141-70-8

Basic information

• Product Name: 1,1-DINEOPENTYL ETHYLENE
• Synonyms: 1-pentene,4,4-dimethyl-2-neopentyl-;2-(2,2-dimethyl-propyl)-4,4-dimethyl-pent-1-ene;2,2,6,6-tetramethyl-4-methylene-heptan;2,2,6,6-tetramethyl-4-methyleneheptane;2,2,6,6-tetramethyl-4-methylene-Heptane;4,4-dimethyl-2-(2,2-dimethylpropyl)-1-pentene;heptane,2,2,6,6-tetramethyl-4-methylene-;4,4-DIMETHYL-2-NEO-PENTYL-1-PENTENE
• CAS NO: 141-70-8
• Molecular Formula: C₁₂H₂₄
• Molecular Weight: 168.32
• EINECS: 205-495-9
• Mol File: 141-70-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: -1.6°C
• Boiling Point: 207.3°C (estimate)
• Flash Point: 56.7 °C
• Appearance: Clear liquid
• Density: 0.759
• Vapor Pressure: 0.735mmHg at 25°C
• Refractive Index: 1.4267 (estimate)
• CAS DataBase Reference: 1,1-DINEOPENTYL ETHYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DINEOPENTYL ETHYLENE(141-70-8)
• EPA Substance Registry System: 1,1-DINEOPENTYL ETHYLENE(141-70-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 141-70-8(Hazardous Substances Data)

Usage

General Description

1,1-Dineopentyl Ethylene, also known as 1,1-Diisopentylethylene, is a chemical compound used in the production and manufacturing of various products such as plastics, resins, and adhesives. It is a highly flammable and colorless liquid with a strong odor, and is primarily used as a monomer in the production of polyethylene and other polymers. It is classified as a hazardous chemical due to its high flammability and should be handled and stored with caution. Additionally, it is important to follow proper safety procedures when working with 1,1-Dineopentyl Ethylene to minimize the risk of exposure and potential harm to human health and the environment.

InChI:InChI=1/C12H24/c1-10(8-11(2,3)4)9-12(5,6)7/h1,8-9H2,2-7H3

Synthetic route

2,4,4-trimethyl-1-pentene (107-39-1) → 1,1-dineopentylethylene (141-70-8)

Conditions	Yield
beim Beschuss mit schnellen Elektronen bei 60grad;

tert-butylfluoride (353-61-7) → 1,1-dineopentylethylene (141-70-8) + trans-2,2,4,6,6-pentamethyl-3-heptene (27656-49-1)

Conditions	Yield
With phosphorus pentafluoride for 48h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With phosphorus pentafluoride for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Difluor-N-trimethylsilyl-N-tert-butylaminophosphin (61916-03-8) → 1,1-dineopentylethylene (141-70-8) + trimethylsilyl fluoride (420-56-4) + trans-2,2,4,6,6-pentamethyl-3-heptene (27656-49-1) + t-butylaminodifluorophosphine (29215-37-0) + tert-butylammonium hexafluorophosphate

Conditions	Yield
With phosphorus pentafluoride for 96h; Product distribution; Mechanism; Ambient temperature; different reagent, time; also studies with other educt;

tert-Butyl-(2,2-difluoro-4,5-bis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholan-2-yl)-amine → 1,1-dineopentylethylene (141-70-8) + trimethylsilyl fluoride (420-56-4) + tert-butylammonium hexafluorophosphate + 2,2,2-Trifluoro-4,5-bis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholane

Conditions	Yield
With phosphorus pentafluoride for 96h; Ambient temperature; Further byproducts given. Yields of byproduct given;
With phosphorus pentafluoride for 96h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

tert-Butyl-(2,2-difluoro-4,5-bis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholan-2-yl)-amine → 1,1-dineopentylethylene (141-70-8) + trans-2,2,4,6,6-pentamethyl-3-heptene (27656-49-1) + tert-butylammonium hexafluorophosphate + 2,2,2-Trifluoro-4,5-bis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholane

Conditions	Yield
With phosphorus pentafluoride for 96h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

isobutene (115-11-7) → 2,4,4-trimethyl-1-pentene (107-39-1) + 1,1-dineopentylethylene (141-70-8) + 2,4,4-trimethylpent-2-ene (107-40-4) + 2,3,4-trimethyl-2-pentene (565-77-5) + 3,3,4-trimethyl-1-pentene (560-22-5) + 2,2,4,6,6-pentamethyl-3-heptene (123-48-8)

Conditions	Yield
With aluminum oxide; air; rhenium(VII) oxide at 150℃; Product distribution; oligomerization in different gases; further temperatures;;

isobutene (115-11-7) → 2,4,4-trimethyl-1-pentene (107-39-1) + 1,1-dineopentylethylene (141-70-8) + 2,4,4-trimethylpent-2-ene (107-40-4) + 2,2,4,6,6-pentamethyl-3-heptene (123-48-8)

Conditions	Yield
With zeolite HNaY at 100℃; further temperatures, further zeolites; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
With tricaprylylmethylammonium chloride; C13H25N2O3S(1+)*HO4S(1-) In cyclohexane at 140℃; for 8h; Reagent/catalyst; Pressure; Time; Temperature; Autoclave;

2,3-Dimethyl-2-butene (563-79-1) + H2SO4 (80 percent ) → 1,1-dineopentylethylene (141-70-8) + 2.2.3.5.6-pentamethyl-heptene-(3) + 2.2.4.6.6-pentamethyl-heptene-(3) + 2.2.4.5.6-pentamethyl-heptene-(2)

Conditions	Yield
at 0℃; gibt ein Gemisch von Dimeren; bei der anschliessender Ozonspaltung;

Difluor-N-trimethylsilyl-N-tert-butylaminophosphin (61916-03-8) → 1,1-dineopentylethylene (141-70-8) + trimethylsilyl fluoride (420-56-4) + t-butylaminodifluorophosphine (29215-37-0) + tert-butylammonium hexafluorophosphate + F3P=N-PF2, NH4(+)PF6(-)

Conditions	Yield
With phosphorus pentafluoride for 96h; Ambient temperature; Yield given. Further byproducts given;	A n/a B 4.46 g C 0.14 g D 1.10 g E n/a
With phosphorus pentafluoride for 96h; Ambient temperature;	A 5.88 g B 4.46 g C 0.14 g D 1.10 g E n/a
With phosphorus pentafluoride for 96h; Ambient temperature; Further byproducts given;	A n/a B 4.46 g C 0.14 g D 1.10 g E n/a

2,2-Difluor-2-(N-trimethylsilyl-N-tert-butylamino)-4,4,5,5,-tetrakis(trifluormethyl)-1,3,2λ5-dioxaphospholan → 1,1-dineopentylethylene (141-70-8) + trimethylsilyl fluoride (420-56-4) + tert-butylammonium hexafluorophosphate + 2,2,2-Trifluoro-4,5-bis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholane + NH4(+)PF6(-)

Conditions	Yield
With phosphorus pentafluoride for 96h; Ambient temperature; Yield given. Further byproducts given;	A n/a B 3.70 g C 1.10 g D 15.54 g E n/a
With phosphorus pentafluoride for 96h; Ambient temperature; Further byproducts given;	A n/a B 3.70 g C 1.10 g D 15.54 g E n/a

methanol (67-56-1) + 4-chloro-2,2,4,6,6-pentamethylheptane (100386-42-3) → 1,1-dineopentylethylene (141-70-8) + 2,2,4,6,6-pentamethyl-3-heptene (123-48-8) + 4-methoxy-2,2,4,6,6-pentamethyl-heptane

Conditions	Yield
at 25℃; Kinetics;

2,2,2-trifluoroethanol (75-89-8) + 4-chloro-2,2,4,6,6-pentamethylheptane (100386-42-3) → 1,1-dineopentylethylene (141-70-8) + 2,2,4,6,6-pentamethyl-3-heptene (123-48-8) + 2,2,4,6,6-Pentamethyl-4-(2,2,2-trifluoro-ethoxy)-heptane

Conditions	Yield
at 25℃; Kinetics;

tert-butylmagnesium chloride (677-22-5) + 1,2-dibromomethane (74-95-3) → 1,1-dineopentylethylene (141-70-8) + 2,2,4,4-tetramethylpentane (1070-87-7) + 2,2-dimethylpropyl bromide (630-17-1) + 3-bromo-2,2,4,4-tetramethylpentane (107713-49-5)

Conditions	Yield
With 2-(CH3)-4-[1,2,2-(CH3)3-bicyclo[3.1.0]hex-3-yl]but-2-en-1-ol Further byproducts.;

isobutene (115-11-7) → 1,1-dineopentylethylene (141-70-8) + 2,4,4-trimethylpent-2-ene (107-40-4) + 2,2,4,6,6,8,8-heptamethyl-non-4-ene (39761-70-1)

Conditions	Yield
With molecular sieves supported chloroaluminate ionic liquid In neat (no solvent, gas phase) at 25℃; under 760.051 Torr;

1,1-dineopentylethylene (141-70-8) → 1,1-dineopentylethylene oxide (4737-48-8) + 2,2,7,7-Tetramethyl-octan-4-one (16387-37-4)

Conditions	Yield
With ozone In dichloromethane at 0℃;	A 27% B 58%

maleic anhydride (108-31-6) + 1,1-dineopentylethylene (141-70-8) → (+/-)-(4,4-dimethyl-2-neopentyl-pent-2ξ-enyl)-succinic acid-anhydride (72242-67-2)

Conditions	Yield
With benzene at 200℃;

Perbenzoic acid (93-59-4) + 1,1-dineopentylethylene (141-70-8) → 1,1-dineopentylethylene oxide (4737-48-8)

Conditions	Yield
With chloroform

1,1-dineopentylethylene (141-70-8) → 1,1-dineopentylethylene oxide (4737-48-8) + 4,4-dimethyl-2-neopentyl-valeric acid (30667-81-3)

Conditions	Yield
With chromium(VI) oxide; acetic anhydride

1,1-dineopentylethylene (141-70-8) → trichloro-(4,4-dimethyl-2-neopentyl-pentyl)-silane (18081-51-1)

Conditions	Yield
With diacetyl peroxide; trichlorosilane at 50 - 60℃;

1,1-dineopentylethylene (141-70-8) → Permethyl 99A (13475-82-6)

Conditions	Yield
With nickel at 150℃; under 95616 Torr; Hydrogenation;

1,1-dineopentylethylene (141-70-8) → 4-chloro-2,2,4,6,6-pentamethylheptane (100386-42-3)

Conditions	Yield
With hydrogenchloride

1,1-dineopentylethylene (141-70-8) → 4,4-dimethyl-pentanamide (15672-96-5)

Conditions	Yield
With pyridine; ammonium hydroxide; sulfur at 210℃;

1,1-dineopentylethylene (141-70-8) → 4,4-dimethyl-2-neopentyl-valeric acid (30667-81-3)

Conditions	Yield
With chromium(III) oxide; sulfuric acid
Multi-step reaction with 2 steps 1: (i) NaBH4, BF3-Et2O, (ii) NaOH, aq. H2O2 2: CrO3 / acetone View Scheme

1,1-dineopentylethylene (141-70-8) + acetic anhydride (108-24-7) → 4-(2,2-dimethyl-propyl)-6,6-dimethyl-hept-3-en-2-one (23687-57-2)

Conditions	Yield
With zinc(II) chloride

1,1-dineopentylethylene (141-70-8) + 2-Methylpropionic anhydride (97-72-3) → 2,7,7-trimethyl-5-neopentyl-oct-4-en-3-one

Conditions	Yield
With zinc(II) chloride

1,1-dineopentylethylene (141-70-8) → 4,4-dimethyl-2-(2,2-dimethyl-propyl)-pentan-1-ol (51552-64-8)

Conditions	Yield
(i) NaBH4, BF3-Et2O, (ii) NaOH, aq. H2O2; Multistep reaction;
Multi-step reaction with 2 steps 1: acetic acid anhydride; chromium (VI)-oxide 2: lithium alanate; diethyl ether View Scheme
Multi-step reaction with 2 steps 1: acetic acid anhydride; chromium (VI)-oxide 2: lithium alanate; diethyl ether View Scheme

1,1-dineopentylethylene (141-70-8) → 1-chloro-2-(2,2-dimethyl-propyl)-4,4-dimethyl-pent-1-ene (14090-24-5)

Conditions	Yield
With hypochloric acid In acetone at 25 - 30℃;

1,1-dineopentylethylene (141-70-8) → 2,2,6,6-tetramethyl-4-nitromethyl-4-nitrosooxy-heptane

Conditions	Yield
With dinitrogen tetraoxide

1,1-dineopentylethylene (141-70-8) + acide acetylsulfoacetique (83810-21-3) → 4-(2,2-dimethyl-propyl)-6,6-dimethyl-hept-3-en-2-one (23687-57-2) + tertiobutyl-3 neopentyl-4 pentene-4 one-2 (83810-27-9) + terbutyl-3 trimetyl-4,6,6 heptene-4 one-2 (83810-26-8) + neopentyl-4 dimethyl-6,6 heptene-4 one-2 (83810-25-7)

Conditions	Yield
In acetic anhydride at 125℃; for 0.166667h; Yield given. Yields of byproduct given;

1,1-dineopentylethylene (141-70-8) → 4-Bromo-4-bromomethyl-2,2,6,6-tetramethyl-heptane

Conditions	Yield
With bromine In methanol Rate constant; other solvent, solvent effect;

Perbenzoic acid (93-59-4) + 1,1-dineopentylethylene (141-70-8) + chloroform (67-66-3) → α.α-dineopentyl-ethylene oxide

Conditions	Yield
at 6℃;

1,1-dineopentylethylene (141-70-8) + Raney nickel → Permethyl 99A (13475-82-6)

Conditions	Yield
at 150℃; under 95616 Torr; Hydrogenation;

pyridine (110-86-1) + 1,1-dineopentylethylene (141-70-8) + ammonium hydroxide + sulfur → 4,4-dimethyl-pentanamide (15672-96-5)

Conditions	Yield
at 210℃;

1,1-dineopentylethylene (141-70-8) + acetic anhydride (108-24-7) + chromium (VI)-oxide → 1,1-dineopentylethylene oxide (4737-48-8) + 4,4-dimethyl-2-neopentyl-valeric acid (30667-81-3)

Upstream product

• 115-11-7 isobutene 
• 67-56-1 methanol 
• 100386-42-3 4-chloro-2,2,4,6,6-pentamethylheptane 
• 61916-03-8 Difluor-N-trimethylsilyl-N-tert-butylaminophosphin 
• 353-61-7 tert-butylfluoride 
• 107-39-1 2,4,4-trimethyl-1-pentene 
• 75-89-8 2,2,2-trifluoroethanol 
• 563-79-1 2,3-Dimethyl-2-butene 
• 677-22-5 tert-butylmagnesium chloride 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 72242-67-2 (+/-)-(4,4-dimethyl-2-neopentyl-pent-2ξ-enyl)-succinic acid-anhydride 
• 590-50-1 4,4-dimethyl-pentan-2-one 
• 4436-99-1 dineopentyl ketone 
• 71640-85-2 2,3,3-trimethylbutanal 
• 30667-81-3 4,4-dimethyl-2-neopentyl-valeric acid 
• 75-98-9 Trimethylacetic acid 
• 13475-82-6 Permethyl 99A 
• 18081-51-1 trichloro-(4,4-dimethyl-2-neopentyl-pentyl)-silane 

Relevant articles and documents

Olefin oligomerization via new and efficient Br?nsted acidic ionic liquid catalyst systems

Olefin oligomerization reaction catalyzed by new catalyst systems (a Br?nsted-acidic ionic liquid as the main catalyst and tricaprylylmethylammonium chloride as the co-catalyst) has been investigated. The synthesized Br?nsted acidic ionic liquids were characterized by Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible spectroscopy (UV), 1H nuclear magnetic resonance (NMR), and 13C NMR to analyze their structures and acidities. The influence of different ionic liquids, ionic liquid loading, different co-catalysts, catalyst ratios (mole ratio of ionic liquid to co-catalyst), reaction time, pressure, temperature, solvent, source of reactants, and the recycling of catalyst systems was studied. Among the synthesized ionic liquids, 1-(4-sulfonic acid)butyl-3-hexylimidazolium hydrogen sulfate ([HIMBs]HSO4) exhibited the best catalytic activity under the tested reaction conditions. The conversion of isobutene and selectivity of trimers were 83.21% and 35.80%, respectively, at the optimum reaction conditions. Furthermore, the catalyst system can be easily separated and reused; a feasible reaction mechanism is proposed on the basis of the distribution of experimental products.

Tandem cyclopropanation with dibromomethane under Grignard conditions

(Chemical Equation Presented) Tertiary Grignard reagents and dibromomethane efficiently cyclopropanate allylic (and certain homoallylic) magnesium and lithium alcoholates at ambient temperature in ether solvents. Lithium (homo)allyl alcoholates are directly cyclopropanated with magnesium and CH 2Br2 under Barbier conditions at higher temperatures. The reaction rates depend on the substitution pattern of the (homo)allylic alcoholates and on the counterion with lithium giving best results. Good to excellent syn-selectivities are obtained from α-substituted substrates, which are in accord with a staggered Houk model. In tandem reactions, cyclopropyl carbinols are obtained from allyloxylithium or -magnesium intermediates, generated in situ by alkylation of conjugated aldehydes, ketones, and esters as well as from allyl carboxylates or vinyloxiranes. Using this methodology, numerous fragrance ingredients and their precursors were efficiently converted to the corresponding cyclopropyl carbinols.

ACTIVITY OF DIFFERENT STRUCTURAL TYPES OF ZEOLITES IN OLIGOMERIZATION OF C3-C4 OLEFINS

-