopentanol

1-methyl-1,4-epoxycyclopentane

1-methyl-1,4-epoxycyclopentane

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With pyridine; lead(IV) acetate; lithium chloride; In benzene; at 80 ℃; for 5h;
70%
15%
N'-[5-Chloro-1-methyl-pent-(Z)-ylidene]-N,N-dimethyl-hydrazine
876384-79-1

N'-[5-Chloro-1-methyl-pent-(Z)-ylidene]-N,N-dimethyl-hydrazine

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With water; copper dichloride; In tetrahydrofuran; phosphoric acid;
84%
With boron trifluoride diethyl etherate; In water; acetone;
64%
6-chlorohexene
928-89-2

6-chlorohexene

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With copper(l) iodide; oxygen; palladium dichloride; In water; N,N-dimethyl-formamide; for 48h;
99%
6-chloro-2-methoxy-1-hexene

6-chloro-2-methoxy-1-hexene

6-chloro-2-hexanone
10226-30-9

6-chloro-2-hexanone

Conditions
Conditions Yield
With hydrogenchloride; In tetrahydrofuran; for 0.5h; Heating;
85%

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  • Amadis Chemical Co., Ltd.
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  • LIDE PHARMACEUTICALS LIMITED
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