Propane,1-chloro-2,2-dimethyl- supplier

Name
1-CHLORO-2,2-DIMETHYLPROPANE
EINECS 212-040-8
CAS No. 753-89-9
Article Data55
CAS DataBase
Density 0.87 g/cm³
Solubility insoluble in water
Melting Point -20 °C(lit.)
Formula C₅H₁₁Cl
Boiling Point 86.9 °C at 760 mmHg
Molecular Weight 106.595
Flash Point 16 °F
Transport Information
Appearance colorless liq.
Safety 16-36/37
Risk Codes 11-22-43
Molecular Structure
Hazard Symbols F;Xn
Synonyms 1-chloro-2,2-dimethyl-propan;propane,1-chloro-2,2-dimethyl-;t-C4H9CH2Cl;NEOPENTYL CHLORIDE;2,2-DIMETHYLPROPYL CHLORIDE;1-CHLORO-2,2-DIMETHYLPROPANE;Pentylchloridecolorlessliq;neo-Pentylchloride,98+%
PSA 0.00000
LogP 2.27130

Synthetic route

A

B

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	A 9% B n/a

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 507-20-0
tertiary butyl chloride

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
im UV-Licht;

: 2465-56-7
methylene

: 507-20-0
tertiary butyl chloride

: 753-89-9
neopentyl chloride

: 35505-36-3
neopentyl chlorosulfite

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
In acetone at 322℃; Rate constant; Mechanism; other solvents; other temp.;
With quinoline hydrochloride
In acetone at 48.9℃;

: 463-82-1
2,2-dimethylpropane

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
With chlorine In benzene at 20℃; Product distribution; Irradiation; with various initial Cl2 concentrations;
With chlorine
With sodium hypochlorite; (5,10,15,20-tetramesitylporphyrinato)manganese(III) chloride; tetrabutyl-ammonium chloride In dichloromethane; water at 20℃; Inert atmosphere;
With sodium hypochlorite; 5,10,15,20-tetramesitylporphyrinatomanganese(III) chloride; tetrabutyl-ammonium chloride In dichloromethane; water at 20℃; Inert atmosphere; Sealed tube;	31%Chromat.

: 34456-12-7
dichloro(neopentyloxy)borane

A: 594-36-5
2-methyl-2-butylchloride

B: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
at 150℃;

: 18023-50-2
triethyl(neopentyloxy)silane

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
With thionyl chloride; quinoline hydrochloride

: 118926-61-7
trichloroacetamido-neopentanol

A: 513-35-9
2-methyl-but-2-ene

B: 594-36-5
2-methyl-2-butylchloride

C: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
at 150℃; das Hydrochlorid reagiert;

...Expand

: 463-82-1
2,2-dimethylpropane

A: 753-89-9
neopentyl chloride

B: 630-17-1
2,2-dimethylpropyl bromide

Conditions

Conditions	Yield
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.00266667h; Irradiation; Yield given;

: 463-82-1
2,2-dimethylpropane

A: 753-89-9
neopentyl chloride

B: 67-66-3
chloroform

Conditions

Conditions	Yield
With acetyl hypochlorite; chlorine In dichloromethane at -78℃; for 3h; Irradiation;

: 463-82-1
2,2-dimethylpropane

A: 753-89-9
neopentyl chloride

B: 29559-55-5
1,3-dichloro-2,2-dimethylpropane

C: 29559-54-4
1,1-dichloro-2,2-dimethylpropane

Conditions

Conditions	Yield
With chlorine In 1,1,2-Trichloro-1,2,2-trifluoroethane at 23℃; Mechanism; Product distribution; Irradiation; var. neopentane conc., solvents, solvents mixtures, and in vapour phase; other alkanes;

...Expand

: 630-17-1
2,2-dimethylpropyl bromide

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
With chloride In gas Thermodynamic data; ΔH0Rx;

: 69083-98-3
N,N-Dicloro-tert-octylamine

A: 107-39-1
2,4,4-trimethyl-1-pentene

B: 107-40-4
2,4,4-trimethylpent-2-ene

C: 753-89-9
neopentyl chloride

D: 115-11-7
isobutene

Conditions

Conditions	Yield
In dichloromethane at 270℃; Product distribution; Mechanism; var. concentrations, var. reaction temperatures, var. reactors;

...Expand

: 66085-08-3
Neopentyloxy-triphenyl-phosphonium-chlorid

A: 753-89-9
neopentyl chloride

B: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
In acetonitrile Mechanism; Rate constant; decomposition;

: 100-44-7
benzyl chloride

: 80733-03-5
dineopentyl phenyl phosphite

A: 753-89-9
neopentyl chloride

B: 10419-87-1
diphenyl benzylphosphonate

C: 88089-04-7
Benzyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester

Conditions

Conditions	Yield
In neat (no solvent) at 20 - 100℃; for 8976h;	A 19.3 % Chromat. B n/a C n/a

...Expand

: 80733-03-5
dineopentyl phenyl phosphite

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
With benzyl chloride In neat (no solvent) at 20 - 100℃; for 8976h;	19.3 % Chromat.

: 74753-38-1
2,2-dichloro-2-neopentoxy-1,3,2-benzodioxaphosphole

A: 1499-17-8
o-phenylene chlorophosphate

B: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
at -50℃;

: 75-84-3
2,2-dimethyl-propanol-1

: 1147550-11-5
ammonium thiocyanate

: 603-35-0
triphenylphosphine

A: 753-89-9
neopentyl chloride

B: 25343-65-1
1-isothiocyanato-2,2-dimethylpropane

C: 69626-79-5
Neopentyl thiocyanate

Conditions

Conditions	Yield
With tetrachloromethane In acetonitrile for 10h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

1-oxy-2.2-dimethylpropane: 1-oxy-2.2-dimethylpropane

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
With hydrogenchloride
With phosphorus pentachloride

: 463-82-1
2,2-dimethylpropane

: 7782-50-5
chlorine

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
im Licht;

C(CH3)4: C(CH3)4

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
Chlorieren;

: 65007-83-2
2-(neopentyloxy)benzo-1,3,2-dioxaphosphole

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chlorine / various solvent(s) / -100 °C 2: -50 °C View Scheme

: 5813-64-9
2,2-dimethylpropylamine

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / calcium hypochlorite, 3N HCl 2: 88 percent / 250 °C / 20percent SE-30 on fire-brick View Scheme
Multi-step reaction with 2 steps 1: 1.) triethylamine, 2.) glacial acetic acid / 1.) methylene chloride, 25 deg C, 8 h, 2.) 6 h, 3.) water 2: 88 percent / 130 - 150 °C / 0.3 - 0.8 Torr View Scheme

: 593-71-5
Chloroiodomethane

: 558-17-8
tert-Butyl iodide

A: 513-35-9
2-methyl-but-2-ene

B: 753-89-9
neopentyl chloride

C: 563-46-2
2-Methyl-1-butene

Conditions

Conditions	Yield
With mercury iodide at 20℃; Kinetics; Photolysis;

...Expand

: 20412-38-8
neopentyl chloroformate

: 753-89-9
neopentyl chloride

Conditions

Conditions	Yield
at 319.84℃; under 51 Torr; Kinetics; Activation energy; Temperature; Pressure; Gas phase;

: 753-89-9
neopentyl chloride

: 100-52-7
benzaldehyde

: 62338-03-8
α-neo-pentylbenzyl alcohol

Conditions

Conditions	Yield
Stage #1: neopentyl chloride With lithium In tetrahydrofuran; mineral oil at -45℃; for 0.5h; Inert atmosphere; Stage #2: benzaldehyde In tetrahydrofuran; mineral oil at -45℃; for 0.5h; Inert atmosphere;	99%

: 753-89-9
neopentyl chloride

: 16643-09-7
trimethylstannyl sodium

: 55204-72-3
(neopentyl)trimethylstannane

Conditions

Conditions	Yield
In tetrahydrofuran 0°C in N2-atmosphere; various yields for various conditions;	96%
In further solvent(s) byproducts: NaCl; under argon, equimolar amounts, at 0°C in tetraglyme; GLC;	92%
In tetrahydrofuran byproducts: NaCl; under argon, equimolar amounts, at 0°C; GLC;	62%

: 753-89-9
neopentyl chloride

: 22608-87-3
2-amino-4,5-dimethoxybenzaldehyde

: 2-(2,2-dimethylpropionylamino)-4,5-dimethoxybenzaldehyde

Conditions

Conditions	Yield
In pyridine; benzene for 24h; Ambient temperature;	82%

: 753-89-9
neopentyl chloride

: 10025-91-9
antimony(III) chloride

: 7439-95-4
magnesium

: 99715-60-3
trineopentylstibine

Conditions

Conditions	Yield
In diethyl ether byproducts: MgCl2; slow addn. of neopentyl chloride to finely divided Mg in Et2O within a He-filled glovebox, heating and stirring (24 h), slow addn. of SbCl3 in Et2O (0°C), refluxing (16-18 h); removing Et2O (vac.), extg. (pentane, 4 times), sublimation (70°C, 0.005 Torr); elem. anal.;	80%

...Expand

: 753-89-9
neopentyl chloride

: 75-78-5
dimethylsilicon dichloride

: 143503-62-2
chloro(2,2-dimethylpropyl)(dimethyl)silane

Conditions

Conditions	Yield
Stage #1: neopentyl chloride With lithium In benzene Reflux; Stage #2: dimethylsilicon dichloride In diethyl ether; benzene at 20℃; for 19h;	79%
(i) Li, diethyl ether, (ii) /BRN= 605287/; Multistep reaction;

: 753-89-9
neopentyl chloride

A: 354-92-7
perfluoroisobutylene

B: 1813-18-9
3,3,3-trifluoro-2,2-bis-trifluoromethyl-propionyl fluoride

C: 10537-60-7
1-Chloro-F-2-methylpropane

D: 87136-72-9
perfluoroneopentyl chloride

Conditions

Conditions	Yield
With fluorine for 3h; Irradiation; aerosol; Yield given;	A n/a B n/a C n/a D 74%
With fluorine for 3h; Irradiation; aerosol; Yields of byproduct given;	A n/a B n/a C n/a D 74%

...Expand

: 1202-34-2
di(pyridin-2-yl)amine

: 753-89-9
neopentyl chloride

: 1258543-20-2
N-(2,2-dimethylpropyl)-N-(2-pyridyl)pyridin-2-amine

Conditions

Conditions	Yield
Stage #1: di(pyridin-2-yl)amine With potassium hydride In N,N-dimethyl-formamide at 0℃; for 1.5h; Inert atmosphere; Stage #2: neopentyl chloride In N,N-dimethyl-formamide at 70 - 75℃; for 48h; Inert atmosphere;	74%
Stage #1: di(pyridin-2-yl)amine With potassium hydride In N,N-dimethyl-formamide at 0℃; for 1.5h; Inert atmosphere; Stage #2: neopentyl chloride In N,N-dimethyl-formamide at 0 - 75℃; for 48h; Inert atmosphere;	74%

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 753-89-9
neopentyl chloride

: 1354549-21-5
methyl 3-methoxy-4-(neopentyloxy)benzamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 72h; Inert atmosphere; Reflux;	72%

: 14159-55-8
2-cyclohex-1-enyl-pyridine

: 753-89-9
neopentyl chloride

: 2-(2-neopentylcyclohex-1-en-1-yl)pyridine

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; neopentylmagnesium bromide; cobalt(II) bromide; 1,3-diisopropyl-1H-benzo[d]imidazol-3-ium bromide In tetrahydrofuran at 60℃; for 12h; Schlenk technique;	72%

: 753-89-9
neopentyl chloride

: 1-(2-pyridinyl)-2,3-dihydro-1H-indole

: C18H22N2

Conditions

Conditions	Yield
With iron(II) triflate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; lithium hexamethyldisilazane at 140℃; for 12h; regioselective reaction;	66%

: 753-89-9
neopentyl chloride

: 57620-67-4
neopetyl dichlorophosphine

Conditions

Conditions	Yield
Stage #1: neopentyl chloride With magnesium In diethyl ether; ethylene dibromide Reflux; Inert atmosphere; Stage #2: With cadmium(II) chloride In diethyl ether; ethylene dibromide at 0℃; for 2h; Inert atmosphere; Stage #3: With phosphorus trichloride In diethyl ether; ethylene dibromide at 0 - 20℃; for 3.5h; Inert atmosphere;	60%

: 753-89-9
neopentyl chloride

: 1124-19-2
phenyltin trichloride

: 34688-65-8
trineopentylphenylstannane

Conditions

Conditions	Yield
Stage #1: neopentyl chloride With anthracene; magnesium; methyl iodide In tetrahydrofuran at 70℃; for 12.5h; Inert atmosphere; Stage #2: phenyltin trichloride In tetrahydrofuran for 8h; Reflux; Inert atmosphere;	60%

: 753-89-9
neopentyl chloride

: 7065-46-5
3,3-dimethylbutanoic acid chloride

: 4436-99-1
dineopentyl ketone

Conditions

Conditions	Yield
Stage #1: neopentyl chloride With magnesium In tetrahydrofuran Stage #2: 3,3-dimethylbutanoic acid chloride In tetrahydrofuran at -78 - 20℃;	58%
(i) Mg, BrCH2CH2Br, Et2O, (ii) /BRN= 1740421/; Multistep reaction;
(i) Mg, Et2O, (ii) /BRN= 1740421/, Cu2Cl2; Multistep reaction;

: 753-89-9
neopentyl chloride

: 5153-28-6
diphenylbismuth(III) chloride

: 565442-11-7
(CH3)3CCH2Bi(C6H5)2

Conditions

Conditions	Yield
With Mg In tetrahydrofuran (Ar); addn. dropwise of Grignard soln. prepared from Me3CCH2Cl and Mg inTHF to suspn. of Ph3BiCl in THF; stirring for 2 h at 0°C and 18 h at room temp.; removal of THF under vac., extn. with petroleum ether, removal of solvent; as oil;	56.6%

: 753-89-9
neopentyl chloride

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 26110-92-9
1-(2,2-dimethylpropyl)-4-methoxybenzene

Conditions

Conditions	Yield
With iron(III) chloride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran at 0 - 40℃; for 1.66667h;	54%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 753-89-9
neopentyl chloride

: 13826-27-2
2,2'-bis(1,3,2-benzodioxaborole)

: C11H22BClO2

Conditions

Conditions	Yield
Stage #1: neopentyl chloride; 2,2'-bis(1,3,2-benzodioxaborole) With 2-chloro-1,3,2-benzodioxaborole; N-(2,2,2-trifluoroethoxy)phthalimide In acetonitrile at 25℃; Irradiation; Stage #2: 2,3-dimethyl-2,3-butane diol With triethylamine In acetonitrile regioselective reaction;	50%

...Expand

: 753-89-9
neopentyl chloride

: 444122-24-1
rac-1,2-dimethyl-1,2,2-triphenyl-1-(N-piperidinomethyl)disilane

A: 1293988-78-9
C18H24Si

B: 1293988-76-7
rac-methylphenyl(neopentyl)(piperidinomethyl)silane

C: 1172-76-5
1,2-dimethyl-1,1,2,2-tetraphenyldisilane

Conditions

Conditions	Yield
Stage #1: rac-1,2-dimethyl-1,2,2-triphenyl-1-(N-piperidinomethyl)disilane With lithium In tetrahydrofuran at 0℃; for 6h; Inert atmosphere; Stage #2: neopentyl chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	A n/a B 39% C n/a

...Expand

: 674-82-8
4-methyleneoxetan-2-one

: 753-89-9
neopentyl chloride

: 90252-84-9
5,5-dimethyl-3-methylenehexanoic acid

Conditions

Conditions	Yield
With magnesium; nickel dichloride In tetrahydrofuran 1.) 0 deg C, 45 min; 2.) -75 deg C, 1 h;	31%

: 753-89-9
neopentyl chloride

: 73183-34-3
bis(pinacol)diborane

: 4,4,5,5-tetramethyl-2-neopentyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With potassium tert-butylate; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 80℃; for 24h;	25%

: 753-89-9
neopentyl chloride

: 443-72-1
N-methyladenine

: [9-(2,2-dimethyl-propyl)-9H-purin-6-yl]-methyl-amine; hydrochloride

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;	20%

: 617-86-7
triethylsilane

: 753-89-9
neopentyl chloride

: 78-78-4
methylbutane

: 111-65-9
octane

: 753-89-9
neopentyl chloride

: 15790-54-2
propyl sodium

A: 590-73-8
2,2-dimethylhexane

B: 187737-37-7
propene

C: 74-98-6
propane

D: 1630-94-0
1,1-dimethylcyclopropane

...Expand

: 111-65-9
octane

: 753-89-9
neopentyl chloride

: 15790-54-2
propyl sodium

A: 590-73-8
2,2-dimethylhexane

B: 1630-94-0
1,1-dimethylcyclopropane

Conditions

Conditions	Yield
at 50 - 107℃;

...Expand

Propane,1-chloro-2,2-dimethyl- Specification

The Propane,1-chloro-2,2-dimethyl- with CAS registry number of 753-89-9 is also called Neopentylchloride and 1-Chloro-2,2-dimethylpropane. It belongs to categories of Alkyl; Halogenated Hydrocarbons; Organic Building Blocks. Both systematic name and IUPAC name are the same which is called 1-chloro-2,2-dimethylpropane. Its EINECS registry number is 212-040-8.

Physical properties about this chemical are: (1) ACD/LogP: 2.73; (2) ACD/LogD (pH 5.5): 2.73; (3) ACD/LogD (pH 7.4): 2.73; (4) ACD/BCF (pH 5.5): 69.8; (5) ACD/BCF (pH 7.4): 69.8; (6) ACD/KOC (pH 5.5): 726.87; (7) ACD/KOC (pH 7.4): 726.87; (8) #Freely Rotating Bonds: 1; (9) Index of Refraction: 1.405; (10) Molar Refractivity: 30.02 cm³; (11) Molar Volume: 122.5 cm³; (12) Polarizability: 11.9×10^-24 cm³; (13) Surface Tension: 21.7 dyne/cm; (14) Density: 0.87 g/cm³; (15) Enthalpy of Vaporization: 31.36 kJ/mol; (16) Boiling Point: 86.9 °C at 760 mmHg; (17) Vapour Pressure: 73.3 mmHg at 25°C; (18) Complexity: 33.7.

Preparation of Propane,1-chloro-2,2-dimethyl-: this chemical is prepared by 2,2-dimethyl-propan-1-ol.

The reaction needs reagent 2,4,6-Trichloro[1,3,5]triazone, DMF and solvent CH₂Cl₂ at the temperature of 25 °C. The reaction time is 12 hours. The yield is about 99%.

Uses of Propane,1-chloro-2,2-dimethyl-: it can react with Diketene to give 3-Neopentyl-but-3-enoic acid.

The reaction occurs with reagent Mg, catalyst Nickel chloride and solvent Tetrahydrofuran. The reaction time is 45 minutes at 0 °C, and 1 hour at -75 °C. The yield is 31%.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is highly flammable, and harmful if swallowed. So it must keep away from sources of ignition. During using it, wear suitable protective clothing and gloves. Because it may cause sensitization by skin contact.

You can still convert the following datas into molecular structure:
(1) SMILES: ClCC(C)(C)C;
(2) InChI: InChI=1/C5H11Cl/c1-5(2,3)4-6/h4H2,1-3H3;
(3) InChIKey: JEKYMVBQWWZVHO-UHFFFAOYAX;
(4) Std. InChI: InChI=1S/C5H11Cl/c1-5(2,3)4-6/h4H2,1-3H3;
(5) Std. InChIKey: JEKYMVBQWWZVHO-UHFFFAOYSA-N

Product Name

1-CHLORO-2,2-DIMETHYLPROPANE

Synthetic route

Propane,1-chloro-2,2-dimethyl- Specification

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