164033-11-8

Basic information

• Product Name: (R)-1-PHENYLPROPYL ISOCYANATE
• Synonyms: (R)-1-PHENYLPROPYL ISOCYANATE
• CAS NO: 164033-11-8
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 164033-11-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 195-197°C 7mm
• Flash Point: 195-197°C/7mm
• Appearance: /
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: (R)-1-PHENYLPROPYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-PHENYLPROPYL ISOCYANATE(164033-11-8)
• EPA Substance Registry System: (R)-1-PHENYLPROPYL ISOCYANATE(164033-11-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/22-36/37/38-52-22
• Safety Statements: 23-26-36/37/39
• RIDADR: 2206
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 164033-11-8(Hazardous Substances Data)

Usage

Description

(R)-1-PHENYLPROPYL ISOCYANATE, with the molecular formula C10H11NO, is a chemical compound featuring a phenyl group connected to a propyl chain, which is further linked to an isocyanate functional group. (R)-1-PHENYLPROPYL ISOCYANATE is recognized for its significant role in the production of polyurethane materials, contributing to their enhanced strength, durability, and performance.

Uses

Used in the Construction Industry:
(R)-1-PHENYLPROPYL ISOCYANATE is used as a key component in the production of polyurethane materials for its ability to improve the strength and durability of construction materials, making them more resistant to wear and tear.
Used in the Automotive Industry:
(R)-1-PHENYLPROPYL ISOCYANATE is used as a vital ingredient in the creation of polyurethane parts and components for vehicles, enhancing their performance and longevity.
Used in the Furniture Manufacturing Industry:
(R)-1-PHENYLPROPYL ISOCYANATE is used as a critical element in the formulation of polyurethane foams for furniture, providing comfort and support while ensuring the furniture's durability.
Used in the Production of Polyurethane:
(R)-1-PHENYLPROPYL ISOCYANATE is used as a building block for the synthesis of polyurethane, a versatile synthetic polymer with applications in various industries due to its enhanced properties.
Safety Precaution:
It is crucial to handle (R)-1-PHENYLPROPYL ISOCYANATE with care, as it is a hazardous material that can cause skin and respiratory irritation if proper safety measures are not adhered to.

Upstream product

• 938-79-4 (2R)-2-phenylbutanoic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 2941-20-0 1-phenylpropylamine 
• 75-44-5 phosgene 

Downstream Products

• 256410-42-1 (3S,4S)-4-(4-diphenylmethoxycarbonyl)phenoxy-3-(2-methoxybenzyl)-1-[(R)-(1-phenylpropyl)aminocarbonyl]azetidin-2-one 
• 256410-64-7 4-[(2S,3S)-3-(2-Ethoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid benzhydryl ester 
• 256410-41-0 4-[(2S,3S)-3-(2-Methoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid 
• 256410-63-6 4-[(2S,3S)-3-(2-Ethoxy-benzyl)-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-azetidin-2-yloxy]-benzoic acid 
• 2941-20-0 1-phenylpropylamine 
• 223266-59-9 4(S)-Benzyl-3(S)-(methylthio)-2-oxoazetidine-1-carboxylic acid (1(R)-phenylpropyl)amide 
• 1027517-70-9 4-[(2S,3S)-3-Ethyl-4-oxo-1-((R)-1-phenyl-propylcarbamoyl)-3-propyl-azetidin-2-yloxy]-benzoic acid tert-butyl ester 
• 856000-41-4 (3R,4S)-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-3-ethyl-3-methyl-1-<<<(R)-1-(1-phenylpropyl)>amino>carbonyl>azetidin-2-one 

Relevant articles and documents

THERAPEUTIC COMPOUNDS AND COMPOSITIONS

The present invention provides compounds that inhibit Factor XIa or kallikrein and pharmaceutically acceptable salts thereof and compositions thereof. The present invention also provides methods of using these compounds and compositions.

A modified Curtius reaction: an efficient and simple method for direct isolation of free amine

The Curtius rearrangement and related reactions are often used to convert carboxylic acids to the corresponding primary amines. However, this reaction often requires harsh conditions for hydrolysis of the isocyanate intermediates to amines, and can also be contaminated by the formation of corresponding ureas due to the reactive nature of the intermediates. We have discovered that by quenching the isocyanate intermediates with sodium trimethylsilanolate, the free amines can be isolated after aqueous workup. This mild and fast procedure provides free amines in one pot with good yields.

Azetidinone derivatives for the treatment of HCMV infections

A compound of formula I wherein R1is hydrogen, methyl, ethyl, methoxy or methylthio; R2and R3each independently is hydrogen or lower alkyl; R4is hydrogen, lower alkyl, methoxy, ethoxy or benzyloxy; R5is lower alkyl, lower cycloalkyl, (CH2)mC(O)OR6wherein m is the integer 1 or 2 and R6is lower alkyl, phenyl optionally substituted; optionally Het or Het(lower alkyl); or R4and R5together with the nitrogen atom to which they are attached form a nitrogen containing ring optionally substituted with C(O)O-benzyl or with phenyl optionally substituted with C(O)OR7wherein R7is lower alkyl or (lower alkyl)phenyl; and Z is lower alkyl or optionally substituted phenyl or Het; with the proviso that when Z is (CH2)p-(Het), then R2and R3each is hydrogen; or a therapeutically acceptable acid addition salt thereof which compound is useful in the treatment of HCMV infections.