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4355-11-7

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4355-11-7 Usage

Chemical Properties

WHITE TO OFF-WHITE CRYSTALLINE POWDER

Uses

1,1-Cyclohexanediacetic Acid (cas# 4355-11-7) is a compound useful in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 4355-11-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,5 and 5 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4355-11:
(6*4)+(5*3)+(4*5)+(3*5)+(2*1)+(1*1)=77
77 % 10 = 7
So 4355-11-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H16O4/c11-8(12)6-10(7-9(13)14)4-2-1-3-5-10/h1-7H2,(H,11,12)(H,13,14)/p-2

4355-11-7 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
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  • Detail
  • Alfa Aesar

  • (B20816)  1,1-Cyclohexanediacetic acid, 98%   

  • 4355-11-7

  • 10g

  • 333.0CNY

  • Detail
  • Alfa Aesar

  • (B20816)  1,1-Cyclohexanediacetic acid, 98%   

  • 4355-11-7

  • 50g

  • 1334.0CNY

  • Detail
  • Alfa Aesar

  • (B20816)  1,1-Cyclohexanediacetic acid, 98%   

  • 4355-11-7

  • 250g

  • 5326.0CNY

  • Detail
  • Aldrich

  • (171344)  1,1-Cyclohexanediaceticacid  98%

  • 4355-11-7

  • 171344-5G

  • 3,594.24CNY

  • Detail

4355-11-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1-Cyclohexanediacetic acid

1.2 Other means of identification

Product number -
Other names Cyclohexyldiaceticacid

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:4355-11-7 SDS

4355-11-7Synthetic route

diethyl ether
60-29-7

diethyl ether

Dimethyl 1,1-cyclohexanediacetate
70197-61-4

Dimethyl 1,1-cyclohexanediacetate

sodium methylate
124-41-4

sodium methylate

A

spiro<3,5>nonan-2-one
29800-56-4

spiro<3,5>nonan-2-one

B

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C

spiro[4.5]decane-2,3-dione
861565-22-2

spiro[4.5]decane-2,3-dione

ethanol
64-17-5

ethanol

ethyl cyclohexylideneacetate
1552-92-7

ethyl cyclohexylideneacetate

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
Verseifen des Reaktionsprodukts mit Schwefelsaeure;
ethyl cyclohexylideneacetate
1552-92-7

ethyl cyclohexylideneacetate

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
Hydrolyse des Reaktionsprodukts mit Schwefelsaeure;
und folgenden Hydrolyse des Reaktionsprodukts mit siedender 50prozentiger Schwefelsaeure;
3-methyl-2,4-dioxo-3-aza-spiro[5.5]undecane-1,5-dicarbonitrile
42940-52-3

3-methyl-2,4-dioxo-3-aza-spiro[5.5]undecane-1,5-dicarbonitrile

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
Hydrolysis;
2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
4355-15-1

2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
With sulfuric acid
With hydrogenchloride; water; acetic acid for 84h; Heating;
Cyclohexan-1.1-diacetonitril
4355-34-4

Cyclohexan-1.1-diacetonitril

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
With hydrogenchloride
2-hydroxyspiro<4,5>-dec-1-en-3-one
122821-50-5

2-hydroxyspiro<4,5>-dec-1-en-3-one

A

1-carboxycyclohexylacetic acid
67950-95-2

1-carboxycyclohexylacetic acid

B

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C

(1-formylcyclohexyl)acetic acid
122800-90-2

(1-formylcyclohexyl)acetic acid

Conditions
ConditionsYield
With 18-crown-6 ether In toluene for 8h; Product distribution; Mechanism; Ambient temperature;
2,4-dioxo-3-aza-spiro[5.5]undecane-1-carbonitrile
6627-87-8

2,4-dioxo-3-aza-spiro[5.5]undecane-1-carbonitrile

sulfuric acid
7664-93-9

sulfuric acid

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
Hydrolysis;
sulfuric acid
7664-93-9

sulfuric acid

2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
4355-15-1

2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

sulfuric acid
7664-93-9

sulfuric acid

5-cyano-2-imino-4-oxo-3-aza-spiro[5.5]undecane-1-carboxylic acid amide

5-cyano-2-imino-4-oxo-3-aza-spiro[5.5]undecane-1-carboxylic acid amide

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

sulfuric acid
7664-93-9

sulfuric acid

3-carbamoyl-5-cyano-4-spirocyclohexanepiperidine-2,6-dione
851912-56-6

3-carbamoyl-5-cyano-4-spirocyclohexanepiperidine-2,6-dione

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

sulfuric acid
7664-93-9

sulfuric acid

spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone
90961-78-7

spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

sulfuric acid
7664-93-9

sulfuric acid

4',8'-diamino-spiro[cyclohexane-1,9'-(3,7-diaza-bicyclo[3.3.1]nona-3,7-diene)]-2',6'-dione

4',8'-diamino-spiro[cyclohexane-1,9'-(3,7-diaza-bicyclo[3.3.1]nona-3,7-diene)]-2',6'-dione

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

3-oxaspiro[5.5]undecan-2-one
6051-08-7

3-oxaspiro[5.5]undecan-2-one

chromic acid

chromic acid

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

spiro[5.5]undecane-2,4-dione
1481-99-8

spiro[5.5]undecane-2,4-dione

bromine
7726-95-6

bromine

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
at 0℃;
2.6-dioxo-4.4-pentamethylene-3-cyano-piperidine

2.6-dioxo-4.4-pentamethylene-3-cyano-piperidine

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
With sulfuric acid Hydrolysis;
amidenitrile of/the/ 6-oxo-2-imino-4.4-pentamethylene-piperidine-dicarboxylic acid-(3.5)

amidenitrile of/the/ 6-oxo-2-imino-4.4-pentamethylene-piperidine-dicarboxylic acid-(3.5)

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
With sulfuric acid
dinitrile of/the/ 2.6-dioxo-4.4-pentamethylene-piperidine-dicarboxylic acid-(3.5)

dinitrile of/the/ 2.6-dioxo-4.4-pentamethylene-piperidine-dicarboxylic acid-(3.5)

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Conditions
ConditionsYield
With sulfuric acid
tetrachloromethane
56-23-5

tetrachloromethane

cyclohexylidenedi-acetic acid diethyl ester
108667-25-0

cyclohexylidenedi-acetic acid diethyl ester

potassium

potassium

A

spiro<3,5>nonan-2-one
29800-56-4

spiro<3,5>nonan-2-one

B

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C

spiro[4.5]decane-2,3-dione
861565-22-2

spiro[4.5]decane-2,3-dione

D

monoethyl ester

monoethyl ester

Conditions
ConditionsYield
Zersetzung des Reaktionsprodukts mit Eis und Schwefelsaeure;
tetrachloromethane
56-23-5

tetrachloromethane

cyclohexylidenedi-acetic acid diethyl ester
108667-25-0

cyclohexylidenedi-acetic acid diethyl ester

sodium

sodium

A

spiro<3,5>nonan-2-one
29800-56-4

spiro<3,5>nonan-2-one

B

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C

spiro[4.5]decane-2,3-dione
861565-22-2

spiro[4.5]decane-2,3-dione

D

monoethyl ester

monoethyl ester

Conditions
ConditionsYield
at 150℃; Zersetzung des Reaktionsprodukts mit Eis und Schwefelsaeure;
spiro[4.5]decane-2,3-dione
861565-22-2

spiro[4.5]decane-2,3-dione

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

natrium carbonate

natrium carbonate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

(1-acetonyl-cyclohexyl)-acetic acid methyl ester

(1-acetonyl-cyclohexyl)-acetic acid methyl ester

methanolic KOH-solution

methanolic KOH-solution

A

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

B

(1-acetonyl-cyclohexyl)-acetic acid
871883-94-2

(1-acetonyl-cyclohexyl)-acetic acid

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

1,1-cyclohexanediacetic anhydride

1,1-cyclohexanediacetic anhydride

Conditions
ConditionsYield
With acetic anhydride99%
In acetic anhydride7.28 g (100%)
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

3-azaspiro[5,5]undecane-2,4-dione
1130-32-1

3-azaspiro[5,5]undecane-2,4-dione

Conditions
ConditionsYield
With ammonium acetate; acetic anhydride at 160 - 170℃; for 8h;97%
With urea at 90 - 140℃; Product distribution / selectivity;
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

3,3-pentamethylene glutarimide
887589-52-8

3,3-pentamethylene glutarimide

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid With ammonium acetate; acetic anhydride at 160 - 170℃; for 8h;
Stage #2: With ammonia In water; iso-butanol at 20 - 110℃; pH=9;
97%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

3-azaspiro[5,5]undecane-2,4-dione
1130-32-1

3-azaspiro[5,5]undecane-2,4-dione

Conditions
ConditionsYield
at 150 - 160℃; for 4h; Green chemistry;97%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

2,2'-(cyclohexane-1,1-diyl)bis(ethan-1-ol)
3187-27-7

2,2'-(cyclohexane-1,1-diyl)bis(ethan-1-ol)

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;90%
With lithium aluminium tetrahydride In diethyl ether90%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether 1) 2 h, reflux, 2) 12 h, r.t.;86%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

propionyl chloride
79-03-8

propionyl chloride

3-methylspiro[5.5]undecane-2,4-dione
1588-18-7

3-methylspiro[5.5]undecane-2,4-dione

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid With aluminum (III) chloride; nitromethane In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere;
Stage #2: propionyl chloride In 1,2-dichloro-ethane at 80℃; for 3h; Inert atmosphere;
85%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

1,1‑bis(1‑methyl‑benzoimidazol‑2‑ylmethyl)cyclohexane

1,1‑bis(1‑methyl‑benzoimidazol‑2‑ylmethyl)cyclohexane

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid; N-methylbenzene-1,2-diamine dihydrochloride With phosphoric acid at 180℃; for 6h;
Stage #2: With sodium hydroxide In water pH=7 - 8;
83%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

cobalt pivalate

cobalt pivalate

ethanol
64-17-5

ethanol

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4O,O,O',O')bis(2,2'-dipyridyl)bis(ethanol-k1O)tricobalt(II)

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4O,O,O',O')bis(2,2'-dipyridyl)bis(ethanol-k1O)tricobalt(II)

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In methanol; acetonitrile at 60℃; for 0.5h;77%
lead(II) nitrate

lead(II) nitrate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

Pb(2+)*C10H14O4(2-)

Pb(2+)*C10H14O4(2-)

Conditions
ConditionsYield
With pyridine In methanol; water at 20℃; for 144h;68%
(3,14-dimethyl-2,6,13,17-tetraazatricyclo[16.4.0.0(7,12)]docosane-N,N',N'',N''')nickel(II) dichloride dihydrate

(3,14-dimethyl-2,6,13,17-tetraazatricyclo[16.4.0.0(7,12)]docosane-N,N',N'',N''')nickel(II) dichloride dihydrate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C40H70N4NiO8

C40H70N4NiO8

Conditions
ConditionsYield
In water for 1h; Reflux;68%
2-chloromethyl-3-chloroprop-1-ene
1871-57-4

2-chloromethyl-3-chloroprop-1-ene

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

11-methylene-9,13-dioxa-spiro[5.9]pentadecane-8,14-dione

11-methylene-9,13-dioxa-spiro[5.9]pentadecane-8,14-dione

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 95℃; for 10h;67%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

nickel(II) nitrate hexahydrate

nickel(II) nitrate hexahydrate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

2C10H15O4(1-)*2C10H8N2*2C10H14O4(2-)*2H2O*3Ni(2+)

2C10H15O4(1-)*2C10H8N2*2C10H14O4(2-)*2H2O*3Ni(2+)

Conditions
ConditionsYield
With sodium hydroxide In water at 160℃; for 72h; Autoclave;65%
nickel(II) nitrate hexahydrate

nickel(II) nitrate hexahydrate

1,3-di(4-pyridyl)propane
17252-51-6

1,3-di(4-pyridyl)propane

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

2C10H15O4(1-)*2H2O*2C13H14N2*2C10H14O4(2-)*3Ni(2+)

2C10H15O4(1-)*2H2O*2C13H14N2*2C10H14O4(2-)*3Ni(2+)

Conditions
ConditionsYield
With sodium hydroxide In water at 160℃; for 72h; Autoclave;62%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

ethanol
64-17-5

ethanol

[CuII2(O2CtBu)4(HO2CtBu)2]

[CuII2(O2CtBu)4(HO2CtBu)2]

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4-O,O,O',O')bis(2,2'-dipyridyl)tricopper(II) ethanol bisolvate

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4-O,O,O',O')bis(2,2'-dipyridyl)tricopper(II) ethanol bisolvate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In methanol at 40℃; for 0.5h;60%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

water
7732-18-5

water

copper(II) nitrate

copper(II) nitrate

[Cu(1,1-cyclohexanediacetate)(H2O)]n

[Cu(1,1-cyclohexanediacetate)(H2O)]n

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 48h;56%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

acetyl chloride
75-36-5

acetyl chloride

3-acetylspiro[5.5]undecane-2,4-dione

3-acetylspiro[5.5]undecane-2,4-dione

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid With aluminum (III) chloride In nitromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: acetyl chloride In nitromethane at 80℃; for 2h; Inert atmosphere;
55%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

ethanol
64-17-5

ethanol

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

[Ni9(OH)6(trimethylacetate)12(trimethylacetic acid)4]

[Ni9(OH)6(trimethylacetate)12(trimethylacetic acid)4]

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4O,O,O',O')bis(2,2'-dipyridyl)bis(ethanol-k1O)trinickel(II)

bis(μ-trimethylacetato-k2-O,O')bis(μ3-1,1-cyclohexanediacetato-k4O,O,O',O')bis(2,2'-dipyridyl)bis(ethanol-k1O)trinickel(II)

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In methanol at 60℃; for 1h;50%
pyridine
110-86-1

pyridine

copper(II) choride dihydrate

copper(II) choride dihydrate

potassium 1,1-cyclohexanediacetate

potassium 1,1-cyclohexanediacetate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

acetonitrile
75-05-8

acetonitrile

bis(η1-hydroxo)hexadecakis(μ4-1,1-cyclohexanediacetato-O,O',O',O'')hexakis(η1-aqua)octakis(η1-pyridine)hexadecacopper(II)dipotassium - acetonitrile - water - ethanol (1/1/3/1)

bis(η1-hydroxo)hexadecakis(μ4-1,1-cyclohexanediacetato-O,O',O',O'')hexakis(η1-aqua)octakis(η1-pyridine)hexadecacopper(II)dipotassium - acetonitrile - water - ethanol (1/1/3/1)

Conditions
ConditionsYield
With N(C4H9)4OH In methanol; ethanol EtOH added to a mixt. of C6H10(CH2CO2H)2 and a MeOH soln. of N(C4H9)4OH,stirred at 40°C, K salt added, stirred, Cu salt added, stirred f or 5 min, C5H5N added, stirred at 50°C for 1 h; filtered, MeCN added, concd., crystd. at room temp. for 2 h, decanted, washed with EtOH (-5°C), dried in air;48.1%
pyridine
110-86-1

pyridine

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

potassium 1,1-cyclohexanediacetate

potassium 1,1-cyclohexanediacetate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

acetonitrile
75-05-8

acetonitrile

bis(η1-hydroxo)hexadecakis(μ4-1,1-cyclohexanediacetato-O,O',O',O'')hexakis(η1-aqua)octakis(η1-pyridine)hexadecacopper(II)dipotassium - acetonitrile - water - ethanol (1/1/3/1)

bis(η1-hydroxo)hexadecakis(μ4-1,1-cyclohexanediacetato-O,O',O',O'')hexakis(η1-aqua)octakis(η1-pyridine)hexadecacopper(II)dipotassium - acetonitrile - water - ethanol (1/1/3/1)

Conditions
ConditionsYield
With N(C4H9)4OH In methanol; ethanol EtOH added to a mixt. of C6H10(CH2CO2H)2 and a MeOH soln. of N(C4H9)4OH,stirred at 40°C, K salt added, stirred, Cu salt added, stirred f or 5 min, C5H5N added, stirred at 50°C for 1 h; filtered, MeCN added, concd., crystd. at room temp. for 2 h, decanted, washed with EtOH (-5°C), dried in air;48.1%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

3-decylspiro[5.5]undecane-2,4-dione

3-decylspiro[5.5]undecane-2,4-dione

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid With aluminum (III) chloride; nitromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: n-dodecanoyl chloride at 80℃; for 3h; Inert atmosphere;
44%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

manganese(II) perchlorate hexahydrate

manganese(II) perchlorate hexahydrate

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

water
7732-18-5

water

[Mn2(1,1-cyclohexanediacetate)(1,10-phenanthroline)4(H2O)](ClO4)2*(1,10-phenanthroline)*4H2O

[Mn2(1,1-cyclohexanediacetate)(1,10-phenanthroline)4(H2O)](ClO4)2*(1,10-phenanthroline)*4H2O

Conditions
ConditionsYield
With piperidine In methanol; water aq. soln. of C6H10(CH2COOH)2 and piperidine added dropwise to aq. soln. of Mn salt under stirring; MeOH soln. of phenanthroline added; refluxed for 3 h; left undisturbed at room temp. for 2 wk; filtered; crystals washed with cool H2O; dried in air; elem. anal.;23%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

C10H14O4(2-)*2Li(1+)

C10H14O4(2-)*2Li(1+)

Conditions
ConditionsYield
With lithium hydroxide monohydrate In 1,4-dioxane; methanol at 80℃; for 16h; Sealed tube;19%
1-(piperidin-4-yl)-3-(4-(trifluoromethyl)phenyl)urea
160431-85-6

1-(piperidin-4-yl)-3-(4-(trifluoromethyl)phenyl)urea

1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

2-(1-(2-oxo-2-(4-(3-(4-(trifluoromethyl)phenyl)ureido)piperidin-1-yl)ethyl)cyclohexyl)acetic acid

2-(1-(2-oxo-2-(4-(3-(4-(trifluoromethyl)phenyl)ureido)piperidin-1-yl)ethyl)cyclohexyl)acetic acid

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 12h;18.3%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

N,N'-bis[3-(3-aminopropyl)methylaminonpropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide

N,N'-bis[3-(3-aminopropyl)methylaminonpropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide

C38H50N6O6
1609941-47-0

C38H50N6O6

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine In chloroform at 20℃; for 120h;14%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

N,N’-bis[[4-(3-aminopropyl)piperazinyl]propyl]naphthalene-1,4,5,8-tetracarboxylic acid diimide
265323-32-8

N,N’-bis[[4-(3-aminopropyl)piperazinyl]propyl]naphthalene-1,4,5,8-tetracarboxylic acid diimide

C44H60N8O6
1609941-48-1

C44H60N8O6

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine In chloroform at 20℃; for 42h;14%
1,1-cyclohexanediacetic acid
4355-11-7

1,1-cyclohexanediacetic acid

2- (2-aminoethoxy)ethoxyundecahydrocrossodedecaborate ditetrabutylammonium salt

2- (2-aminoethoxy)ethoxyundecahydrocrossodedecaborate ditetrabutylammonium salt

cation exchange resin having a counter cation of Na+

cation exchange resin having a counter cation of Na+

N1,N1-bis[2-[2-(undecahydrocrossodedecaboranyloxy)ethoxy]ethyl]-1,1-cyclohexanediacetamide tetrasodium salt

N1,N1-bis[2-[2-(undecahydrocrossodedecaboranyloxy)ethoxy]ethyl]-1,1-cyclohexanediacetamide tetrasodium salt

Conditions
ConditionsYield
Stage #1: 1,1-cyclohexanediacetic acid; 2- (2-aminoethoxy)ethoxyundecahydrocrossodedecaborate ditetrabutylammonium salt With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol
Stage #2: With cesium fluoride In methanol for 2h;
Stage #3: cation exchange resin having a counter cation of Na+
14%

4355-11-7Relevant articles and documents

Synthesis process of gabapentin intermediate

-

Paragraph 0006; 0036, (2021/12/07)

The invention relates to a synthesis process of a gabapentin intermediate. The intermediate is 1, 1-cyclohexyldiacetic acid. the synthesis process comprises the following steps: cyclizing cyclohexanone and ethyl cyanoacetate to prepare alpha, alpha'-dicyano-1, 1-cyclohexyldiacetylimine ammonium salt, and then hydrolyzing under the action of solid acid to prepare a target product intermediate. The solid acid is prepared by taking montmorillonite intercalated with modified cellulose as a carrier, loading tin ions through an ion exchange method and then carbonizing at low temperature. The synthesis of the gabapentin intermediate is realized by utilizing the self-made solid acid catalyst, the green and environment-friendly concept is compounded, and meanwhile, the yield is relatively high; each preparation process of the catalyst is relatively simple, complicated post-treatment is not needed, the catalyst can be recycled, and the repeated utilization rate is high; and the corrosion of concentrated sulfuric acid to industrial equipment and the pollution to the environment in the traditional process are avoided, and the treatment cost of waste liquid in the later period is reduced.

Antiarthritic and suppressor cell inducing activity of azaspiranes: Structure-function relationships of a novel class of immunomodulatory agents

Badger,Schwartz,Picker,Dorman,Bradley,Cheeseman,DiMartino,Hanna,Mirabelli

, p. 2963 - 2970 (2007/10/02)

Spirogermanium (1;8,8-diethyl-N,N-dimethyl-2-aza-8-germaspiro[4.5]decane-2-propanamin e dihydrochloride) is a potent cytotoxic agent in vitro which has demonstrated limited activity in experimental animal tumor models. Subsequently, it has been reported that spirogermanium has antiarthritic and suppressor cell-inducing activity. We have synthesized a series of substituted 8-hetero-2-azaspiro[4.5]decane and 9-hetero-3-azaspiro[5.5]undecane analogues of spirogermanium to identify the heteroatom requirements for in vivo antiarthritic and suppressor cell-inducing activity. This structure-activity relationship study has identified that appropriately substituted silicon and carbon analogues of spirogermanium retain both antiarthritic and immunosuppressive activity, with the 8,8-dipropyl (carbon) analogue being among the most active. Following the identification of N,N-dimethyl-8,8-dipropyl-2-azaspiro[4,5]decane-2-propanamine dihydrochloride (9) as more active analogue than spirogermanium, a series of 8,8-dipropyl analogues with various amine substituents were synthesized. A number of these analogues had activity similar to that of 9. A correlation between activity in the adjuvant arthritic rat and the ability to induce suppressor cells (r = 0.894, p0.001) suggests an association between the two pharmacologic effects. While the precise biochemical mechanism(s) for the pharmacological activity is unclear, these data suggest that compounds within this series, e.g., N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine dihydrochloride, may provide effective therapy in diseases of autoimmune origin and/or the prevention of rejection in tissue transplantation.

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