Name: Cholesteryl chloride
SKU: 910-31-6

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Basic Information

Molecular Structure:
CAS No.:	910-31-6
Name:	Cholesteryl chloride

Formula:	C₂₇H₄₅Cl
Molecular Weight:	405.107
Synonyms:	Cholest-5-ene,3b-chloro-(6CI,7CI,8CI);3b-Cholesteryl chloride;(3β)-3-chlorocholest-5-ene;3β-Chlorocholest-5-ene;Cholest-5-ene,3β-chloro-;
EINECS:	213-004-4
Density:	0.99 g/cm³
Melting Point:	94-96 °C(lit.)
Boiling Point:	478.6 °C at 760 mmHg
Flash Point:	249.6 °C
Appearance:	white powder
Safety:	22-24/25
PSA:	0.00000
LogP:	8.63520

Synthetic route

: 57-88-5
cholesterol

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With thionyl chloride	95%
With Me2SeCl2; triphenylphosphine In benzene for 20h; Ambient temperature;	84%
With 1-pyrrolidinecarboxaldehyde; 1,3,5-trichloro-2,4,6-triazine In 1,4-dioxane; chloroform at 80℃; for 4h; Solvent; Sealed tube; Green chemistry;	82%

: 13095-30-2, 13095-33-5, 68521-96-0, 115728-82-0, 142923-80-6
3β-chloro-5,6-epoxycholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With iodine; triphenylphosphine In dichloromethane	95%

: 3381-54-2
cholesterol mesylate

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane; titanium tetrachloride In dichloromethane at -20℃; for 0.0833333h; Inert atmosphere;	95%
With iron(III) chloride In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;	87%
With chloro-trimethyl-silane; titanium tetrachloride In dichloromethane at -78 - 20℃; for 0.5h;	400 mg

: 85335-71-3
cholest-5-en-3-ol (3β)-(O-phenyl carbonothioate)

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With tris(p-bromophenylammoniumyl) hexachloroantimonate In toluene for 0.166667h; Irradiation;	92%
With tris(p-bromophenylammoniumyl) hexachloroantimonate In toluene for 0.166667h; Ambient temperature; Irradiation; other thiocarbonyl compounds; other temperature; other reaction time; radical cation fragmentation;	92%

: (3S,8S,9S,10R,13R,14S,17R)-5,6-dibromo-3-chloro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With 1,1'-bis(trimethylsilyl)-1,1',4,4'-tetrahydro-4,4'-bipyridylidene In acetonitrile at 20℃; for 2h; Inert atmosphere;	91%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere; Irradiation;	90%

: 2867-93-8, 60175-48-6, 84985-77-3, 103365-95-3, 122406-68-2
(3α,5α-cyclo-cholestan-6β-yl)-methyl ether

A: 604-35-3
Cholesteryl acetate

B: 910-31-6
cholesteryl chloride

C: 747-90-0
3,5-cholestadiene

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Ambient temperature;	A 2% B 88% C 10%
With hydrogenchloride In acetic acid for 3h; Heating;	A 30% B 55% C 15%

...Expand

: 888021-88-3
2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxysulfonyl]-benzoic acid 2-(2-methoxy-ethoxy)-ethyl ester

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at -78℃;	85%

: 220090-37-9
3β-((bromomercurio)methyl)-A,B-dinor-5β-cholestane-5-carbaldehyde

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With aluminium trichloride In 1,2-dimethoxyethane at 45℃; for 18h;	79%
With molybdenum(V) chloride In diethyl ether at -78℃; for 4h;	79%
With molybdenum(V) chloride In diethyl ether for 2h; Ambient temperature;	78%

: 57-88-5
cholesterol

A: 910-31-6
cholesteryl chloride

B: 2469-23-0
dicholesteryl ether

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 20℃; for 5h;	A 69% B n/a
With silica gel; iron(III) chloride In diethyl ether; dichloromethane in column;	A 52% B 28%
silica gel; iron(III) chloride In diethyl ether; dichloromethane Product distribution;

: 57-88-5
cholesterol

A: 604-35-3
Cholesteryl acetate

B: 910-31-6
cholesteryl chloride

C: 747-90-0
3,5-cholestadiene

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Heating;	A 65% B 12% C 23%
With hydrogenchloride In acetic acid for 2h; Heating;	A 65% B 12% C 23%

...Expand

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Specification

The Cholesteryl chloride with CAS registry number of 910-31-6 is also called 3b-Chlorocholest-5-ene. The IUPAC name is (3β)-3-chlorocholest-5-ene. Its EINECS registry number is 213-004-4. In addition, the molecular formula is C₂₇H₄₅Cl and the molecular weight is 405.10. It is a kind of white to off-white crystalline powder and belongs to the classes of Steroids and Organics. What's more, it should be stored in a cool and dry place.

Physical properties about Cholesteryl chloride are: (1)ACD/LogP: 11.48; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 11.48; (4)ACD/LogD (pH 7.4): 11.48; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 0 Å²; (11)Index of Refraction: 1.52; (12)Molar Refractivity: 123.27 cm³; (13)Molar Volume: 405.4 cm³; (14)Polarizability: 48.86 ×10^-24cm³; (15)Surface Tension: 36.2 dyne/cm; (16)Density: 0.99 g/cm³; (17)Flash Point: 249.6 °C; (18)Enthalpy of Vaporization: 71.44 kJ/mol; (19)Boiling Point: 478.6 °C at 760 mmHg; (20)Vapour Pressure: 7.34E-09 mmHg at 25°C.

Uses of Cholesteryl chloride: it can be used as a component of the liquid crystals. And it can be used with cholesteryl nonanoate, cholesteryl benzoate, and/or cholesteryl oleyl carbonate in some thermochromic liquid crystals. What's more, it can be used in some hair colors, make-ups, and some other cosmetic preparations.

When you are using this chemical, please be cautious about it as the following:
During using it, you should avoid contact with skin and eyes and should not breathe dust. Although it is slightly harmful to the water, but you can not let a large number of this products contact with the groundwater, the waterway or sewage system. If without government permission, you can not put this material into surroundings.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)C)C)[C@@]3(C)CC4
(2)InChI: InChI=1/C27H45Cl/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
(3)InChIKey: OTVRYZXVVMZHHW-DPAQBDIFBD

910-31-6

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Specification