ChemicalBook > CAS DataBase List > Phenyl isothiocyanate

Phenyl isothiocyanate

Product Name
Phenyl isothiocyanate
CAS No.
103-72-0
Chemical Name
Phenyl isothiocyanate
Synonyms
PTC;Isothiocyanatobenzene;PITC;R1;Phenyl isothiocyanate,PITC;PHENYL ISOTHIOCYANATE SOLUTION, FOR PROT.SEQ. ANAL.;PIT;H174;JPO2;I-TAC
CBNumber
CB5733806
Molecular Formula
C7H5NS
Formula Weight
135.19
MOL File
103-72-0.mol
More
Less

Phenyl isothiocyanate Property

Melting point:
−21 °C(lit.)
Boiling point:
218 °C(lit.)
Density 
1.132 g/mL at 20 °C(lit.)
vapor pressure 
10 hPa (20 °C)
refractive index 
n20/D 1.6515(lit.)
Flash point:
190 °F
storage temp. 
2-8°C
solubility 
water: insoluble
form 
liquid
Specific Gravity
1.137 (20/4℃)
color 
Clear pale yellow to yellow
Water Solubility 
Soluble in alcohol, and ether. Insoluble in water.
Sensitive 
Moisture Sensitive
Merck 
14,7297
BRN 
471392
Dielectric constant
10.4
Dielectric constant
10.7（20℃）
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong acids.
InChIKey
QKFJKGMPGYROCL-UHFFFAOYSA-N
LogP
3.280
CAS DataBase Reference
103-72-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, isothiocyanato-(103-72-0)
EPA Substance Registry System
Benzene, isothiocyanato- (103-72-0)
More
Less

Safety

Hazard Codes 
T,N,Xn,F
Risk Statements 
25-34-42/43-51/53-67-65-50/53-36/37/38-22-11-38-63-23/24/25-36/38
Safety Statements 
9-16-29-33-60-61-62-36-26-23-45-36/37/39-38-28A-36/37
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
RTECS 
NX9275000
F 
19
TSCA 
Yes
HS Code 
2930 90 98
HazardClass 
6.1
PackingGroup 
II
Toxicity
LD50 orally in Rabbit: 157 mg/kg
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CB_99043005
Product name
R1
Purity
99043005, Reactivity: Anti-HLA-DQ
Packaging
99043005-DNA-5UG
Price
$390
Updated
2024/03/01
Sigma-Aldrich
Product number
CB_99043005
Product name
R1
Purity
99043005, Reactivity: Anti-HLA-DQ
Packaging
1VIAL
Price
$821
Updated
2024/03/01
Sigma-Aldrich
Product number
8.07028
Product name
Phenyl isothiocyanate
Purity
for synthesis
Packaging
100mL
Price
$79.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.07028
Product name
Phenyl isothiocyanate
Purity
for synthesis
Packaging
250ML
Price
$167
Updated
2024/03/01
Sigma-Aldrich
Product number
139742
Product name
Phenyl isothiocyanate
Purity
reagent grade, 98%
Packaging
100g
Price
$74.1
Updated
2024/03/01
More
Less

Phenyl isothiocyanate Chemical Properties,Usage,Production

Chemical Properties

colourless to pale yellow liquid with a penetrating odour

Uses

Phenyl isothiocyanate is the reagent of choice in automated Edman degradation systems. However, this reagent is highly toxic and for manual modification other reagents are preferred such as dimethy laminoazobenzene isothiocyanate (Chang, 1983; Wang et al, 2000) or trifluoroethyl isothiocyanate (Bartlet-Jones et al, 1994). This last reagent has the advantage of being volatile, so that the excess of reagent is easily removed by vacuum before MS analysis (Spengler, 1997). This compound was used successfully during seven successive cycles of manual cleavage coupled with MS analysis. Nevertheless, the high reactivity of such compounds seems to shows artefactual modification such as“acetylation' of the hydroxyl groups of the Ser and Thr. Allyl isothiocyanate shows better selectivity, but again this reagent is toxic and difficult to use in manual approaches (Gu & Preswich, 1997) .

Uses

Phenyl isothiocyanate acts as a derivatizing reagent for primary and secondary amines. It is used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC. It is used for derivatizing N-terminal amino acids of proteins for automated sequential analysis. It is a synthon for dithiadiazafulvalenes.

Definition

ChEBI: Phenyl isothiocyanate is an isothiocyanate having a phenyl group attached to the nitrogen; used for amino acid sequencing in the Edman degradation. It has a role as an allergen and a reagent.

Preparation

Synthetic procedure for phenyl isothiocyanate in 1-mol scale
Into a 2-L jacketed flask, 91.2 g of CS2 (1.2 mol) was dropwise added to a mixture of aniline (93.0 g, 1.0 mol) and K2CO3 (276.0 g, 2.0 mol) in 700 mL of water at room temperature within a period of 2.5 h. After the addition was complete, the mixture was stirred another 2 h. Then, the mixture was cooled to 0 °C, and a solution of 92.3 g of TCT (0.5 mol) in 450 mL of CH2Cl2 was dropwise added within 4 h. After the addition was complete, the mixture was stirred another 1 h to complete the conversion. The resulting mixture was basified to pH >11 with 250 mL of 6 N NaOH and yielded a clear solution. The organic layer was separated and the aqueous layer was extracted with 150 mL of CH2Cl2. The combined organic layers were dried over anhydrous Na2SO4, filtered, and the solvent of filtrate was removed via distillation under atmospheric pressure with a 25-cm Vigreux column. The residue was vacuum distilled and the desired product fraction was collected at 72–74 °C/1 mmHg. Finally, 127.0 g of colorless liquid (94%) was obtained.

Biological Functions

Phenyl isothiocyanate (PITC) is a well-established reagent in protein chemistry since its introduction in Edman degradation. PITC reacts with primary and secondary amines under alkaline conditions within 20 min. The resulting phenylthiocarbamyl (PTC) derivatives of the amino acids are stable and do not interfere with reaction by-products during chromatography. The absorption maximum is around 245 nm with a detection limit of 1 pmol.
Phenyl isothiocyanate may be employed as a derivatization reagent for high-performance liquid chromatographic (HPLC) analysis of various amphetamine derivatives in body fluids for forensic purposes.

Synthesis Reference(s)

Tetrahedron Letters, 38, p. 1597, 1997 DOI: 10.1016/S0040-4039(97)00121-4
Synthesis, p. 300, 1989 DOI: 10.1055/s-1989-27231
Tetrahedron Letters, 23, p. 447, 1982 DOI: 10.1016/S0040-4039(00)86856-2

General Description

Phenyl isothiocyanate is an aromatic isothiocyanate. It participates in dehydration reactions of alcohols. It is widely used for synthesis of various biologically important heterocyclic compounds.

Purification Methods

It is insoluble in H2O, but soluble in Et2O and EtOH. If impure (due to formation of thiourea), then steam distil it into a receiver containing 5-10mL of N H2SO4. Separate the oil, dry over CaCl2 and distil it under vacuum. [Dains et al. Org Synth Coll Vol I 447 1941, Beilstein 12 IV 867.]

Phenyl isothiocyanate Preparation Products And Raw materials

Raw materials

Calcium chloride 1,3-Diphenyl-2-thiourea

Preparation Products

1-Phenyltetrazole-5-thiol
More
Less

Phenyl isothiocyanate Suppliers

Americas 1 Belgium 3 China 154 Europe 4 France 1 Germany 9 India 20 Japan 7 Poland 1 South Korea 1 Sweden 1 Switzerland 4 The Netherlands 2 Ukraine 1 United Kingdom 12 United States 46 Global 267
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
FAR Chemical, Inc.
Tel
--
Fax
--
Email
info@far-chemical.com
Country
United States
ProdList
207
Advantage
50
Sisco Research Laboratories Pvt. Ltd.
Tel
--
Fax
--
Email
srlmarketing@dishnetdsl.net
Country
United States
ProdList
1905
Advantage
64
FAR Chemical
Tel
--
Fax
--
Country
United States
ProdList
124
Advantage
58
Soltec Bio Science
Tel
--
Fax
--
Email
sales@soltecventures.com
Country
United States
ProdList
38
Advantage
58
FAR Chemical Inc.,
Tel
--
Fax
--
Country
United States
ProdList
112
Advantage
58
CALSAK CORPORATION
Tel
--
Fax
--
Email
calsak@calsak.com
Country
United States
ProdList
430
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
TCI America, Inc. (Tokyo Chemical Industry Co., Ltd.)
Tel
--
Fax
--
Email
.Crew@tcichemicals.com
Country
United States
ProdList
3164
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Fine Chem Trading LTD
Tel
--
Fax
--
Email
chemfinder@chemfinder.co.uk
Country
United States
ProdList
1609
Advantage
64
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Parish Chemical Company
Tel
--
Fax
--
Country
United States
ProdList
1248
Advantage
47
Ryan Scientific, Inc.
Tel
--
Fax
--
Email
ryan.reichlyn@ryansci.com
Country
United States
ProdList
6439
Advantage
60
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
J.T. Baker-A Division of Mallinckrodt Baker, Inc.
Tel
--
Fax
--
Country
United States
ProdList
1066
Advantage
82
Applied Biosystems
Tel
--
Fax
--
Country
United States
ProdList
169
Advantage
86
Pierce Biotechnology, Inc.
Tel
--
Fax
--
Email
cs@piercenet.com
Country
United States
ProdList
966
Advantage
82
Aithaca Chemical Corp.
Tel
--
Fax
--
Email
sales@aithaca.com
Country
United States
ProdList
1684
Advantage
30
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
Far Research Inc.
Tel
--
Fax
--
Email
info@far-research.com
Country
United States
ProdList
259
Advantage
54
LKT Laboratories, Inc.
Tel
--
Fax
--
Email
info@lktlabs.com
Country
United States
ProdList
2164
Advantage
64
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
More
Less

View Lastest Price from Phenyl isothiocyanate manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Phenyl isothiocyanate 103-72-0
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20
Hebei Mojin Biotechnology Co., Ltd
Product
Phenyl isothiocyanate 103-72-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-09
Zhuozhou Wenxi import and Export Co., Ltd
Product
PHENYL ISOTHIOCYANATE 103-72-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

103-72-0, Phenyl isothiocyanateRelated Search:

Fluorescein isothiocyanate 4-BROMOPHENYL ISOTHIOCYANATE Fluorescein isothiocyanate isomer I Guanidine thiocyanate PROPYL ISOTHIOCYANATE BENZYL ISOTHIOCYANATE ISOBUTYL ISOTHIOCYANATE Methyl isothiocyanate Butyl isothiocyanate 1-ADAMANTYL ISOTHIOCYANATE CYCLOHEXYL ISOTHIOCYANATE ISOTHIOCYANIC ACID 3-BUTEN-1-YL ESTER 3,4-DIMETHOXYPHENYL ISOTHIOCYANATE Ethyl isothiocyanate ISOTHIOCYANIC ACID 4-PENTEN-1-YL ESTER Benzyl isocyanate Isopropyl isothiocyanate 2-Isocyanatoethyl Acrylate

  • Phenyl isothiocyanate,PITC
  • PHENYL ISOTHIOCYANATE SOLUTION, FOR PROT.SEQ. ANAL.
  • Phenyl isothiocyanate solution,PITC
  • Phenyl isothiocyanat
  • Phenyl isothiocyanate, 98% 100GR
  • Benzene,isothiocyanato-
  • Benzene-1-isothiocyanate
  • Fenylisothiokyanat
  • iso-Thiocyana-tobenaene
  • isothiocyanato-benzen
  • Isothiocyanatobenzene
  • isothiocyanato-Benzene
  • AKOS BBS-00004438
  • Phenylthiocarbonimide
  • PHENYL ISOTHIOCYANATE, SUITABLE FOR PROT EIN SEQUENCING, 99%
  • PHENYL ISOTHIOCYANATE SOLUTION, FOR PROT .SEQ. ANAL., 40 ML
  • PHENYL ISOTHIOCYANATE SOLUTION FOR PROT.
  • PHENYL ISOTHIOCYANATE, 5% SOLUTION*IN N- HEPTANE
  • PHENYL ISOTHIOCYANATE, FOR PROTEIN SEQ. ANALYSIS, 10 X 1 ML
  • PHENYL ISOTHIOCYANATE, FOR PROTEIN SEQUE NTIAL ANALYSIS
  • PHENYL ISOTHIOCYANATE PROTEIN*SEQUENCING GRADE
  • Phenyl #niso-thiocyanate
  • PHENYL ISOTHIOCYANATE IN N-HEPTANE PROTE
  • Phenyl isothiocyanate, sequenation grade, 99%
  • phenyl isothiocyanate solution
  • R1
  • PTC
  • PHENYL MUSTARD OIL
  • PHENYL ISOTHIOCYANATE
  • Phenyl isothiocyanate Phenyl mustard oil
  • PHENYL ISOTHIOCYANATE PROTEIN SEQUENCING REAGENT
  • PITC
  • PIT
  • THIOCARBANIL
  • ISOTHIOCYANIC ACID PHENYL ESTER
  • EDMAN'S REAGENT
  • Phenyl isothiocyanate, 98%, for sequential analysis
  • Phenyl isothiocyanate 99%, for protein sequencing
  • Phenyl isothiocyanate for HPLC derivatization, the detection of alcohols and amines, >=99.0%
  • Phenyl isothiocyanate reagent grade, 98%
  • Platinum on activated charcoal hydrogenation catalyst
  • Platinum on activated charcoal hydrogenation catalyst, 5% Pt basis
  • PHENYL ISOTHIOCYANATE PROTEIN*SEQUEN
  • PHENYL ISOTHIOCYANATE, 5% SOLUTION*I
  • Isothiocyanatobenzene, PITC
  • PITC (Phenylisothiocyanate)
  • Phenyl isothiocyanate, for sequential analysis
  • Isothiocyanate benzene ester
  • H174
  • I-TAC
  • SCYB9B
  • Inteferon-inducible T cell α-chemoattractant
  • Protein 9 (IP9)
  • SCYB11
  • RET (658-end), active, GST tagged human
  • CDCA7L
  • DKFZp762L0311
  • JPO2