Standard Article

Diethylsilane

  1. Tobias Gylling Frihed,
  2. Mikael Bols,
  3. Christian M. Pedersen

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn01628

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Frihed, T. G., Bols, M. and Pedersen, C. M. 2013. Diethylsilane. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. University of Copenhagen, Denmark

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

original image

[542-91-6] C4H12Si (MW 88.22)

InChI = 1S/C4H12Si/c1-3-5-4-2/h3-5H2,1-2H3

InChIKey = UCXUKTLCVSGCNR-UHFFFAOYSA-N

(reagent for reduction of carbonyl and derivatives thereof; adds to alkenes and alkynes and is used in C[BOND]H activation reactions)

Physical Data: bp 56 °C; d20 0.684 g cm−3.

Solubility: soluble in THF, diethyl ether, 1,4-dioxane, and benzene.

Form Supplied in: colorless liquid; commercially available.

Preparative Methods: it can be prepared by the slow addition of diethyldichlorosilane to lithium hydride in boiling 1,4-dioxane (eq 1).1 Lithium aluminum hydride has also been used.1

original image(1)

Diethylsilane has also been prepared by hydrogen–halogen exchange (eq 2)2 or by the addition of Grignard reagent to dichlorosilane (eq 3),3 although both methods are less efficient.

original image(2)
original image(3)

Handling, Storage, and Precautions: reagent is an air- and moisture sensitive compound and should be stored under inert atmosphere in a refrigerator. Use in a fume hood.

Featured Compounds

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  1. 1 - 92
Compound Information
Molecular Weight:88.2236
Molecular Formula:C4H12Si
InChIKey:UCXUKTLCVSGCNR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:157.114
Molecular Formula:C4H10Cl2Si
InChIKey:BYLOHCRAPOSXLY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:7.949
Molecular Formula:HLi
InChIKey:SIAPCJWMELPYOE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:42.394
Molecular Formula:ClLi
InChIKey:KWGKDLIKAYFUFQ-UHFFFAOYSA-M
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Compound Information
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:RYHBNJHYFVUHQT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:116.2767
Molecular Formula:C6H16Si
InChIKey:AQRLNPVMDITEJU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:133.341
Molecular Formula:AlCl3
InChIKey:VSCWAEJMTAWNJL-UHFFFAOYSA-K
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Compound Information
Molecular Weight:133.27
Molecular Formula:C2H5BrMg
InChIKey:TWTWFMUQSOFTRN-UHFFFAOYSA-M
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Compound Information
Molecular Weight:101.007
Molecular Formula:Cl2H2Si
InChIKey:MROCJMGDEKINLD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:139.662
Molecular Formula:BrClMg
InChIKey:SGZHLLQPCVCEDC-UHFFFAOYSA-L
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Compound Information
Molecular Weight:74.1216
Molecular Formula:C4H10O
InChIKey:RTZKZFJDLAIYFH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:511.98
Molecular Formula:C18BF15
InChIKey:OBAJXDYVZBHCGT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:896.127
Molecular Formula:C32H56Cl2Ir2
InChIKey:WBRREXQCZAFSKS-XFCUKONHSA-L
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:501.3218
Molecular Formula:C26H24P2Rh
InChIKey:UIOKIMGNXZBLGD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:275.0552
Molecular Formula:C16H24Ni
InChIKey:JRTIUDXYIUKIIE-KZUMESAESA-N
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Compound Information
Molecular Weight:340.89
Molecular Formula:C21H25ClN2
InChIKey:OTOSIXGMLYKKOW-UHFFFAOYSA-M
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Compound Information
Molecular Weight:112.212
Molecular Formula:C4H9KO
InChIKey:LPNYRYFBWFDTMA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:204.2428
Molecular Formula:C9H21AlO3
InChIKey:SMZOGRDCAXLAAR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:120.1485
Molecular Formula:C8H8O
InChIKey:KWOLFJPFCHCOCG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:208.3721
Molecular Formula:C12H20OSi
InChIKey:OXRWCPXAWSIXGA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:662.864
Molecular Formula:C18H30Ir2O2
InChIKey:KYTFGRVLJKLCDS-MIXQCLKLSA-N
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Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:WAPNOHKVXSQRPX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:206.3562
Molecular Formula:C12H18OSi
InChIKey:NOMLODNSQQWZJM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:180.2053
Molecular Formula:C12H8N2
InChIKey:DGEZNRSVGBDHLK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:94.1543
Molecular Formula:C7H10
InChIKey:JFNLZVQOOSMTJK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:154.2493
Molecular Formula:C10H18O
InChIKey:IAIHUHQCLTYTSF-OYNCUSHFSA-N
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Compound Information
Molecular Weight:102.0886
Molecular Formula:C4H6O3
InChIKey:Not Available
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Compound Information
Molecular Weight:254.3221
Molecular Formula:C14H22O4
InChIKey:HVFQZLPBVLHVCJ-SGMGOOAPSA-N
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Compound Information
Molecular Weight:236.3116
Molecular Formula:C16H16N2
InChIKey:NPAXPTHCUCUHPT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:100.1151
Molecular Formula:CHKO3
InChIKey:TYJJADVDDVDEDZ-UHFFFAOYSA-M
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Compound Information
Molecular Weight:34.0147
Molecular Formula:H2O2
InChIKey:MHAJPDPJQMAIIY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:101.19
Molecular Formula:C6H15N
InChIKey:ZMANZCXQSJIPKH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:152.2334
Molecular Formula:C10H16O
InChIKey:DSSYKIVIOFKYAU-XCBNKYQSSA-N
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Compound Information
Molecular Weight:170.2487
Molecular Formula:C10H18O2
InChIKey:ULSDZTSFFJKLTM-NQMVMOMDSA-N
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Compound Information
Molecular Weight:218.2469
Molecular Formula:C10H18O5
InChIKey:TVKKWQAJQZHTDN-OFPUPOEVSA-N
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Compound Information
Molecular Weight:302.4387
Molecular Formula:C14H26O5Si
InChIKey:XHTOUMAJORGEPA-KIJLLGNVSA-N
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Compound Information
Molecular Weight:318.3197
Molecular Formula:C14H22O8
InChIKey:HCYIVMVZUIZQOC-KIJLLGNVSA-N
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Compound Information
Molecular Weight:122.1677
Molecular Formula:C7H10N2
InChIKey:VHYFNPMBLIVWCW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:292.3255
Molecular Formula:C13H24O7
InChIKey:HZRGEFCXEPEBSN-JIHIYPPSSA-N
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Compound Information
Molecular Weight:376.5173
Molecular Formula:C17H32O7Si
InChIKey:QWQMDQUOIOUNPE-YDLMYCGBSA-N
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Compound Information
Molecular Weight:392.3982
Molecular Formula:C17H28O10
InChIKey:WYXCDEZVIQIWCO-YDLMYCGBSA-N
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Compound Information
Molecular Weight:174.4313
Molecular Formula:C8H22Si2
InChIKey:IIXGTNXLTMXDDF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:925.215
Molecular Formula:C54H45ClP3Rh
InChIKey:IXAYKDDZKIZSPV-UHFFFAOYSA-M
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Compound Information
Molecular Weight:747.708
Molecular Formula:C38H34P2Pt
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:340.0166
Molecular Formula:C4H10I2Si
InChIKey:GPTNEHSWPUSHFX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:177.33
Molecular Formula:Cl2Pd
InChIKey:PIBWKRNGBLPSSY-UHFFFAOYSA-L
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:246.016
Molecular Formula:C4H10Br2Si
InChIKey:SRIHMZCTDWKFTQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:129.599
Molecular Formula:Cl2Ni
InChIKey:QMMRZOWCJAIUJA-UHFFFAOYSA-L
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Compound Information
Molecular Weight:234.0344
Molecular Formula:C7H7IO
InChIKey:SYSZENVIJHPFNL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:246.0881
Molecular Formula:C9H11I
InChIKey:PQJOSEVTIKYWLH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:312.5212
Molecular Formula:C20H28OSi
InChIKey:KZGZCDZZMGJSLI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:511.05
Molecular Formula:C24H54P2Pd
InChIKey:MXQOYLRVSVOCQT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:406.0009
Molecular Formula:C12H8I2
InChIKey:OZVRXSGTNWILMN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:238.3996
Molecular Formula:C16H18Si
InChIKey:OVPJHJAPMDLNLT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:129.2432
Molecular Formula:C8H19N
InChIKey:JGFZNNIVVJXRND-UHFFFAOYSA-N
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Compound Information
Molecular Weight:190.4307
Molecular Formula:C8H22OSi2
InChIKey:SGFGWXCJHHZQBS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:354.53
Molecular Formula:Br3In
InChIKey:JKNHZOAONLKYQL-UHFFFAOYSA-K
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:58.0967
Molecular Formula:FK
InChIKey:NROKBHXJSPEDAR-UHFFFAOYSA-M
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