6-Amino-1-hexanol Chemical Properties

Melting point:

54-58 °C (lit.)

Boiling point:

135-140 °C/30 mmHg (lit.)

Density 

0.8872 (estimate)

refractive index 

1.4444 (estimate)

Flash point:

133 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Chloroform (Slightly), Methanol (Slightly)

form 

Crystals

pka

15.18±0.10(Predicted)

color 

Light yellow to brown

Water Solubility 

MISCIBLE

Sensitive 

Hygroscopic

BRN 

1732524

Stability:

Hygroscopic. Stable. Incompatible with strong oxidizing agents.

InChIKey

SUTWPJHCRAITLU-UHFFFAOYSA-N

CAS DataBase Reference

4048-33-3(CAS DataBase Reference)

NIST Chemistry Reference

NH2(CH2)6OH(4048-33-3)

EPA Substance Registry System

1-Hexanol, 6-amino- (4048-33-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

RTECS 

MO8840000

F 

3-10

HazardClass 

IRRITANT, HYGROSCOPIC

HS Code 

29221990

MSDS

• Language:English Provider:6-Amino-1-hexanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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6-Amino-1-hexanol Usage And Synthesis

Chemical Properties

slightly yellow crystalline powder

Uses

6-Amino-1-hexanol is used in the synthesis of guanidino analogs of roscovitine, which is a cyclin-dependant kinase. Also used in the preparation of tocotrienols which maintain anticancer, antiprolifer ative and antimigratory activity. Behery, F

Uses

6-Amino-1-hexanol is used as pharmaceutical intermediate.

Uses

6-Amino-1-hexanol can undergo cyclization over copper supported on γ-alumina and magnesia to form hexahydro-1H-azepine. It may be used along with glutaric acid to generate poly(ester amide)s with excellent film- and fiber forming properties.

Synthesis

By volume ratio, 1 part of 6-aminohexanoic acid was added to the reactor containing 15 parts of diethyl ether or dry toluene solution At 40 ℃ constant temperature, At 1500rpm / min speed, rapidly injected 2 parts of a solution of sodium borohydride. At 250W, ultrasonic treatment 20min. Then, dropwise under reflux, 8 parts of ethylene glycol solution. Dropwise addition time was 30 minutes. Finally, at 90 ℃ and at a rate of 800rpm/min, maintain temperature under stirring and react for 16 h to obtain the reaction crude product. (2) By the amount of parts count, step (1) preparation of 1 part of the reaction crude was added 6 parts water for hydrolysis. Undrego vacuum distillation, collecting 125 ℃ fraction, to obtain the 6-amino-1-hexanol product.

References

[1] Chemical Communications, 2014, vol. 50, # 76, p. 11211 - 11213
[2] Canadian Journal of Chemistry, 1958, vol. 36, p. 147,149
[3] Angewandte Chemie - International Edition, 2011, vol. 50, # 44, p. 10377 - 10380
[4] Tetrahedron Letters, 2013, vol. 54, # 21, p. 2674 - 2678
[5] Patent: US9463451, 2016, B2. Location in patent: Page/Page column 46-50

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