• Chemical Name 1,1-Dimethoxyoctane
  • CAS No. 10022-28-3
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Offer Chemical Raw Material 1,1-Dimethoxyoctane 10022-28-3 In Stock

  • Molecular Formula: C10H22O2
  • Molecular Weight: 174.283
  • Appearance/Colour: COA 
  • Vapor Pressure: 1.15E-13mmHg at 25°C 
  • Refractive Index: n20/D 1.416(lit.)  
  • Boiling Point: 195.4 °C at 760 mmHg 
  • Flash Point: 48.3 °C 
  • PSA: 18.46000 
  • Density: 0.843 g/cm3 
  • LogP: 2.96580 

1,1-Dimethoxyoctane(Cas 10022-28-3) Usage

Preparation

By condensation of octaldehyde with methanol using dry HCl as a dehydrating agent.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 2080, 1971 DOI: 10.1021/ja00737a057

Flammability and Explosibility

Nonflammable

General Description

1,1-Dimethoxyoctane, also known as octanal dimethyl acetal, is a dimethyl acetal derivative of octanal, formed through the acetalization of aldehydes with methanol. 1,1-Dimethoxyoctane is typically synthesized under mild conditions using efficient catalytic systems, such as siliceous mesoporous materials, lithium tetrafluoroborate, or palladium-based catalysts, which enable high yields (90–100%) at ambient or refluxing temperatures. The acetalization process is compatible with various substrates, including linear aldehydes, and offers selectivity and ease of recovery in some catalytic systems. The resulting 1,1-dimethoxyoctane serves as a protected form of the aldehyde, useful in synthetic chemistry to prevent unwanted reactions of the carbonyl group.

InChI:InChI=1/C29H40I2/c1-3-5-7-9-11-13-19-29(20-14-12-10-8-6-4-2)27-21-23(30)15-17-25(27)26-18-16-24(31)22-28(26)29/h15-18,21-22H,3-14,19-20H2,1-2H3

10022-28-3 Relevant articles

Highly effective acetalization of aldehydes and ketones with methanol on siliceous mesoporous material

Tanaka, Yasuhiro,Sawamura, Naoki,Iwamoto, Masakazu

, p. 9457 - 9460 (1998)

Aromatic and linear aldehydes as well as...

An efficient and versatile procedure for the synthesis of acetals from aldehydes and ketones catalyzed by lithium tetrafluoroborate

Hamada, Nao,Kazahaya, Kiyoshi,Shimizu, Hisashi,Sato, Tsuneo

, p. 1074 - 1076 (2004)

Acetals are obtained in good to excellen...

A New Transformation of Amines to Carbonyl Compounds

Shono, Tatsuya,Matsumura, Yoshihiro,Kashimura, Shigenori

, p. 3338 - 3340 (1983)

-

Novel and facile selective reduction of carboxylic acid with a samarium diiodide-lanthanide triflate-methanol-base system

Kamochi, Yasuko,Kudo, Tadahiro

, p. 341 - 344 (2000)

The facile selective reduction of carbox...

-

Luche,J.-L.,Gemal,A.L.

, p. 976 - 977 (1978)

-

Formation of Acetals and Ketals from Carbonyl Compounds: A New and Highly Efficient Method Inspired by Cationic Palladium

Green, Shawn D.,Kindoll, Tyler,Lazaro-Martinez, Brenda,Mensah, Enoch A.,West, Jesse

, p. 1810 - 1814 (2019)

The development of a new, highly efficie...

A recyclable fluorous hydrazine-1,2-bis(carbothioate) with NCS as efficient catalysts for acetalization of aldehydes

Zhu, Yi-Wei,Yi, Wen-Bin,Cai, Chun

, p. 890 - 892 (2013)

A fluorous hydrazine-carbothioate organo...

Zinc chloride as an efficient catalyst for chemoselective dimethyl acetalization

Roy, Anupam,Rahman, Matiur,Das, Sudarshan,Kundu, Dhiman,Kundu, Shrishnu Kumar,Majee, Adinath,Hajra, Alakananda

, p. 590 - 595 (2009)

Commercially available anhydrous zinc ch...

Transformations of peroxide olefin ozonolysis products in methanol in the presence of water

Ishmuratov,Legostaeva,Garifullina,Botsman,Muslukhov,Tolstikov

, (2013)

Transformations of peroxide products of ...

Photo-organocatalytic synthesis of acetals from aldehydes

Nikitas, Nikolaos F.,Triandafillidi, Ierasia,Kokotos, Christoforos G.

, p. 669 - 674 (2019)

A mild and green photo-organocatalytic p...

One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

Li, Xiao,Qin, Tingting,Li, Liusha,Wu, Bo,Lin, Tiejun,Zhong, Liangshu

, p. 2638 - 2646 (2021)

Abstract: A green route for one?pot synt...

Electroorganic Chemistry. 59. Electroreductive Synthesis of Oximes from Nitro Olefins

Shono, Tatsuya,Hamaguchi, Hiroshi,Mikami, Hiroshi,Nogusa, Hideo,Kashimura, Shigenori

, p. 2103 - 2105 (1983)

-

SO3H-functionalized silica for acetalization of carbonyl compounds with methanol and tetrahydropyranylation of alcohols

Shimizu, Ken-Ichi,Hayashi, Eidai,Hatamachi, Tsuyoshi,Kodama, Tatsuya,Kitayama, Yoshie

, p. 5135 - 5138 (2004)

Sulfonic acid group-functionalized amorp...

NCS with thiourea as highly efficient catalysts for acetalization of aldehydes

Mei,Bentley,Du

, p. 4199 - 4200 (2009)

NCS/thiourea-mediated acetalization of a...

Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst

Kokotos, Christoforos G.,Nikitas, Nikolaos F.,Spiliopoulou, Nikoleta

supporting information, p. 3539 - 3545 (2020/06/25)

Acetalization of aldehydes is an area of...

10022-28-3 Process route

methanol
67-56-1

methanol

2,4,6-triheptyl-1,3,5-trioxane
68498-10-2

2,4,6-triheptyl-1,3,5-trioxane

1,1-dimethoxyoctane
10022-28-3

1,1-dimethoxyoctane

Conditions
Conditions Yield
With hydrogenchloride;
methanol
67-56-1

methanol

triethyl-(3-hexyl-oxiranyl)-silane
31814-65-0

triethyl-(3-hexyl-oxiranyl)-silane

1,1-dimethoxyoctane
10022-28-3

1,1-dimethoxyoctane

Conditions
Conditions Yield
With sulfuric acid;

10022-28-3 Upstream products

  • 67-56-1
    67-56-1

    methanol

  • 68498-10-2
    68498-10-2

    2,4,6-triheptyl-1,3,5-trioxane

  • 31814-65-0
    31814-65-0

    triethyl-(3-hexyl-oxiranyl)-silane

  • 20395-24-8
    20395-24-8

    1,1-dichlorooctane

10022-28-3 Downstream products

  • 137469-50-2
    137469-50-2

    1-methoxy-1-(phenylseleno)octane

  • 137469-56-8
    137469-56-8

    1,1-diphenylselenooctane

  • 124-13-0
    124-13-0

    Octanal

  • 62469-75-4
    62469-75-4

    (Z )-1-methoxy-oct-1-ene