137-03-1

• 

• Basic information

  1. Product Name: 2-N-HEPTYLCYCLOPENTANONE
  2. Synonyms: NSC 78468;2-N-HEPTYLCYCLOPENTANONE;2-HEPTYLCYCLOPENTANONE;2-HEPTYLCYCLOPENTAN-1-ONE;HEPTONE;FLEURAMONE;2-heptyl-cyclopentanon;Alismone
  3. CAS NO:137-03-1
  4. Molecular Formula: C₁₂H₂₂O
  5. Molecular Weight: 182.3
  6. EINECS: 205-273-1
  7. Product Categories: N/A
  8. Mol File: 137-03-1.mol
  9. Article Data: 11

• Chemical Properties

  1. Melting Point: N/A
  2. Boiling Point: 264 °C
  3. Flash Point: 98.565 °C
  4. Appearance: /
  5. Density: 0.89
  6. Vapor Pressure: 0.0204mmHg at 25°C
  7. Refractive Index: 1.4526 (589.3 nm 20℃)
  8. Storage Temp.: Inert atmosphere,Room Temperature
  9. Solubility: N/A
  10. Water Solubility: 31mg/L at 24℃
  11. CAS DataBase Reference: 2-N-HEPTYLCYCLOPENTANONE(CAS DataBase Reference)
  12. NIST Chemistry Reference: 2-N-HEPTYLCYCLOPENTANONE(137-03-1)
  13. EPA Substance Registry System: 2-N-HEPTYLCYCLOPENTANONE(137-03-1)

• Safety Data

  1. Hazard Codes: N/A
  2. Statements: 36/37/38
  3. Safety Statements: 26-37
  4. WGK Germany:
  5. RTECS: GY4950000
  6. TSCA: Yes
  7. HazardClass: N/A
  8. PackingGroup: N/A
  9. Hazardous Substances Data: 137-03-1(Hazardous Substances Data)

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137-03-1 Usage

Chemical Properties

2-N-HEPTYLCYCLOPENTANONE is a colorless, viscous liquid with a fruity, slightly herbaceous, jasmine odor; it has not yet been found in nature. 2-Heptylcyclopentanone is used in, for example, jasmine, honeysuckle, and lavender compositions.

Occurrence

Has apparently not been reported to occur in nature.

Preparation

By catalytic reduction of heptylidene cyclopentanone (Arctander, 1969).

Flammability and Explosibility

Nonflammable

Trade name

Fleuramone (IFF), Projasmon P (Symrise）

Check Digit Verification of cas no

The CAS Registry Mumber 137-03-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 137-03:
(5*1)+(4*3)+(3*7)+(2*0)+(1*3)=41
41 % 10 = 1
So 137-03-1 is a valid CAS Registry Number.

InChI:InChI=1/C12H22O/c1-2-3-4-5-6-8-11-9-7-10-12(11)13/h11H,2-10H2,1H3

137-03-1 Well-known Company Product Price

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• Alfa Aesar

• (A15284)  2-n-Heptylcyclopentanone, 98%   

• 137-03-1

• 10g

• 602.0CNY

• Detail

• Alfa Aesar

• (A15284)  2-n-Heptylcyclopentanone, 98%   

• 137-03-1

• 50g

• 2408.0CNY

• Detail

137-03-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name	2-Heptylcyclopentanone

1.2 Other means of identification

Product number	-
Other names	2-n-Heptylcyclopentanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses	For industry use only. Fragrances
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:137-03-1 SDS

137-03-1Synthetic route

592-76-7

1-Heptene

120-92-3

cyclopentanone

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide at 150 - 160℃; under 12000.9 - 13501.1 Torr;	75%
With (t-BuO)2 at 140 - 150℃;	70%
With di-tert-butyl peroxide
With di-tert-butyl peroxide at 140 - 160℃; Autoclave;

37443-05-3

2-heptyl-adipic acid

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
With acetic anhydride

39189-74-7

2-heptylidenecyclopentan-1-one

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal
Ir(CO)(PPh3)2Cl at 240℃;

57138-07-5

1-heptyl-2-oxo-cyclopentanecarboxylic acid ethyl ester

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
With sulfuric acid
Multi-step reaction with 2 steps 1: ethanolic KOH-solution 2: acetic acid anhydride View Scheme

N'-[2-Heptyl-cyclopent-(E)-ylidene]-N,N-dimethyl-hydrazine

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
In tetrahydrofuran; hydrogenchloride; hexane Yield given;

1-heptylidene-cyclopentanone-(2)

1-heptylidene-cyclopentanone-(2)

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Hydrogenation;

14090-60-9

2-cyclopentylidene-1,1-dimethylhydrazine

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, hexane, -5 deg C, 1 h, 2.) THF, hexane, rt, 20 h 2: aq. HCl; tetrahydrofuran; hexane View Scheme

120-92-3

cyclopentanone

2-methyl-phenethyl magnesium chloride

2-methyl-phenethyl magnesium chloride

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / trifluoroacetic acid; benzene / 5 h / Heating 2: 1.) n-BuLi / 1.) THF, hexane, -5 deg C, 1 h, 2.) THF, hexane, rt, 20 h 3: aq. HCl; tetrahydrofuran; hexane View Scheme

4282-40-0

1-Iodoheptane

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium ethylate 2: ethanolic KOH-solution 3: acetic acid anhydride View Scheme

111-71-7

heptanal

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) aq. KOH, (ii) oxalic acid 2: H2 / Pd-C View Scheme
Multi-step reaction with 2 steps 1: (i) benzene, (ii) aq. HCl 2: Ir(CO)(PPh3)2Cl / 240 °C View Scheme

629-04-9

1-Bromoheptane

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / acetone / Heating 2: aq. H2SO4 View Scheme

611-10-9

2-ethoxycarbonyl-1-cyclopentanone

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / acetone / Heating 2: aq. H2SO4 View Scheme

111-71-7

heptanal

120-92-3

cyclopentanone

137-03-1

2-heptylcyclopentanone

Conditions

Conditions	Yield
With hydrogen at 140℃; under 26252.6 Torr; for 6.66667h; Autoclave;	71 %Chromat.

137-03-1

2-heptylcyclopentanone

713-95-1

5-dodecanolide

Conditions

Conditions	Yield
With sodium hydrogencarbonate; magnesium monoperoxyphthalate hexahydrate In methanol; water for 24h; Ambient temperature;	98%
With dihydrogen peroxide; tungsten(VI) oxide In acetonitrile at 40℃; for 12h; Time; Reagent/catalyst;	92%
With dihydrogen peroxide; lithium acetate In water; Ethyl propionate at 110℃; for 6h; Baeyer-Villiger Oxidation; Heating / reflux;	91%

137-03-1

2-heptylcyclopentanone

2449-05-0

dibenzyl azodicarboxylate

dibenzyl (S)-1-(1-heptyl-2-oxocyclopentyl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With (S)-3,3'-bis(9-anthracenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate In acetonitrile at 20℃; for 48h; enantioselective reaction;	88%

137-03-1

2-heptylcyclopentanone

A

713-95-1

5-dodecanolide

B

3637-16-9

5-oxododecanoic acid

C

7779-95-5

5-hydroxydodecanoic acid

Conditions

Conditions	Yield
With water; dihydrogen peroxide at 40℃; for 12h; Reagent/catalyst; Baeyer-Villiger Ketone Oxidation;	A 81% B n/a C n/a

57-55-6

propylene glycol

137-03-1

2-heptylcyclopentanone

1337968-36-1

2-methyl-6-heptyl-1,4-dioxaspiro[4.4]nonane

Conditions

Conditions	Yield
With P0.17Mo2.4CoBr0.27O6.8 In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 6h;	80%
With GdPO4*(MoO2)0.5PMo12O40 In toluene Reflux; Dean-Stark;	80%

137-03-1

2-heptylcyclopentanone

109-73-9

N-butylamine

134852-97-4

N-butylimino-2-heptylcyclopentane

Conditions

Conditions	Yield
In benzene Heating;	78%

137-03-1

2-heptylcyclopentanone

59726-51-1

δ-dodecalactone

Conditions

Conditions	Yield
With dihydrogen peroxide; molybdenum(VI) oxide In water at 40℃; for 12h; Reagent/catalyst; Baeyer-Villiger Ketone Oxidation;	78%

137-03-1

2-heptylcyclopentanone

A

713-95-1

5-dodecanolide

B

59726-51-1

δ-dodecalactone

Conditions

Conditions	Yield
With Calcium tetrakis(pentafluorophenyl)borate; dihydrogen peroxide; oxalic acid In water; 1,2-dichloro-ethane at 50℃; for 10h; Reagent/catalyst;	A 65% B 23%

137-03-1

2-heptylcyclopentanone

107-21-1

ethylene glycol

1337968-22-5

6-heptyl-1,4-dioxaspiro[4.4]nonane

Conditions

Conditions	Yield
With chlorinated KU-23 In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 6h;	64%
With GdPO4*(MoO2)0.5PMo12O40 In toluene Reflux; Dean-Stark;	54.7%

137-03-1

2-heptylcyclopentanone

104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-5-oxododecanamide

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine; trifluorormethanesulfonic acid; oxygen In m-xylene at 130℃; under 760.051 Torr; for 6h; Sealed tube;	61%

18826-95-4, 107-88-0

1.3-butanediol

137-03-1

2-heptylcyclopentanone

1337968-37-2

1-heptyl-7-methyl-6,10-dioxaspiro[4.5]decane

Conditions

Conditions	Yield
With P0.17Mo2.4CoBr0.27O6.8 In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 6h;	59%

137-03-1

2-heptylcyclopentanone

100-51-6

benzyl alcohol

benzyl 5-oxododecanoate

Conditions

Conditions	Yield
With sulfuric acid; aurin; oxygen In toluene at 20℃; for 24h; Schlenk technique; Irradiation;	47%

137-03-1

2-heptylcyclopentanone

105-56-6

ethyl 2-cyanoacetate

ethyl cyano(2-heptylcyclopentylidene)ethanoate

Conditions

Conditions	Yield
With ammonium acetate; acetic acid In toluene for 90h; Knoevenagel Condensation; Reflux; Dean-Stark;	37%

32368-19-7

1,2-diphenyl-2-methylthio-1-ethanone

137-03-1

2-heptylcyclopentanone

A

1287312-99-5

2-heptyl-2-(methylthio)cyclopentanone

(2RS,5RS)-2-heptyl-5-(methylthio)cyclopentanone

(2RS,5SR)-2-heptyl-5-(methylthio)cyclopentanone

Conditions

Conditions	Yield
With hydridotetakis(triphenylphosphine)rhodium(I); Dimethyldisulphide; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 90℃; for 3h; Inert atmosphere; regioselective reaction;	A 30% B 5% C 13%

137-03-1

2-heptylcyclopentanone

A

37172-74-0

2-heptyl-2-cyclopenten-1-one

B

39189-74-7

(E)-2-n-heptylidenecyclopentanone

Conditions

Conditions	Yield
With iron(III) chloride In ethanol; water for 2.5h; Heating;	A 25% B n/a

137-03-1

2-heptylcyclopentanone

76946-27-5

2-methoxymethylpyrrolidine

2-[2-(methoxymethyl)pyrrolidin-1-yl]-3-heptylcyclopent-2-en-1-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 120h; Reflux; Dean-Stark;	11%

137-03-1Upstream product

• 592-76-7 1-Heptene 
• 120-92-3 cyclopentanone 
• 111-71-7 heptanal 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 629-04-9 1-Bromoheptane 
• 4282-40-0 1-Iodoheptane 
• 14090-60-9 2-cyclopentylidene-1,1-dimethylhydrazine 
• 57138-07-5 1-heptyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 39189-74-7 2-heptylidenecyclopentan-1-one 
• 37443-05-3 2-heptyl-adipic acid 

137-03-1Downstream Products

• 165385-93-3 2-n-Heptyl cyclopentanone oxime 
• 713-95-1 5-dodecanolide 
• 3637-16-9 5-oxododecanoic acid 
• 7779-95-5 5-hydroxydodecanoic acid 
• 59726-51-1 δ-dodecalactone 
• 165385-93-3 2-heptylcyclopentanoneoxime 
• 37172-74-0 2-heptyl-2-cyclopenten-1-one 
• 39189-74-7 (E)-2-n-heptylidenecyclopentanone 

137-03-1Relevant articles and documents

-

Nikishin,G.I.,Somov,G.V.

, (1965)

-

One-pot synthesis of 2-alkyl cycloketones on bifunctional Pd/ZrO2 catalyst

Xue, Weiyang,Gu, Bin,Wu, Huiling,Liu, Mengyang,He, Songbo,Li, Jingmei,Rong, Xin,Sun, Chenglin

, (2021/03/26)

2-Alkyl cycloketones are essential chemicals and intermediates for synthetic perfumes and pesticides, which are conventionally produced by multistep process including aldol condensation, separation and hydrogenation. In present work, a batch one-pot cascade approach using aldehydes and cycloketones as the raw materials, and a bifunctional Pd/ZrO2 catalyst was developed for the synthesis of 2-alkyl cycloketones, e.g., cyclohexanone and cycloheptanone. Very high aldehydes (except for paraldehyde with large steric hindrance) conversion and high yields for 2-alkyl cycloketones (e.g., 99 % of conversion for n-butanal and 76 wt.% of yield for 2-butyl cyclohexanone) were obtained at mild temperature of 140 °C. After 10 cycles of reuse, Pd/ZrO2 catalyst showed slight deactivation (ca. 5 % conversion and 10 % yield losses), due to the coke on the catalyst. However, the performance of the catalyst was completely recovered after an oxidative regeneration.

Serine carbonates

-

, (2008/06/13)

Serine carbonates of formula I are precursors for organoleptic compounds, masking agents and antimicrobial agents. Further they are alternative substrates for malodor producing enzymes. The symbols in formula I are defined in claim 1.

Compounds having protected hydroxy groups

-

, (2008/06/13)

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

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