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543-82-8

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543-82-8 Usage

Chemical Properties

clear colorless to light yellow liquid with fishy smell.

Uses

Different sources of media describe the Uses of 543-82-8 differently. You can refer to the following data:
1. 1,5-Dimethylhexylamine is an aliphatic secondary amine which shows leucine aminotransferase inhibition. 1,5-Dimethylhexylamine is used in the preparation of glycosyl β-amino acids with antitubercular activity.
2. 2-Amino-6-methylheptane can be used as: A building block for the synthesis of n-type photoconductor, N,N′-bis(1,5-dimethylhexyl)-3,4:9,10-perylenebis (dicarbox-imide) (PDHEP).A reagent in the synthesis of substituted pyrrolidones by reductive amination of levulinic acid using supported platinum catalyst.A nucleophilic amine in the synthesis of unsymmetrical sulfamide by reacting with sulfamic acid salts and triphenylphosphine ditriflate.

Application

1,5-Dimethylhexylamine can be used as a local anesthetic and vasoconstrictor, and it is mainly used as an intermediate in the production of gastrointestinal antispasmodic drug octamylamine.

Preparation

1,5-Dimethylhexylamine was synthesized from 6-methyl-2-heptanone ([928-68-7]) by amination and catalytic hydrogenation.

Check Digit Verification of cas no

The CAS Registry Mumber 543-82-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 3 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 543-82:
(5*5)+(4*4)+(3*3)+(2*8)+(1*2)=68
68 % 10 = 8
So 543-82-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H19N/c1-7(2)5-4-6-8(3)9/h7-8H,4-6,9H2,1-3H3/p+1/t8-/m0/s1

543-82-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A12017)  2-Amino-6-methylheptane, 99%   

  • 543-82-8

  • 25g

  • 592.0CNY

  • Detail
  • Alfa Aesar

  • (A12017)  2-Amino-6-methylheptane, 99%   

  • 543-82-8

  • 100g

  • 1921.0CNY

  • Detail
  • Alfa Aesar

  • (A12017)  2-Amino-6-methylheptane, 99%   

  • 543-82-8

  • 500g

  • 5754.0CNY

  • Detail

543-82-8SDS

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 2-Amino-6-Methylheptane

1.2 Other means of identification

Product number -
Other names 2-AMINO-6-METHYLHEPTANE

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:543-82-8 SDS

543-82-8Synthetic route

ammonium formate
540-69-2

ammonium formate

6-methylheptan-2-one
928-68-7

6-methylheptan-2-one

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
at 180 - 185℃; Kochen des Reaktionsprodukts mit konz.HCl;
6-methylheptan-2-one
928-68-7

6-methylheptan-2-one

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With ethanol; ammonia; nickel Hydrogenation.unter Druck;
6-methylheptan-2-one
928-68-7

6-methylheptan-2-one

A

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

B

bis-(1,5-dimethyl-hexyl)-amine
101440-18-0

bis-(1,5-dimethyl-hexyl)-amine

Conditions
ConditionsYield
With hydrazine hydrate anschliessend mit Methanol, wss. Ammoniak und aktiviertem Aluminium;
2-methyl-heptanone-(6)-oxime

2-methyl-heptanone-(6)-oxime

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With nickel Hydrogenation;
With ethanol; sodium
(R)-6-methylheptan-2-amine
70419-11-3

(R)-6-methylheptan-2-amine

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With 2,2,2-trifluoroethanethiol In tetrahydrofuran; 3-methylpentan-3-ol at 22 - 24℃; for 2h; Photolysis;
6-Methyl-hept-5-en-2-on
110-93-0

6-Methyl-hept-5-en-2-on

A

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

B

6-methylhept-5-en-2-ol
4630-06-2, 1569-60-4

6-methylhept-5-en-2-ol

C

6-methylhept-5-en-2-amine
22462-79-9

6-methylhept-5-en-2-amine

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 120℃; for 24h; Autoclave; High pressure;A 5 %Chromat.
B 73 %Chromat.
C 15 %Chromat.
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione
4314-19-6

bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione

benzotriazole-1-carbothioic acid (1,5-dimethylhexyl)amide
690634-05-0

benzotriazole-1-carbothioic acid (1,5-dimethylhexyl)amide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h;99%
In dichloromethane at 20℃; for 18h;87%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

L-Leucin-(+)-1,5-dimethylhexylamid
13532-69-9

L-Leucin-(+)-1,5-dimethylhexylamid

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-leucine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
Stage #3: With trifluoroacetic acid In dichloromethane for 5h;
98%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

C17H28N2O

C17H28N2O

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
Stage #3: With trifluoroacetic acid In dichloromethane for 5h;
97%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

pyroglutamic acid sodium salt
54571-67-4

pyroglutamic acid sodium salt

C13H25N2O3(1-)*Na(1+)
1311195-36-4

C13H25N2O3(1-)*Na(1+)

Conditions
ConditionsYield
at 140℃; for 5h;94%
succinic acid anhydride
108-30-5

succinic acid anhydride

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

4-[(6-methylheptan-2-yl)amino]-4-oxobutanoic acid
897522-18-8

4-[(6-methylheptan-2-yl)amino]-4-oxobutanoic acid

Conditions
ConditionsYield
In acetone at 20℃; Inert atmosphere;93%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrophenoxycarbonylamino)-β-D-glucopyranoside
130539-23-0

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrophenoxycarbonylamino)-β-D-glucopyranoside

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-<3-(1,5-dimethylhexyl)ureido>-β-D-glucopyranoside
130539-31-0

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-<3-(1,5-dimethylhexyl)ureido>-β-D-glucopyranoside

Conditions
ConditionsYield
In dichloromethane Ambient temperature;92%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

N-(4-(benzyloxy)benzyl)-6-methylheptan-2-amine

N-(4-(benzyloxy)benzyl)-6-methylheptan-2-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 12h; Inert atmosphere;92%
formaldehyd
50-00-0

formaldehyd

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N,N',N''-tris(1,5-dimethylhexyl)-1,3,5-triazacyclohexane

N,N',N''-tris(1,5-dimethylhexyl)-1,3,5-triazacyclohexane

Conditions
ConditionsYield
In toluene for 0.5h; Heating;91%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

4-phenoxy benzaldehyde
67-36-7

4-phenoxy benzaldehyde

6-methyl-N-(4-phenoxybenzyl)heptan-2-amine

6-methyl-N-(4-phenoxybenzyl)heptan-2-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 12h; Inert atmosphere;91%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

3-Aminophenylboronic acid
30418-59-8

3-Aminophenylboronic acid

3-bromo-4-chloropyrazolo<3,4-d>pyrimidine
90914-41-3

3-bromo-4-chloropyrazolo<3,4-d>pyrimidine

[3-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-(1,5-dimethyl-hexyl)-amine

[3-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-(1,5-dimethyl-hexyl)-amine

Conditions
ConditionsYield
Stage #1: 1,5-dimethylhexylamine; 3-bromo-4-chloropyrazolo<3,4-d>pyrimidine With acetic acid In 1,4-dioxane at 150℃; for 0.166667h; microwave irradiation;
Stage #2: 3-Aminophenylboronic acid With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 180℃; for 0.166667h; Suzuki coupling; microwave irradiation;
90%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

(E)-2-hydroxy-2-methyl-5-phenylpent-4-en-3-one
63677-96-3

(E)-2-hydroxy-2-methyl-5-phenylpent-4-en-3-one

N-(6-methylheptan-2-yl)-3-phenylpropanamide
885902-84-1

N-(6-methylheptan-2-yl)-3-phenylpropanamide

Conditions
ConditionsYield
With 1,2,4-Triazole; C6H10N3O2S(1+)*Cl(1-); N-ethyl-N,N-diisopropylamine In dichloromethane at 40℃; for 3h;90%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-tert-butoxycarbonyl-D-cyclohexylalanine
127095-92-5

N-tert-butoxycarbonyl-D-cyclohexylalanine

tert-butyl N-[(1R)-1-(cyclohexylmethyl)-2-(1,5-dimethylhexylamino)-2-oxoethyl]carbamate

tert-butyl N-[(1R)-1-(cyclohexylmethyl)-2-(1,5-dimethylhexylamino)-2-oxoethyl]carbamate

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 10 - 20℃; for 4h;86%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

(±)-3-(1-phenylethoxy)benzaldehyde

(±)-3-(1-phenylethoxy)benzaldehyde

(±)-6-methyl-N-(3-(1-phenylethoxy)benzyl)heptan-2-amine

(±)-6-methyl-N-(3-(1-phenylethoxy)benzyl)heptan-2-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 12h; Inert atmosphere;85%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

C22H36N2O3

C22H36N2O3

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
85%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

(±)-4-(1-phenylethoxy)benzaldehyde

(±)-4-(1-phenylethoxy)benzaldehyde

(±)-6-methyl-N-(4-(1-phenylethoxy)benzyl)heptan-2-amine

(±)-6-methyl-N-(4-(1-phenylethoxy)benzyl)heptan-2-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 12h; Inert atmosphere;83%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

2,4-Toluene diisocyanate
584-84-9

2,4-Toluene diisocyanate

1,5-dimethylhexyl-3-[3-(3-(1,5-dimethylhexyl)ureido)-4-methylphenyl]urea

1,5-dimethylhexyl-3-[3-(3-(1,5-dimethylhexyl)ureido)-4-methylphenyl]urea

Conditions
ConditionsYield
In dichloromethane for 24h;82%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

C26H24N6O12S2

C26H24N6O12S2

C42H58N8O10S2

C42H58N8O10S2

Conditions
ConditionsYield
Stage #1: C26H24N6O12S2 With thionyl chloride In chloroform; N,N-dimethyl-formamide at 50℃; for 5h;
Stage #2: 1,5-dimethylhexylamine With triethylamine In chloroform; N,N-dimethyl-formamide at 20℃;
82%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

2-chloro-5-fluoronicotinic acid
38186-88-8

2-chloro-5-fluoronicotinic acid

2-[(1,5-dimethylhexyl)amino]-5-fluoronicotinic acid
1038827-24-5

2-[(1,5-dimethylhexyl)amino]-5-fluoronicotinic acid

Conditions
ConditionsYield
Stage #1: 1,5-dimethylhexylamine; 2-chloro-5-fluoronicotinic acid With copper; potassium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 120℃; for 2h;
Stage #2: With hydrogenchloride; water
81%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

diisopropylamine
108-18-9

diisopropylamine

6-methyl-N-(1-methylethyl)-2-heptanamine
13946-02-6

6-methyl-N-(1-methylethyl)-2-heptanamine

Conditions
ConditionsYield
With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium) In 5,5-dimethyl-1,3-cyclohexadiene at 155℃; for 10h; Inert atmosphere;80%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

(2-(4-chlorophenyl)cyclopropyl)(4-fluorophenyl)methanone

(2-(4-chlorophenyl)cyclopropyl)(4-fluorophenyl)methanone

(2-(4-chlorophenyl)cyclopropyl)(4-(6-methylheptan-2-ylamino)phenyl)methanone

(2-(4-chlorophenyl)cyclopropyl)(4-(6-methylheptan-2-ylamino)phenyl)methanone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 120℃; Inert atmosphere;80%
phthalic anhydride
85-44-9

phthalic anhydride

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-phthaloyl-6-methylheptan-2-amine

N-phthaloyl-6-methylheptan-2-amine

Conditions
ConditionsYield
In toluene for 5h; Reflux;80%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

4-bromo-1,8-naphthalenedicarboxylic anhydride
81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

6-bromo-2-(1,5-dimethylhexyl)benzo[de]isoquinoline-1,3-dione

6-bromo-2-(1,5-dimethylhexyl)benzo[de]isoquinoline-1,3-dione

Conditions
ConditionsYield
In ethanol for 24h; Reflux;80%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

C30H26N8O10S2

C30H26N8O10S2

A

C46H60N10O8S2

C46H60N10O8S2

B

C38H43N9O9S2

C38H43N9O9S2

Conditions
ConditionsYield
Stage #1: C30H26N8O10S2 With thionyl chloride In chloroform; N,N-dimethyl-formamide at 20 - 50℃; for 5h;
Stage #2: 1,5-dimethylhexylamine With triethylamine In chloroform; N,N-dimethyl-formamide at 20℃;
A 80%
B n/a
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

C19H38N2O3

C19H38N2O3

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-leucine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
78%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

levulinic acid
123-76-2

levulinic acid

C13H25NO

C13H25NO

Conditions
ConditionsYield
With hydrogen In neat (no solvent) at 100℃; under 2250.23 Torr; for 20h;77%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

triethylammonium N-tert-butylsulfamate

triethylammonium N-tert-butylsulfamate

N-tert-butyl-N'-(6-methylhept-2-yl)sulfamide

N-tert-butyl-N'-(6-methylhept-2-yl)sulfamide

Conditions
ConditionsYield
Stage #1: triethylammonium N-tert-butylsulfamate With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide In dichloromethane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at -78℃; for 0.25h; Inert atmosphere;
Stage #3: 1,5-dimethylhexylamine In dichloromethane at -78 - 22℃; Inert atmosphere;
77%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

p-acetylaminobenzenesulfonyl chloride
121-60-8

p-acetylaminobenzenesulfonyl chloride

N-[4-(1,5-dimethyl-hexylsulfamoyl)-phenyl]-acetamide

N-[4-(1,5-dimethyl-hexylsulfamoyl)-phenyl]-acetamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 6h; Substitution;76%
With dmap; triethylamine In dichloromethane at 5 - 20℃; for 6.21h;
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

(R)-3-methoxy-N-(6-methylheptan-2-yl) propanamide
1322805-10-6

(R)-3-methoxy-N-(6-methylheptan-2-yl) propanamide

Conditions
ConditionsYield
With Candida antarctica lipase B; Octanethiol; [Ir(2-phenylpyridine)2(4,4′-di-tert-butyl-2,2′-bipyridine)](PF6) In acetonitrile at 38℃; for 48h; Schlenk technique; Molecular sieve; Inert atmosphere; Irradiation; Enzymatic reaction; enantioselective reaction;74%
1,3-propanesultone
1120-71-4

1,3-propanesultone

1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

3-(1,5-dimethyl-hexylamino)-1-propanesulfonic acid

3-(1,5-dimethyl-hexylamino)-1-propanesulfonic acid

Conditions
ConditionsYield
In acetone; toluene at 20℃; Heating / reflux;72%
1,5-dimethylhexylamine
543-82-8

1,5-dimethylhexylamine

benzaldehyde
100-52-7

benzaldehyde

(±)-N-benzyl-6-methylheptan-2-amine

(±)-N-benzyl-6-methylheptan-2-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 12h; Inert atmosphere;71%
Stage #1: 1,5-dimethylhexylamine; benzaldehyde In methanol for 3h;
Stage #2: With sodium sulfate In methanol for 0.166667h;
Stage #3: With methanol; sodium tetrahydroborate for 4h;
51%

543-82-8Relevant articles and documents

-

Rohrmann,Shonle

, p. 1516,1518 (1944)

-

En route to (S)-selective chemoenzymatic dynamic kinetic resolution of aliphatic amines. One-pot KR/racemization/KR sequence leading to (S)-amides

El Blidi, Lahssen,Nechab, Malek,Vanthuyne, Nicolas,Gastaldi, Stephane,Bertrand, Michele P.,Gil, Gerard

supporting information; experimental part, p. 2901 - 2903 (2009/09/05)

-

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