(Tert-Butyldimethylsilyloxy)Acetaldehyde

• CAS: 102191-92-4
• Catalog Number: ACM102191924
• Category: Siloxanes
• Molecular Weight: 174.31 g/mol
• Molecular Formula: C8H18O2Si
• Synonyms: Dimethyl-Tert-Butylsilyloxyacetaldehyde(Tert-Butyldimethylsilanyloxy)Acetaldehyde2-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Acetaldehyde{[Tert-Butyl(Dimethyl)Silyl]Oxy}Acetaldehyde
• IUPAC Name: (TERT-BUTYLDIMETHYLSILYLOXY)ACETALDEHYDE
• Boiling Point: 165167 °C(760 mmHg)
• Melting Point: 165-167ºC
• Flash Point: 140 °F
• Density: 0.915
• Appearance: Transparent liquid
• Application: (Tert-Butyldimethylsilyloxy)acetaldehyde serves as a crucial component in the synthesis process of marine natural products specifically utilized in the development of the essential tetrahydropyran subunit during the recent production of (–)-dactylodide
• Storage: Inert atmosphere,Store in freezer, under -20 °C
• Exact Mass: 174.10800
• Hazard Statements: Xi: Irritant
• MDL Number: MFCD01321229
• Precautionary Statements: P305+P351+P338
• Safety Description: S26-S36
• Signal Word: Danger

Custom Reviews

2024-9-25

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Excellent for Synthetic Applications
Used in constructing the tetrahydropyran core of (–)-dactylodide it performed flawlessly Reliable and efficient in reaction conditions it significantly advanced our marine natural product synthesis research Would recommend for similar studies

Custom Q&A

What is the PubChem CID for (tert-Butyldimethylsilyloxy)acetaldehyde?

PubChem CID 4187788.

What is the molecular formula of (tert-Butyldimethylsilyloxy)acetaldehyde?

The molecular formula is C8H18O2Si.

What is the molecular weight of (tert-Butyldimethylsilyloxy)acetaldehyde?

The molecular weight is 174.31 g/mol.

What is the IUPAC name of (tert-Butyldimethylsilyloxy)acetaldehyde?

The IUPAC name is 2-[tert-butyl(dimethyl)silyl]oxyacetaldehyde.

What is the InChI of (tert-Butyldimethylsilyloxy)acetaldehyde?

The InChI is InChI=1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3.

What is the InChIKey of (tert-Butyldimethylsilyloxy)acetaldehyde?

The InChIKey is MEBFFOKESLAUSJ-UHFFFAOYSA-N.

What is the CAS number of (tert-Butyldimethylsilyloxy)acetaldehyde?

The CAS number is 102191-92-4.

What is the EC number of (tert-Butyldimethylsilyloxy)acetaldehyde?

The EC number is 629-471-6.

What is the Hydrogen Bond Donor Count of (tert-Butyldimethylsilyloxy)acetaldehyde?

The Hydrogen Bond Donor Count is 0.

Is (tert-Butyldimethylsilyloxy)acetaldehyde a canonicalized compound?

Yes, (tert-Butyldimethylsilyloxy)acetaldehyde is canonicalized.

Synthetic Use

Upstream Synthesis Route 1

• 102229-10-7

• 102191-92-4

Reference: [1] Organic Letters, 2016, vol. 18, # 18, p. 4534 - 4537

Upstream Synthesis Route 2

• 129377-90-8

• 102191-92-4

Reference: [1] Tetrahedron Letters, 2016, vol. 57, # 21, p. 2233 - 2235

Upstream Synthesis Route 3

• 102229-10-7

• 102191-92-4

Reference: [1]Organic Letters,2016,vol. 18,p. 4534 - 4537

Downstream Synthesis Route 1

• 102191-92-4

• 73842-99-6

Reference: [1] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 20, p. 3359 - 3363

Downstream Synthesis Route 2

• 24720-64-7
• 102191-92-4

• 144950-82-3

Reference: [1]Provencal, David P.; Gardelli, Cristina; Lafontaine, Jennifer A.; Leahy, James W.
[Tetrahedron Letters, 1995, vol. 36, # 34, p. 6033 - 6036]
[2]Lafontaine, Jennifer A.; Provencal, David P.; Gardelli, Cristina; Leahy, James W.
[Journal of Organic Chemistry, 2003, vol. 68, # 11, p. 4215 - 4234]
[3]Keck, Gary E.; Wager, Carrie A.; Wager, Travis T.; Savin, Kenneth A.; Covel, Jonathan A.; McLaws, Mark D.; Krishnamurthy, Dhileep; Cee, Victor J.
[Angewandte Chemie - International Edition, 2001, vol. 40, # 1, p. 231 - 234][Angewandte Chemie, 2001, vol. 113, p. 237 - 240]
[4]Location in patent: scheme or table
Kuranaga, Takefumi; Shirai, Tomohiro; Baden, Daniel G.; Wright, Jeffrey L. C.; Satake, Masayuki; Tachibana, Kazuo
[Organic Letters, 2009, vol. 11, # 1, p. 217 - 220]

Downstream Synthesis Route 3

• 102191-92-4
• 428854-24-4

• 370879-47-3

Reference: [1]Bioorganic and medicinal chemistry,2002,vol. 10,p. 1711 - 1717

* For details of the synthesis route, please refer to the original source to ensure accuracy.