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2009-83-8

Basic Information
CAS No.: 2009-83-8
Name: 6-Chlorohexanol
Article Data: 33
Molecular Structure:
Molecular Structure of 2009-83-8 (6-Chlorohexanol)
Formula: C6H13ClO
Molecular Weight: 136.622
Synonyms: 1-Chloro-6-hydroxyhexane;6-Chloro-1-hexanol;6-Chloro-1-hexano;Hexamethylene chlorohydrin;omega-Chlorohexanol;1-Hexanol, 6-chloro-;6-Chlorohexan-1-ol;4-01-00-01704 (Beilstein Handbook Reference);1-Chloro-6-hexanol;
EINECS: 217-925-2
Density: 1.001 g/cm3
Melting Point: 129-130ºC
Boiling Point: 212.8 °C at 760 mmHg
Flash Point: 98.9 °C
Solubility: 11.3g/L at 20℃
Appearance: clear colorless to pale yellow liquid
Hazard Symbols: HarmfulXn,img src=/images/Xi.gif alt=Irritant >Xi
Risk Codes: 20/21-36/38-36/37/38-20/21/22
Safety: 26-36/37-36/37/39
Transport Information: UN 2810
PSA: 20.23000
LogP: 1.77790
Synthetic route
629-11-8

1,6-hexanediol

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With tetrachloromethane; hexacarbonyl molybdenum at 120℃; for 8h;98%
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at -5 - 0℃; for 2h; Solvent; Temperature; Large scale;95.2%
With hydrogenchloride; copper(l) chloride In toluene at 100℃; for 24h;66%
59431-24-2

1-(tert-butyl-dimethylsilyloxy)-6-chloro-hexane

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With titanium tetrachloride; ethyl acetate In dichloromethane at 30℃; for 0.166667h;94%
10297-06-0

1-chloro-5-hexyne

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With formic acid; F6P(1-)*C16H22N3Ru(1+); water In 1-methyl-pyrrolidin-2-one at 25℃; for 48h; Inert atmosphere; Sealed tube;92%
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); Ru(Cp)(PPh2PytBu)2(MeCN)PF6; water In isopropyl alcohol at 80℃; for 3h; Inert atmosphere; regioselective reaction;85%
With [2,2]bipyridinyl; formic acid; (η5-cyclopentadienyl) (η6-naphthalene)ruthenium hexafluorophosphate; water In tetrahydrofuran at 55℃; for 48h;80%
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C / Inert atmosphere
1.2: 6 h / 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen; water / methanol / 0.5 h / 20 °C / 760.05 Torr / Inert atmosphere
3.1: dichloromethane / 6 h / -20 °C / Inert atmosphere
4.1: potassium fluoride; potassium hydrogencarbonate; dihydrogen peroxide; tetrabutyl ammonium fluoride / tetrahydrofuran; water / 2 h / 40 °C
View Scheme
629-11-8

1,6-hexanediol

A

2009-83-8

6-chloro-1-hexanol

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With tetrachloromethane; triphenylphosphine In acetonitrile Product distribution; Mechanism;A 48%
B 39%
With hydrogenchloride at 92 - 96℃;
With hydrogenchloride
629-11-8

1,6-hexanediol

A

6294-17-3

1-bromo-6-chlorohexane

B

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; zinc(II) chlorideA n/a
B 34%
4224-62-8

6-chlorohexanoic acid

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
592-90-5

oxepane

A

2009-83-8

6-chloro-1-hexanol

B

108291-44-7

13-chloro-7-oxatridecane-1-ol

Conditions
ConditionsYield
With water; titanium tetrachloride 1.) 60 - 70 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given;
928-89-2

6-chlorohexene

2009-83-8

6-chloro-1-hexanol

Conditions
ConditionsYield
With hydrogenchloride; dimethylsulfide borane complex; diethylzinc; oxygen; zinc dibromide; zinc 1.) ether, 2 h at 0 deg C then 8 h at r.t., 2.) hexane, 30 min at 0 deg C then 15 min, 3.) THF, perfluorohexanes, -78 deg C, 4.) ether, 3 h; Yield given. Multistep reaction;
Yield given. Multistep reaction;
With potassium tri(isopropoxy)borohydride; n-octylthexylchloroborane at 0℃;89 % Chromat.
928-89-2

6-chlorohexene

A

2009-83-8

6-chloro-1-hexanol

B

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; sodium iodide 1.) diglyme, 25 deg C, electrolysis, 2.) 25 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;

chlorure de trimethylammonio-6 hexanol-1

A

821-41-0

5-Hexen-1-ol

B

2009-83-8

6-chloro-1-hexanol

C

1862-07-3

6-(N,N-dimethylamino)-1-hexanol

D

58390-19-5

6-(dimethylamino)-1-methoxyhexane

Conditions
ConditionsYield
at 220℃; Product distribution;
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  • 6-Chlorohexanol CAS NO.: 2009-83-8

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    6-Chlorohexanol CAS NO.: 2009-83-8

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Specification

The 6-Chlorohexanol, with the CAS registry number 2009-83-8, is also known as 1-Chloro-6-hydroxyhexane; 6-Chloro-1-hexanol; Hexamethylene chlorohydrin.It belongs to the product categories of omega-Chloroalkanols;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;OLED materials,pharm chemical,electronic. This chemical's molecular formula is C6H13ClO and molecular weight is 136.62. Its EINECS number is 217-925-2. What's more,Its systematic name is 6-Chlorohexan-1-ol.

Physical properties about 6-Chlorohexanol are: (1)ACD/LogP: 1.754; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.75; (4)ACD/LogD (pH 7.4): 1.75; (5)ACD/BCF (pH 5.5): 12.67; (6)ACD/BCF (pH 7.4): 12.67; (7)ACD/KOC (pH 5.5): 214.33; (8)ACD/KOC (pH 7.4): 214.33; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.444; (13)Molar Refractivity: 36.23 cm3; (14)Molar Volume: 136.467 cm3; (15)Surface Tension: 32.5800018310547 dyne/cm; (16)Density: 1.001 g/cm3; (17)Flash Point: 98.889 °C; (18)Enthalpy of Vaporization: 52.238 kJ/mol; (19)Boiling Point: 212.82 °C at 760 mmHg; (20)Vapour Pressure: 0.0379999987781048 mmHg at 25°C;

The 6-Chlorohexanol is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin .When you use it, wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES:ClCCCCCCO;
(2)Std. InChI:InChI=1S/C6H13ClO/c7-5-3-1-2-4-6-8/h8H,1-6H2;
(3)Std. InChIKey:JNTPTNNCGDAGEJ-UHFFFAOYSA-N.

The toxicity data of 6-Chlorohexanol as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 100mg/kg (100mg/kg)   Journal of Organic Chemistry. Vol. 21, Pg. 739, 1956.