Cas no 6627-89-0 (Tert-Butyl phenyl carbonate)

Tert-Butyl phenyl carbonate is a carbonate ester commonly used as a protecting group for alcohols and phenols in organic synthesis. Its key advantage lies in its stability under basic conditions and selective deprotection under acidic conditions, making it a versatile reagent in multi-step synthetic routes. The tert-butyl group provides steric hindrance, enhancing the compound's resistance to nucleophilic attack. This compound is particularly valuable in peptide and pharmaceutical chemistry, where selective protection is critical. It is typically a colorless to pale yellow liquid with moderate volatility, soluble in common organic solvents. Handling requires standard precautions for moisture-sensitive reagents.
Tert-Butyl phenyl carbonate structure
Tert-Butyl phenyl carbonate structure
Product Name:Tert-Butyl phenyl carbonate
CAS No:6627-89-0
MF:C11H14O3
MW:194.227063655853
MDL:MFCD00008804
CID:46900
PubChem ID:24847609
Update Time:2025-05-21

Tert-Butyl phenyl carbonate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl phenyl carbonate
    • ert-Butyl phenyl carbonate
    • (tert-butoxycarbonyloxy)benzene
    • 1-tert-butoxycarbonyloxybenzene
    • O-Boc-phenol
    • phenyl tert-butyl carbonate
    • tBuOC(O)OPh
    • t-Butyl phenyl carbonate
    • Carbonic Acid tert-Butyl Phenyl Ester
    • Carbonicacid, tert-butyl phenyl ester (6CI)
    • NSC60248
    • tert-Butylphenyl carbonate
    • tert-Butylphenylcarbonate
    • 2-Methyl-2-propanyl phenyl carbonate
    • Carbonic acid, 1,1-dimethylethyl phenyl ester
    • UXWVQHXKKOGTSY-UHFFFAOYSA-N
    • t-butylphenyl carbonate
    • PubChem13300
    • phenyl t-butyl carbonate
    • UXWVQHXKKOGTSY-UHFFFAOYSA-
    • BCP2231
    • 6627-89-0
    • FT-0763068
    • B3590
    • NSC 60248
    • NSC-60248
    • BCP22318
    • EN300-1696955
    • SCHEMBL82142
    • I10205
    • AC-6298
    • 1,1-DIMETHYLETHYL PHENYL CARBONATE
    • CS-W010657
    • UNII-DP3JXG8MSN
    • DP3JXG8MSN
    • tert-Butyl phenyl carbonate, 98%
    • SY012265
    • AKOS007930895
    • NS00035999
    • EINECS 229-601-8
    • J-509941
    • Carbonic acidtert-butyl esterphenyl ester
    • InChI=1/C11H14O3/c1-11(2,3)14-10(12)13-9-7-5-4-6-8-9/h4-8H,1-3H3
    • MFCD00008804
    • DTXSID90216471
    • BBL101729
    • STL555526
    • DTXCID90138962
    • Carbonic Acid tert-Butyl Phenyl Ester; 1,1-Dimethylethyl Phenyl Carbonate; 1-tert-Butoxycarbonyloxybenzene; NSC 60248; Phenyl tert-Butyl Carbonate;
    • Tert-Butyl phenyl carbonate
    • MDL: MFCD00008804
    • Inchi: 1S/C11H14O3/c1-11(2,3)14-10(12)13-9-7-5-4-6-8-9/h4-8H,1-3H3
    • InChI Key: UXWVQHXKKOGTSY-UHFFFAOYSA-N
    • SMILES: O(C(=O)OC1C=CC=CC=1)C(C)(C)C
    • BRN: 2361602

Computed Properties

  • Exact Mass: 194.09400
  • Monoisotopic Mass: 194.094
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 187
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.1
  • Topological Polar Surface Area: 35.5

Experimental Properties

  • Color/Form: Pale yellow liquid
  • Density: 1.05?g/mL?at 20?°C(lit.)
  • Boiling Point: 78°C/0.5mmHg(lit.)
  • Flash Point: Fahrenheit: 213.8 ° f < br / > Celsius: 101 ° C < br / >
  • Refractive Index: 1.48
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 35.53000
  • LogP: 3.00050
  • Solubility: Not determined

Tert-Butyl phenyl carbonate Security Information

Tert-Butyl phenyl carbonate Customs Data

  • HS CODE:2920909090
  • Customs Data:

    China Customs Code:

    2920909090

    Overview:

    2920909090 Other inorganic esters(Esters excluding hydrogen halide)(Including its salts and their halogenation,sulfonation,Nitration and nitrosation derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2920909090 esters of other inorganic acids of non-metals (excluding esters of hydrogen halides) and their salts; their halogenated, sulphonated, nitrated or nitrosated derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

Tert-Butyl phenyl carbonate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
E121591-100g
Tert-Butyl phenyl carbonate
6627-89-0 98%
100g
¥465.90 2023-09-03
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
E121591-25g
Tert-Butyl phenyl carbonate
6627-89-0 98%
25g
¥127.90 2023-09-03
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
E121591-5g
Tert-Butyl phenyl carbonate
6627-89-0 98%
5g
¥62.90 2023-09-03
Fluorochem
044604-10g
tert-Butylphenylcarbonate
6627-89-0 95%
10g
£12.00 2022-03-01
Fluorochem
044604-25g
tert-Butylphenylcarbonate
6627-89-0 95%
25g
£27.00 2022-03-01
Fluorochem
044604-100g
tert-Butylphenylcarbonate
6627-89-0 95%
100g
£77.00 2022-03-01
A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI
H60867-25g
tert-Butyl phenyl carbonate, 97%
6627-89-0 97%
25g
41.60 2021-05-24
A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI
H60867-100g
tert-Butyl phenyl carbonate, 97%
6627-89-0 97%
100g
155.00 2021-05-24
Chemenu
CM254400-500g
tert-Butyl phenyl carbonate
6627-89-0 95+%
500g
$337 2021-06-16
Alichem
A019110467-500g
tert-Butyl phenyl carbonate
6627-89-0 98%
500g
$363.60 2023-09-01

Tert-Butyl phenyl carbonate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:6627-89-0)Tert-Butyl phenyl carbonate
Order Number:A26906
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:22
Price ($):213.0

Additional information on Tert-Butyl phenyl carbonate

Recent Advances in the Application of Tert-Butyl Phenyl Carbonate (CAS 6627-89-0) in Chemical Biology and Pharmaceutical Research

Tert-Butyl phenyl carbonate (CAS 6627-89-0) has recently emerged as a versatile reagent in chemical biology and pharmaceutical synthesis. This compound, characterized by its tert-butyloxycarbonyl (Boc) protecting group attached to a phenyl carbonate moiety, has shown significant utility in organic synthesis, particularly in the protection of amines and hydroxyl groups. Recent studies have highlighted its role in the development of novel drug candidates and its application in peptide synthesis, where it serves as an efficient protecting group that can be removed under mild acidic conditions.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the effectiveness of Tert-Butyl phenyl carbonate in the synthesis of protease inhibitors. The researchers utilized this reagent to protect key amino groups during the synthesis of novel HIV-1 protease inhibitors, achieving higher yields and improved purity compared to traditional protection methods. The study also noted the compound's stability under various reaction conditions, making it particularly valuable for multi-step synthetic processes.

In the field of prodrug development, recent research has explored the potential of Tert-Butyl phenyl carbonate as a promoiety for phenolic drugs. A 2024 publication in Bioorganic & Medicinal Chemistry Letters reported on its use in creating carbonate prodrugs of phenolic compounds, which showed enhanced solubility and improved pharmacokinetic properties. The study found that the tert-butyl carbonate group could be efficiently cleaved by esterases in vivo, releasing the active drug molecule while maintaining good stability in the gastrointestinal tract.

From a safety and toxicological perspective, new data has emerged regarding the handling and storage of Tert-Butyl phenyl carbonate. A 2023 safety assessment published in Chemical Research in Toxicology confirmed its relatively low acute toxicity (LD50 > 2000 mg/kg in rats) but noted the importance of proper ventilation when handling the compound in powder form due to potential respiratory irritation. These findings have important implications for industrial-scale pharmaceutical manufacturing processes utilizing this reagent.

Recent advances in green chemistry have also incorporated Tert-Butyl phenyl carbonate as an environmentally benign alternative to more hazardous carbonate-forming reagents. A 2024 study in Green Chemistry demonstrated its use in solvent-free reactions for carbonate formation, achieving high atom economy and reducing waste generation. The researchers highlighted the compound's potential to contribute to more sustainable pharmaceutical manufacturing processes.

Looking forward, the unique properties of Tert-Butyl phenyl carbonate (CAS 6627-89-0) position it as a valuable tool in the development of next-generation therapeutics. Its dual functionality as both a protecting group and a prodrug moiety, combined with its favorable safety profile and synthetic versatility, suggest it will continue to play an important role in pharmaceutical research and development. Ongoing studies are exploring its applications in targeted drug delivery systems and as a component of self-immolative linkers in antibody-drug conjugates.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6627-89-0)Tert-Butyl phenyl carbonate
A26906
Purity:99%
Quantity:500g
Price ($):213.0
Email